IPR2022-00657, No. 1033-3 Exhibit - Exhibit 1033 Part 3 of 3 (P.T.A.B. Mar. 3, 2022)

WO 99/43706
`
`PCT/DK99/00082
`
`168
`
`Arg26Lys27
`34-bis-(Aspa-Alit)-GLP-1 (7-36);
`•
`
`Arg34Lys27.26-bis-(Aspa-Alit)-GLP-1(7-36);
`
`Arg26Lys27
`34-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`Arg34Lys27
`26-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`
`Arg26Lys27 34 -bis-(Aspa-Alit)-G LP-1 (7-38);
`·
`
`Arg34Lys27
`26 -bis-(Aspa-Alit)-G LP-1 (7-38);
`•
`
`•3
`
`4
`-
`
`4-bis-(Aspa-Alit)-GLP-1 (7-39); Arg34Lys27
`26-bis-(Aspa-Alit)-GLP-1 (7-39);
`•
`34-bis-(Aspa-Alit)-GLP-1 (7-37); Gly8Lys26
`4-bis-(Aspa-Alit)-GLP-1 (7-36); Gly8Lys26
`•
`
`•3
`
`Arg26Lys27
`
`5 Gly8Lys26
`
`•3
`
`bis-(Aspa-Alit)-GLP-1 (7-38); Gly8Lys26
`34-bis-(Aspa-Alit)-GLP-1 (7-39)
`•
`
`Gly8Arg34Lys26
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-36);
`
`Gly8Arg26Lys34
`36-bis-(Aspa-Alit)-GLP-1 (7-36);
`•
`
`36-bis-(Aspa-Alit)-GLP-1 (7-37); Gly8Arg34Lys26
`Gly8Arg26Lys34
`•
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-37);
`
`Gly8Arg26Lys34
`37-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`Gly8Arg34Lys26
`37 -bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`8-bis-(Aspa-Alit)-GLP-1 (7-38); Gly8Arg34Lys26
`38-bis-(Aspa-Alit)-GLP-1 (7-38);
`·
`
`•3
`
`1 o Gly8Arg26Lys34
`
`8-bis-(Aspa-Alit)-GLP-1 (7-38); Gly8Arg26Lys34
`39-bis-(Aspa-Alit)-GLP-1 (7-39);
`•
`
`Gly8Arg26
`34Lys36
`•
`
`•3
`
`9-bis-(Aspa-Alit)-GLP-1 (7-39);
`
`•3
`
`34Lys36
`39-bis-(Aspa-Alit)-GLP-1 (7-39); Gly8Arg26
`Gly8Arg34Lys26
`•
`•
`
`34
`34-bis-(Aspa-Alit)-GLP-1 (7-37); Val8Lys26
`Val8Lys26
`34-bis-(Aspa-Alit)-GLP-1 (7-36); Val8Lys26
`·
`•
`•
`
`-
`
`34-bis-(Aspa-Alit)-GLP-1 (7-39)
`bis-(Aspa-Alit)-GLP-1 (7-38); Valslys26
`·
`
`Val8Arg34Lys26
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-36);
`
`15
`
`Val8Arg26Lys34
`
`36-bis-(Aspa-Alit)-GLP-1 (7-36);
`•
`
`Val8 Arg26Lys34
`36-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`Val8Arg34Lys26
`36-bis-(Aspa-Alit)-GLP-1 (7-37);
`·
`
`7-bis-(Aspa-Alit)-GLP-1 (7-37);
`
`Val8Arg34Lys26
`
`•3
`
`ValsArg26Lys34
`37-bis-(Aspa-ALit)-GLP-1 (7-37);
`•
`
`Val8Arg26Lys34
`38-bis-(Aspa-Alit)-GLP-1(7-38);
`•
`
`Val8Arg34Lys26
`38-bis-(Aspa-Alit)-GLP-1 (7-38);
`•
`
`8-bis-(Aspa-Alit)-GLP-1 (7-38); Vais Arg26Lys34
`39-bis-(Aspa-Alit)-GLP-1 (7-39);
`•
`
`•3
`
`Vais Arg26
`34Lys36
`•
`
`39-bis-(Aspa-Alit)-GLP-1 (7-39); ValsArg26
`34Lys36
`39-bis-(Aspa-ALit)-GLP-1 (7-39);
`•
`•
`·
`34-bis-(Aspa-Alit)-GLP-1 (7-37); Ser8Lys26
`34
`·
`·
`-
`
`Ser8Lys26
`
`•3
`
`4-bis-(Aspa-Alit)-GLP-1 (7-36); Ser8Lys26
`
`20
`
`Val8Arg34Lys26
`
`bis-(Aspa-Alit)-GLP-1 (7-38); Ser8Lys26
`34-bis-(Aspa-Alit)-GLP-1 (7-39)
`•
`
`Ser8 Arg26Lys34
`
`36 -bis-(Aspa-Alit)-GLP-1 (7-36);
`·
`
`Ser8 Arg34Lys26
`36 -bis-(Aspa-Alit)-GLP-1 (7-36);
`·
`
`3s-bis-(Aspa-Alit)-GLP-1 (7-37);
`Ser8 Arg34Lys26
`·
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-37);
`
`Ser8 Arg26Lys34
`
`37 -bis-(Aspa-Alit)-GLP-1 (7-37);
`Ser8 Arg34Lys26
`·
`
`7 -bis-(Aspa-Alit)-GLP-1 (7-37);
`
`•3
`
`Ser8 Arg26Lys34
`
`25
`
`Ser8Arg26Lys34
`
`38-bis-(Aspa-Alit)-GLP-1 (7-38);
`·
`
`38-bis-(Aspa-Alit)-GLP-1 (7-38);
`Ser8Arg34Lys26
`•
`
`34Lys36
`38-bis-(Aspa-Alit)-GLP-1 (7-38); Ser8Arg26Lys34
`39-bis-(Aspa-Alit)-GLP-1 (7-39);
`Ser8Arg26
`•
`•
`·
`
`Ser8Arg34Lys26
`39-bis-(Aspa-Alit)-GLP-1 (7-39); Ser8Arg26
`34Lys36
`39-bis-(Aspa-Alit)-GLP-1 (7-39);
`•
`•
`·
`34-bis-(Aspa-Alit)-GLP-1 (7-37); Thr8Lys26
`4-bis-(Aspa-Alit)-GLP-1 (7-36); Thr8Lys26
`•
`
`Thr8Lys26
`
`•3
`
`•3
`
`4
`-
`
`bis-(Aspa-Alit)-GLP-1 (7-38); Thr8Lys26
`34-bis-(Aspa-Alit)-GLP-1 (7-39)
`•
`Thr8 Arg26Lys34
`Thr8Arg26Lys34
`
`Thr8 Arg34Lys26
`36 -bis-(Aspa-Alit)-GLP-1 (7-36);
`•
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-36);
`
`Thr8Arg34Lys26
`36-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`•3
`
`6-bis-(Aspa-Alit)-GLP-1 (7-37);
`
`30
`
`Thr8Arg34Lys26
`37-bis-(Aspa-Alit)-GLP-1 (7-37);
`•
`
`Thr8Arg34Lys26
`38-bis-(Aspa-Alit)-GLP-1 (7-38);
`•
`
`Thr8Arg26Lys34
`
`•3
`
`7-bis-(Aspa-Alit)-GLP-1 (7-37);
`
`Thr8Arg26Lys34
`
`•3
`
`8-bis-(Aspa-Alit}-GLP-1 (7-38);
`
`FRESENIUS EXHIBIT 1033
`Page 170 of 270
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`

`WO99/43706
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`PCT/DK99/00082
`
`169
`
`•3
`
`Arg34Lys26
`
`•3
`
`6-bis-(Glyc-ADod)-GLP-1 (7-36);
`
`38 -bis-(Aspa-Alit)-GLP-1 (7-38); Thr8 Arg26Lys34
`39 -bis-(Aspa-Alit)-GLP-1 (7-39);
`Thr8 Arg26
`34Lys36
`•
`•
`·
`39 -bis-(Aspa-ALit)-GLP-1 (7-39); Thr8 Arg26
`4Lys36
`39 -bis-(Aspa-Alit)-GLP-1 (7-39);
`Thr8 Arg34Lys26
`·
`•
`34-bis-(Glyc-ADod}-GLP-1 (7-37); Lys26
`34-bis-(Glyc(cid:173)
`Lys26
`4-bis-(Glyc-ADod)-GLP-1 (7-36); Lys26
`•
`•
`ADod)-GLP-1 (7-38); Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-39)
`•
`5 Arg26Lys34
`36-bis-(Glyc-ADod}-GLP-1 (7-36);
`•
`Arg26Lys34
`6 -bis-(Glyc-ADod)-GLP-1 (7-37);
`Arg26Lys34
`37-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`Arg26Lys34
`39-bis-(Glyc-ADod)-GLP-1 (7-39);
`·
`
`•3
`
`•3
`
`Arg34Lys26
`6-bis-(Glyc-ADod)-GLP-1 (7-37);
`Arg34Lys26
`37-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`Arg34Lys26
`•39-bis-(Glyc-ADod)-GLP-1 (7-39);
`
`•3
`
`26-bis-(Glyc-ADod)-GLP-1 (7-36);
`·
`
`4Lys36
`Arg26
`39-bis-(Glyc-ADod)-GLP-1 (7-39);
`•
`1 O Arg26Lys 18
`34 -bis-(Glyc-ADod)-GLP-1 (7-36);
`·
`
`•3
`
`34-bis-(Glyc-ADod)-GLP-1 (7-37);
`·
`
`Arg34Lys 18
`Arg26Lys 18
`Arg34Lys 18
`26-bis-(Glyc-ADod)-GLP-1 (7-37);
`·
`Arg26Lys 18
`Arg34Lys 18.26-bis-(Glyc-ADod)-GLP-1 (7-38);
`34-bis-(Glyc-ADod)-GLP-1 (7-38);
`·
`Arg26Lys 18
`34-bis-(Glyc-ADod)-GLP-1 (7-39); Arg34Lys 18
`26-bis-(Glyc-ADod)-GLP-1 (7-39);
`·
`·
`4-bis-(Glyc-ADod)-GLP-1 (7-36);
`Arg26Lys23
`Arg34Lys23
`26-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`4-bis-(Glyc-ADod)-GLP-1 (7-37);
`15 Arg26Lys23
`Arg34Lys23
`26-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`4-bis-(Glyc-ADod)-GLP-1 (7-38);
`Arg26Lys23
`Arg34Lys23
`26-bis-(Glyc-ADod)-GLP-1 (7-38);
`•
`4-bis-(Glyc-ADod)-GLP-1 (7-39); Arg34Lys23
`Arg26Lys23
`6-bis-(Glyc-ADod)-GLP-1 (7-39);
`4 -bis-( Glyc-ADod)-G LP-1 (7 -36);
`Arg26L ys 27
`Arg34Lys27.26-bis-(Glyc-ADod}-GLP-1 (7-36);
`34-bis-( Glyc-ADod)-GLP-1 (7-37);
`Arg26Lys27
`26-bis-(Glyc-ADod)-GLP-1 (7-37);
`Arg34Lys27
`•
`•
`20 Arg26Lys27
`34-bis-(Glyc-ADod)-GLP-1 (7-38);
`Arg34Lys27.26-bis-(Glyc-ADod)-GLP-1 (7-38);
`•
`Arg26Lys27
`34 -bis-( Glyc-ADod)-G LP-1 (7 -39); Arg34Lys27
`•
`Gly8Lys26
`4-bis-(Glyc-ADod)-GLP-1 (7 -36);
`Gly8Lys26•34-bis-(Glyc-ADod)-GLP-1 (7-37);
`4-bis-(Glyc-ADod)-GLP-1 (7-38); Gly8Lys26
`Gly8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-39)
`•
`Gly8Arg26Lys34
`6-bis-(Glyc-ADod)-GLP-1 (7-36); Gly8Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`25 Gly8Arg26Lys34
`6-bis-(Glyc-ADod)-GLP-1 (7-37); Gly8Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`Gly8Arg26Lys34
`7-bis-(Glyc-ADod)-GLP-1 (7-37); Gty8Arg34Lys26
`37 -bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`Gly8Arg26Lys34
`8-bis-(Glyc-ADod)-GLP-1 (7-38); Gly8Arg34Lys26
`38-bis-(Glyc-ADod)-GLP-1 (7-38);
`·
`Gly8 Arg26
`4Lys36
`38 -bis-(Glyc-ADod)-GLP-1 (7-38); Gly8 Arg26Lys34
`•
`39); Gly8Arg34Lys26
`9 -bis-(Glyc-ADod)-GLP-1 (7-39); Gly8 Arg26
`34Lys36
`39 -bis-(Glyc-ADod)-GLP-
`•
`•
`1(7-39);
`
`•2
`
`6 -bis-( Glyc-ADod)-GLP-1 (7 -39);
`
`•2
`
`9 -bis-(Glyc-ADod)-GLP-1 (7-
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`30
`
`VaI8Lys26
`4-bis-(Glyc-ADod)-GLP-1 (7-36);
`4 -bis-(Glyc-ADod)-GLP-1 (7-38); Val8Lys26
`Val8Lys26
`4-bis-(Glyc-ADod)-GLP-1 (7-39)
`Val8Arg26Lys34
`
`36-bis-(Glyc-ADod)-GLP-1 (7-36); Val8Arg34Lys26·36-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`6-bis-(Glyc-ADod)-GLP-1 (7-37); VaI8Arg34Lys26
`Val8Arg26Lys34
`
`Val8Lys26
`
`•3
`
`4-bis-(Glyc-ADod)-GLP-1 (7-37);
`
`•3
`
`6-bis-(Glyc-ADod)-GLP-1 (7-37);
`
`•3
`
`•3
`
`•3
`
`•3
`
`FRESENIUS EXHIBIT 1033
`Page 171 of 270
`
`

`WO 99/43706
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`PCT/DK99/00082
`
`170
`
`7 -bis-(Glyc-ADod)-GLP-1 (7-37); Val8Arg34Lys26
`37-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`38-bis-(Glyc-ADod)-GLP-1 (7-38); Val8 Arg34Lys26
`38-bis-(Glyc-ADod)-GLP-1 (7-38);
`Val8Arg26Lys34
`•
`•
`Val8 Arg26Lys34
`39-bis-(Glyc-ADod)-GLP-1 (7-
`Val8Arg26
`34Lys36
`38-bis-(Glyc-ADod)-GLP-1 (7-38);
`·
`•
`•
`9 -bis-(Glyc-ADod)-GLP-1 (7-39); Val8 Arg26
`4Lys36
`39-bis-(Glyc-ADod)-GLP-
`•
`
`•3
`
`•3
`
`39); Val8 Arg34Lys26
`
`•3
`
`Val8Arg26Lys34
`
`5
`
`1(7-39);
`Ser8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`
`Ser8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`
`34-bis-(Glyc-ADod)-GLP-1 (7-39)
`34-bis-(Glyc-ADod)-GLP-1 (7-38); Ser8Lys26
`Ser8Lys26
`•
`•
`Ser8 Arg26Lys34
`6-bis-(Glyc-ADod)-GLP-1 (7-36); Ser8 Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`
`•3
`
`Ser8 Arg26Lys34
`1 o Ser8 Arg26Lys34
`Ser8 Arg26Lys34
`
`36-bis-(Glyc-ADod)-GLP-1 (7-37); Ser8 Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`•
`37 -bis-(Glyc-ADod)-GLP-1 (7-37);
`37 -bis-(Glyc-ADod)-GLP-1 (7-37); Ser8 Arg34Lys26
`•
`•
`38-bis-( Glyc-ADod)-GLP-1 (7-38);
`38-bis-( Glyc-ADod)-GLP-1 (7 -38); Ser8 Arg34Lys26
`•
`•
`
`38-bis-(Glyc-ADod)-GLP-1 (7-38); Ser8Arg26Lys34
`39-bis-(Glyc-ADod)-GLP-1 (7-
`Ser8 Arg26
`34Lys36
`•
`•
`•
`
`•3
`
`4Lys36
`39-bis-(Glyc-ADod)-GLP-
`•
`
`9-bis-(Glyc-ADod)-GLP-1 (7-39); Ser8 Arg26
`
`39); Ser8 Arg34Lys26
`
`•3
`
`1 (7-39);
`
`15
`
`Thr8Lys26
`34-bis-(Glyc-ADocl)-GLP-1 (7-36);
`•
`Thr8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-38); Thr8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-39)
`•
`•
`
`Thr8Lys26
`34-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`
`Thr8Arg26Lys34
`36-bis-(Glyc-ADod)-GLP-1 (7-36); Thr8Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-36);
`•
`•
`
`6-bis-(Glyc-ADod)-GLP-1 (7-37); Thr8Arg34Lys26
`36-bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`
`•3
`
`Thr8Arg26Lys34
`
`Thr8Arg26Lys34
`
`37-bis-(Glyc-ADod)-GLP-1 (7-37); Thr6Arg34Lys26
`37 -bis-(Glyc-ADod)-GLP-1 (7-37);
`•
`•
`
`20
`
`38-bis-(Glyc-ADod)-GLP-1 (7-38); Thr8 Arg34Lys26
`Thr8 Arg26Lys34
`38-bis-(Glyc-ADod)-GLP-1 (7-38);
`•
`•
`Thr8 Arg26
`34Lys36
`38-bis-(Glyc-ADod)-GLP-1 (7-38);
`Thr8Arg26Lys34
`39-bis-(Glyc-ADod)-GLP-1 (7-
`•
`·
`·
`
`4Lys36
`39-bis-(Glyc-ADod)-GLP-
`•
`
`39); Thr8 Arg34Lys26
`
`•3
`
`9-bis-(Glyc-ADod)-GLP-1 (7-39); Thr8Arg26
`
`•3
`
`1 (7-39);
`
`34-bis-(Glyc-
`4-bis-(Glyc-A Tet)-GLP-1 (7-36); Lys26
`34-bis-(Glyc-A Tet)-GLP-1 (7-37); Lys26
`•
`·
`
`•3
`
`Lys26
`
`•3
`
`4-bis-(Glyc-ATet)-GLP-1 (7-39)
`Arg34Lys26
`36-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`
`25 ATet)-GLP-1 (7-38); Lys26
`Arg26Lys34
`Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-37);
`·
`Arg26Lys34
`7 -bis-( Glyc-A T et )-GLP-1 (7 -37);
`Arg26Lys34
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`30 Arg26
`4Lys36
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`34-bis-(Glyc-ATet)-GLP-1 (7-36);
`Arg26Lys 18
`•
`
`•3
`
`6-bis-(Glyc-ATet)-GLP-1 (7-36);
`
`Arg34Lys26
`
`36-bis-(Glyc-A Tet)-GLP-1 (7-37);
`·
`
`•3
`
`7-bis-(Glyc-ATet)-GLP-1 (7-37);
`
`Arg34Lys26
`
`Arg34Lys26
`
`•3
`
`9-bis-(Glyc-ATet)-GLP-1 (7-39);
`
`26-bis-(Glyc-ATet)-GLP-1 (7-36);
`Arg34Lys 18
`·
`
`•3
`
`•3
`
`Arg34Lys 18.26-bis-(Glyc-ATet)-GLP-1 (7-37);
`
`•3
`
`4-bis-(Glyc-ATet)-GLP-1 (7-37);
`
`Arg34Lys 18.26-bis-(Glyc-ATet)-GLP-1 (7-38);
`
`4-bis-(Glyc-ATet)-GLP-1 (7-38);
`
`•3
`
`Arg26Lys 18
`Arg26Lys 18
`
`
`Arg26Lys ,e,3-4_bis-(Glyc-ATet)-GLP-1 (7-39); Arg34Lys 18•26-bis-(Glyc-ATet)-GLP-1 (7-39);
`
`FRESENIUS EXHIBIT 1033
`Page 172 of 270
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`

`WO99/43706
`
`PCT/DK99/00082
`
`171
`
`Arg34Lys23
`
`26-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`
`Arg34Lys23
`26-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`
`4-bis-(Glyc-ATet)-GLP-1 (7-36);
`Arg26Lys23
`34-bis-(Glyc-ATet)-GLP-1 (7-37);
`Arg26Lys23
`•
`
`•3
`
`Arg26Lys23
`34-bis-(Glyc-ATet)-GLP-1 (7-38);
`•
`
`Arg26Lys23•34-bis-(Glyc-ATet)-GLP-1 (7-39); Arg34Lys23.26-bis-(Glyc-ATet)-GLP-1 (7-39);
`Arg34Lys27.2s_bis-(Glyc-ATet)-GLP-1 (7-36);
`
`Arg34Lys23
`26-bis-(Glyc-ATet)-GLP-1 (7-38);
`•
`
`5 Arg26Lys27
`34-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`Arg26Lys27
`34-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`
`Arg34Lys27
`26-bis-(Glyc-ATet}-GLP-1 (7-37};
`•
`
`Arg34Lys27
`26-bis-(Glyc-A Tet}-GLP-1 (7-38);
`•
`
`•3
`
`4
`-
`
`•3
`
`•3
`
`•3
`
`4-bis-(Glyc-ATet}-GLP-1 (7-38};
`Arg26Lys27
`
`Arg26Lys27•34 -bis-( Glyc-A T et }-GLP-1 (7 -39}; Arg34Lys27
`26 -bis-( Glyc-A T et}-G LP-1 (7-39);
`·
`34-bis-(Glyc-ATet)-GLP-1 (7-37}; Gly8Lys26
`34-bis-(Glyc-A Tet)-GLP-1 (7-36); Gly8Lys26
`Gly8Lys26
`•
`•
`bis-(Glyc-ATet)-GLP-1 (7-38); Gly8Lys26
`34-bis-(Glyc-ATet}-GLP-1 (7-39)
`•
`Gly8 Arg34Lys26
`6-bis-(Glyc-A T et)-GLP-1 (7-36);
`Gly8Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`Gly8 Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`37 -bis-(Glyc-ATet)-GLP-1 (7-37);
`Gly8 Arg26Lys34
`•
`Gly8Arg26Lys34
`38-bis-(Glyc-ATet}-GLP-1 (7-38); Gly8Arg34Lys26
`38-bis-(Glyc-ATet)-GLP-1 (7-38);
`·
`·
`4Lys36
`38-bis-(Glyc-ATet)-GLP-1 (7-38); Gly8Arg26Lys34
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`15 Gly8Arg26
`•
`•
`9-bis-(Glyc-ATet)-GLP-1 (7-39); Gly8Arg26
`Gly8Arg34Lys26
`34Lys36
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`·
`34 -bis-( Glyc-A T et)-GLP-1 (7 -37); Val8Lys26
`4
`Val8Lys26
`34 -bis-( Glyc-A T et)-GLP-1 (7 -36); Val8Lys26
`•
`•
`-
`bis-(Glyc-ATet)-GLP-1 (7-38); Val8Lys26
`34-bis-(Glyc-ATet)-GLP-1 (7-39)
`•
`Val8Arg26Lys34
`6-bis-(Glyc-ATet)-GLP-1 (7-36); Val8Arg34Lys26
`6-bis-(Glyc-ATet)-GLP-1 (7-36);
`20 Val8 Arg26Lys34
`36-bis-(Glyc-A Tet)-GLP-1 (7-37);
`Val8 Arg34Lys26
`6 -bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`37-bis-(Glyc-ATet)-GLP-1 (7-37);
`Val8Arg34Lys26
`Val8Arg26Lys34
`7 -bis-(Glyc-A Tet)-GLP-1 (7-37);
`·
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`1 o
`
`Gly8Arg34Lys26
`Gly8Arg34Lys26
`
`6-bis-(Glyc-ATet)-GLP-1(7-37);
`7-bis-(Glyc-ATet)-GLP-1 (7-37);
`
`•3
`
`•3
`
`•3
`
`Val8Arg26Lys34
`38-bis-(Glyc-A T et)-GLP-1 (7-38);
`•
`Val8Arg26
`4Lys36
`38-bis-(Glyc-ATet)-GLP-1 (7-38); Val8Arg26Lys34
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`•
`Val8Arg34Lys26
`39-bis-(Glyc-A Tet)-GLP-1 (7-39); Val8Arg26
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`34Lys36
`•
`•
`•
`34-bis-(Glyc-ATet)-GLP-1 (7-37); Ser8Lys26
`34
`Ser8Lys26
`34-bis-(Glyc-ATet)-GLP-1 (7-36}; Ser8Lys26
`•
`-
`•
`•
`
`Val8Arg34Lys26
`38-bis-(Glyc-ATet)-GLP-1 (7-38);
`•
`
`•3
`
`25
`
`bis-(Glyc-ATet)-GLP-1 (7-38); Ser8Lys26
`Ser8Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-36); Ser8Arg34Lys26
`·
`
`4-bis-(Glyc-ATet)-GLP-1 (7-39)
`6-bis-(Glyc-ATet)-GLP-1 (7-36);
`
`•3
`
`•3
`
`Ser8Arg26Lys34
`36-bis-(Glyc-ATet}-GLP-1 (7-37); Ser8Arg34Lys26
`36-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`•
`Ser8Arg26Lys34
`37-bis-(Glyc-ATet)-GLP-1 (7-37); Ser8Arg34Lys26
`37-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`•
`
`30
`
`Ser8Arg26Lys34
`
`38-bis-(Glyc-ATet)-GLP-1 (7-38); Ser8Arg34Lys26
`38-bis-(Glyc-ATet)-GLP-1 (7-38);
`•
`·
`
`8-bis-(Glyc-ATet)-GLP-1 (7-38); Ser8Arg26Lys34
`Ser8Arg26
`34Lys36
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`•
`Ser8Arg34Lys26
`39-bis-(Glyc-ATet)-GLP-1 (7-39); Ser8 Arg26
`4Lys36
`9-bis-(Glyc-ATet)-GLP-1 (7-39);
`•
`34
`34-bis-(Glyc-ATet)-GLP-1 (7-37); Thr8Lys26
`Thr8Lys26
`34-bis-(Glyc-ATet)-GLP-1 (7-36); Thr8Lys26
`•
`·
`-
`•
`
`•3
`
`•3
`
`•3
`
`bis-(Glyc-ATet)-GLP-1 (7-38); Thr8Lys26
`34-bis-(Glyc-ATet)-GLP-1 (7-39)
`·
`
`FRESENIUS EXHIBIT 1033
`Page 173 of 270
`
`

`WO 99/43706
`
`PCT/DK99/00082
`
`172
`
`Thr8Arg34Lys26
`36-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`36-bis-(Glyc-ATet)-GLP-1 (7-37);
`Tor8Arg34Lys26
`•
`Thr8Arg34Lys26
`37-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`
`Thr8 Arg34Lys26
`38-bis-(Glyc-ATet)-GLP-1 (7-38);
`•
`
`Thr8Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-36);
`•
`
`Thr8Arg26Lys34
`36-bis-(Glyc-ATet)-GLP-1 (7-37);
`•
`
`Thr8Arg26Lys34•37-bis-(Glyc-ATet)-GLP-1 (7-37);
`
`Thr8 Arg26Lys34
`
`•3
`
`8-bis-(Glyc-A Tet)-GLP-1 (7-38);
`
`5
`
`
`
`Thr8 Arg26·34Lys36
`
`38-bis-(Glyc-A Tet)-GLP-1 (7-38); Thr8 Arg26Lys34
`39 -bis-(Glyc-AT et)-GLP-1 (7-39);
`•
`•
`
`39-bis-(Glyc-ATet)-GLP-1 (7-39); Thr8Arg26
`4Lys36
`39-bis-(Glyc-ATet)-GLP-1 (7-39);
`Thr8Arg34Lys26
`•
`•
`34 -bis-( Glyc-AHex)-GLP-1 (7-37); Lys26
`34 -bis-( Glyc(cid:173)
`34 -bis-(Glyc-AHex )-GLP-1 (7 -36); Lys26
`Lys26
`·
`•
`•
`
`•3
`
`AHex)-GLP-1 (7-38); tys26
`34-bis-(Glyc-AHex)-GLP-1 (7-39)
`·
`
`Arg26Lys34
`36-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`
`Arg34Lys26
`36-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`
`1 o Arg26Lys34
`36-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`Arg34Lys26
`
`36-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`Arg26Lys34
`
`37-bis-(Glyc-AHex)-GLP-1 (7-37);
`·
`
`Arg34Lys26
`
`37-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`Arg34Lys26
`
`39 -bis-( Glyc-AHex )-GLP-1 (7 -39);
`•
`
`•3
`
`9-bis-(Glyc-AHex)-GLP-1 (7-39);
`
`Arg26Lys34
`
`Arg26
`34Lys36
`•
`
`•3
`
`9 -bis-( Glyc-AHex)-GLP-1 (7 -39);
`
`Arg26Lys 18
`34-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`
`15 Arg26Lys 18
`34-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`Arg26Lys 18
`34-bis-(Glyc-AHex)-GLP-1 (7-38);
`•
`
`Arg34Lys 18
`26-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`Arg34Lys 18.26-bis-(Glyc-AHex)-GLP-1 (7-37);
`
`Arg34Lys 18
`26-bis-(Glyc-AHex)-GLP-1 (7-38);
`•
`
`Arg26Lys 18
`34-bis-(Glyc-AHex)-GLP-1 (7-39); Arg34Lys 18
`•
`
`26-bis-(Glyc-AHex)-GLP-1 (7-39);
`•
`
`Arg26Lys23
`34 -bis-( Glyc-AHex )-GLP-1 (7-36);
`•
`
`Arg26Lys23
`
`34 -bis-( Glyc-AHex )-GLP-1 (7-37);
`·
`
`Arg34Lys23
`26 -bis-( Glyc-AHex )-GLP-1 (7-36);
`•
`Arg34Lys23
`26-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`Arg34Lys23
`
`26-bis-(Glyc-AHex)-GLP-1 (7-38);
`·
`
`6-bis-(Glyc-AHex)-GLP-1 (7-36);
`
`•2
`
`Arg34Lys27
`
`Arg34Lys27
`26-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`Arg34Lys27.26-bis-(Glyc-AHex)-GLP-1 (7-38);
`
`Arg26Lys23
`4-bis-(Glyc-AHex)-GLP-1 (7-38);
`Arg26Lys23
`34 -bis-( Glyc-AHex )-G LP-1 (7 -39); Arg34Lys23
`26 -bis-( Glyc-AHex)-G LP-1 (7-39);
`·
`•
`Arg26Lys27
`34-bis-(Glyc-AHex}-GLP-1 (7-36);
`•
`Arg26Lys27
`34-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`Arg26Lys27
`4-bis-(Glyc-AHex)-GLP-1 (7-38);
`
`•3
`
`•3
`
`20
`
`•3
`
`4-bis-(Glyc-AHex)-GLP-1 (7-39); Arg34Lys27
`26-bis-(Glyc-AHex)-GLP-1 (7-39);
`•
`
`25 Arg26Lys27
`
`34-bis-(Glyc-AHex)-GLP-1 (7-36);
`·
`
`Gly8lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`•3
`
`6-bis-(Glyc-AHex)-GLP-1 (7-36); Gly8 Arg34Lys26
`
`•3
`
`6-bis-(Glyc-AHex)-GLP-1 (7-36);
`
`Gly8Lys26
`Gly8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-38); Gly8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-39)
`•
`·
`Gly8 Arg26Lys34
`
`Gly8Arg26Lys34
`30 Gly8 Arg26Lys34
`37 -bis-(Glyc-AHex)-GLP-1 (7-37); Gly8 Arg34Lys26
`37 -bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`•
`Gty8Arg26Lys34
`38-bis-(Glyc-AHex)-GLP-1 (7-38); Gly8Arg34lys26
`38-bis-(Glyc-AHex)-GLP-1 (7-38);
`•
`•
`Gly8Arg26
`39-bis-(Glyc-AHex)-GLP-1 (7-
`8-bis-(Glyc-AHex)-GLP-1 (7-38); Gly8Arg26Lys34
`•
`9-bis-(Glyc-AHex)-GLP-1 (7-39); Gly8 Arg26
`39); Gly8Arg34Lys26
`34lys36
`39-bis-(Glyc-AHex)-GLP-
`•
`•
`
`6-bis-(Glyc-AHex)-GLP-1 (7-37); Gly8Arg34lys26
`
`•3
`
`6-bis-(Glyc-AHex)-GLP-1 (7-37);
`
`•3
`
`4Lys36
`
`•3
`
`•3
`
`•3
`
`1 (7-39);
`
`FRESENIUS EXHIBIT 1033
`Page 174 of 270
`
`

`WO99/43706
`
`PCT/DK99/00082
`
`173
`
`Val8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`34-bis-(Glyc-•AHex)-GLP-1 (7-38); Val8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-39)
`Val8Lys26
`•
`•
`
`Val8Arg26Lys34·36-bis-1:GIyc-AHex)-GLP-1 (7-36); Val8Arg34Lys26
`36-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`36-bis-(Glyc-AHex)-GLP-1 (7-37); ValsArg34Lys26
`36-bis-(Glyc-AHex)-GLP-1 (7-37);
`Val8Arg26Lys34
`•
`•
`37-bis-(Glyc-AHex)-GLP-1 (7-37);
`5 ValsArg26Lys34•37-bis-(Glyc-AHex)-GLP-1 (7-37); Val8Arg34Lys26
`
`·
`
`
`
`Valslys26•34-bis-(Glyc-AHex)-GLP-1 (7-37);
`
`•3
`
`•3
`
`8-bis-(Glyc-AHex)-GLP-1 (7-38);
`38-bis-(Glyc-AHex)-GLP-1 (7-38); Val8Arg34Lys26
`ValsArg26Lys34
`•
`Val8 Arg26Lys34
`39-bis-(Glyc-AHex)-GLP-1 (7-
`4Lys36
`38-bis--(Glyc-AHex)-GLP-1 (7-38);
`•
`•
`31-bis-(Glyc-AHex)-GLP-1 (7-39); Vais Arg26
`4Lys36
`39); Vais Arg34Lys26
`39-bis-(Glyc-AHex)-GLP-
`·
`·
`
`•3
`
`Vais Arg26
`
`Ser8Lys28
`34-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`1 (7-39);
`1 O Ser8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`Ser8Lys26
`4-bis-(Glyc-AHex)-GLP-1 (7-38); Ser8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-39)
`·
`36 -bis-(Glyc-AHex)-GLP-1 (7 -36); Ser8 Arg34Lys26
`36 -bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`·
`36 -bis-(Glyc-AHex)-GLP-1 (7-37); Ser8Arg34Lys26
`6-bis-(Glyc-AHex)-GLP-1 (7-37);
`Ser8 Arg26Lys34
`•
`37-bis-(Glyc-AHex)-GLP-1 (7-37);
`Ser8Arg26Lys34
`37-bis-(Glyc-AHex)-GLP-1 (7-37); Ser8Arg34Lys28
`•
`·
`38-bis-(Glyc-AHex)-GLP-1 (7-38);
`Ser8Arg26Lys34
`38-bis-(Glyc-AHex)-GLP-1 (7-38); Ser8Arg34Lys26
`•
`·
`Ser8 Arg26
`34Lys36
`8 -bis-( Glyc-AHex)-GLP-1 (7 -38);
`Ser8 Arg26Lys34
`39 -bis-( Glyc-AHex )-GLP-1 (7-
`•
`•
`39-bis-(Glyc-AHex)-GLP-
`39); Ser8 Arg34Lys26
`39-bis-(Glyc-AHex)-GLP-1 (7-39); Ser8 Arg26
`4Lys36
`•
`•
`
`15
`
`20
`
`25
`
`30
`
`•3
`
`•3
`
`•3
`
`•3
`
`Ser8 Arg26Lys34
`
`1 (7-39);
`
`34-bis-(Glyc-AHex)-GLP-1 (7-36);
`Thr8Lys26
`·
`4-bis-(Glyc-AHex)-GLP-1 (7-39)
`34-bis-(Glyc-AHex)-GLP-1 (7-38); Thr8Lys26
`Thr8Lys26
`•
`Thr8Arg26Lys34
`36-bis-(Glyc-AHex)-GLP-1 (7-36); Thr8 Arg34Lys26
`36-bis-(Glyc-AHex)-GLP-1 (7-36);
`•
`·
`
`Thr8Lys26
`34-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`
`•3
`
`Thr8Arg26Lys34
`36-bis-(Glyc-AHex)-GLP-1 (7-37); Thr8Arg34Lys26
`36-bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`•
`Thr8Arg26Lys34
`37-bis-(Glyc-AHex)-GLP-1 (7-37); Thr8Arg34Lys26
`37 -bis-(Glyc-AHex)-GLP-1 (7-37);
`•
`•
`
`38-bis-(Glyc-AHex)-GLP-1 (7-38); Thr8 Arg34Lys26
`Thr8 Arg26Lys34
`38-bis-(Glyc-AHex)-GLP-1 (7-38);
`·
`•
`Thr8Arg26
`34Lys36
`Thr8Arg26Lys34
`8-bis-(Glyc-AHex)-GLP-1 (7-38);
`9-bis-(Glyc-AHex)-GLP-1 (7-
`•
`39); Thr8 Arg34Lys26
`9-bis-(Glyc-AHex)-GLP-1 (7-39); Thr8 Arg26
`34Lys36
`39 -bis-(Glyc-AHex)-GLP-
`•
`•
`
`•3
`
`•3
`
`•3
`
`1 (7-39);
`4-bis-(Glyc-AOct)-GLP-1 (7-37); Lys26
`34-bis-(Glyc(cid:173)
`Lys26
`4-bis-(Glyc-A0ct)-GLP-1 (7-36); Lys26
`•
`A0ct)-GLP-1 (7-38); Lys26
`4-bis-(Glyc-A0ct)-GLP-1 (7-39)
`Arg26Lys34
`6-bis-(Glyc-AOct)-GLP-1 (7-36);
`36-bis-(Glyc-A0ct)-GLP-1 (7-37);
`Arg26Lys34
`•
`
`•3
`
`•3
`
`•3
`
`•3
`
`Arg34Lys26
`36-bis-(Glyc-AOct)-GLP-1 (7-36);
`·
`
`Arg34Lys26.36-bis-(Glyc-AOct)-GLP-1 (7-37);
`
`Arg34Lys26
`37-bis-(Glyc-A0ct)-GLP-1 (7-37);
`•
`
`9-bis-(Glyc-A0ct)-GLP-1 (7-39);
`
`•3
`
`Arg34Lys26
`
`Arg26Lys34
`37-bis-(Glyc-A0ct)-GLP-1 (7-37);
`•
`39 -bis-( Glyc-AOct)-G LP-1 (7-39);
`·
`
`Arg26Lys34
`
`Arg26
`
`•3
`
`4Lys36
`39-bis-(Glyc-A0ct)-GLP-1 (7-39);
`•
`
`FRESENIUS EXHIBIT 1033
`Page 175 of 270
`
`

`. WO 99/43706
`
`PCT/DK99/00082
`
`Arg26Lys 18
`34-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`
`Arg26Lys 18
`34-bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`
`Arg34Lys 18
`26-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`Arg34Lys 18
`26-bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`
`174
`
`Arg26Lys 18
`34-bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`Arg26Lys 18
`34-bis-(Glyc-AOct)-GLP-1 (7-39); Arg34Lys 18.26-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`5 Arg26Lys23
`34-bis-(Glyc-AOct)-GLP-1 (7-36);
`Arg34Lys23
`6-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`
`Arg34Lys 18
`26-bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`
`•2
`
`6-bis-(Glyc-AOct)-GLP-1 (7-37);
`
`•2
`
`Arg34Lys23
`
`34-bis-(Glyc-AOct)-GLP-1 (7-37);
`Arg26Lys23
`•
`Arg34Lys23
`4-bis-(Glyc-AOct)-GLP-1 (7-38);
`Arg26Lys23
`6-bis-(Glyc-AOct)-GLP-1 (7-38);
`
`Arg26Lys23·34-bis-(Glyc-AOct)-GLP-1 (7-39); Arg34Lys23
`26-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`4-bis-(Glyc-AOct)-GLP-1 (7-36);
`Arg34Lys27
`Arg26Lys27
`6 -bis-(Glyc-AOct)-GLP-1 (7-36);
`1 o Arg26Lys27
`Arg34Lys27
`26-bis-(Glyc-AOct)-GLP-1 (7-37);
`34-bis-(Glyc-AOct)-GLP-1 (7-37);
`·
`•
`Arg26Lys27
`Arg34Lys27
`26-bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`
`•2
`
`•2
`
`•3
`
`•3
`
`34-bis-(Glyc-AOct)-GLP-1 (7-38);
`·
`
`Arg26Lys27
`34-bis-(Glyc-AOct)-GLP-1 (7-39); Arg34Lys27
`26-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`•
`Gly8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-36);
`Gly8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-37);
`·
`·
`Gly8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-38); GlyeLys26
`4-bis-(Glyc-AOct)-GLP-1 (7-39)
`•
`15 Gly8Arg26Lys34
`36-bis-(Glyc-AOct)-GLP-1 (7-36); Gly8Arg34Lys26
`6-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`Glye Arg26Lys34
`36-bis-(Glyc-AOct)-GLP-1 (7-37); Gly8Arg34Lys26
`36-bis-(Glyc-AOct)-GLP-1 (7-37);
`·
`·
`Gly8Arg26Lys34
`37 -bis-(Glyc-AOct)-GLP-1 (7-37); Gly8 Arg34Lys26
`37 -bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`•
`Gly8Arg26Lys34
`38-bis-(Glyc-AOct)-GLP-1 (7-38); Gly8Arg34Lys26
`8-bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`Gly8Arg26
`34Lys36
`38-bis-(Glyc-AOct)-GLP-1 (7-38); Gly8Arg26Lys34
`39-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`·
`•
`20 Gly8Arg34Lys26
`39-bis-(Glyc-AOct)-GLP-1 (7-39); Gly8Arg26
`•
`Valelys26
`34-bis-(Glyc-AOct)-GLP-1 (7-36); ValeLys26
`·
`
`•3
`
`•3
`
`•3
`
`4Lys36
`39-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`
`•3
`
`4-bis-(Glyc-AOct)-GLP-1 (7-37); Val8Lys26
`•34
`-
`
`•3
`
`9-bis-(Glyc-AOct)-GLP-1 (7-39);
`
`•3
`
`4Lys36
`39-bis-(Glyc-AOct)-GLP-1 (7-39);
`•
`
`•3
`
`•3
`
`•3
`
`•3
`
`Ser8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-38); Ser8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-39)
`·
`•
`Ser8 Arg26Lys34
`36 -bis-(Glyc-AOct)-GLP-1 (7-36); Ser8 Arg34Lys26
`•
`Ser8Arg26Lys34
`36-bis-(Glyc-AOct)-GLP-1 (7-37); Ser8Arg34Lys26
`36-bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`·
`7 -bis-(Glyc-AOct)-GLP-1 (7-37); Ser8 Arg34Lys26
`37 -bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`8 -bis-(Glyc-AOct)-GLP-1 (7-38); Ser8 Arg34Lys26
`38 -bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`
`•3
`
`•3
`
`Ser8 Arg26Lys34
`Ser8 Arg26Lys34
`
`6 -bis-(Glyc-AOct)-GLP-1 (7-36);
`
`•3
`
`bis-(Glyc-AOct)-GLP-1 (7-38); Val8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-39)
`•
`Vale Arg26Lys34
`36-bis-(Glyc-AOct)-GLP-1 (7-36); Val8 Arg34Lys26
`36-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`•
`36-bis-(Glyc-AOct)-GLP-1 (7-37); Val8Arg34Lys26
`Vale Arg26Lys34
`36-bis-(Glyc-AOct)-GLP-1 (7-37);
`•
`•
`Val8Arg26Lys34
`7-bis-(Glyc-AOct)-GLP-1 (7-37); Val8Arg34Lys26.37-bis-(Glyc-AOct)-GLP-1 (7-37);
`Val8Arg26Lys34
`38-bis-(Glyc-AOct)-GLP-1 (7-38); Val8Arg34Lys26
`38-bis-(Glyc-AOct)-GLP-1 (7-38);
`•
`•
`4Lys36
`Val8Arg26
`38-bis-(Glyc-AOct)-GLP-1 (7-38); Val8Arg26Lys34
`•
`Val8Arg34Lys26
`9-bis-(Glyc-AOct)-GLP-1 (7-39); Val8Arg26
`Ser8Lys26
`34-bis-(Glyc-AOct)-GLP-1 (7-36);
`•
`
`Ser8Lys26
`
`•3
`
`4 -bis-( Glyc-AOct)-G LP-1 (7-37);
`
`25
`
`30
`
`FRESENIUS EXHIBIT 1033
`Page 176 of 270
`
`

`WO99/43706
`
`PCT/DK99/00082
`
`175
`
`
`Ser8Arg26•34Lys36•38-bis-(Glyc-AOct)-GLP-1 (7-38); Ser8Arg26Lys34
`39-bis-(Glyc-A0ct)-GLP-1 (7-39); Ser8Arg26
`34Lys36
`Ser8Arg34Lys26
`•
`•
`
`•3
`
`•3
`
`9-bis-(Glyc-A0ct)-GLP-1 (7-39);
`9-bis-(Glyc-A0ct)-GLP-1 (7-39);
`
`Thr6Lys26•34-bis-(Glyc-A0ct)-GLP-1 (7-36);
`
`Thr8Lys26
`34-bis-(Glyc-A0ct)-GLP-1 (7-37);
`•
`
`Thr8Lys26
`34-bis-(Glyc-A0ct)-GLP-1 (7-38); Thr6Lys26
`4-bis-(Glyc-A0ct)-GLP-1 (7-39)
`•
`36-bis-(Glyc-A0ct)-GLP-1 (7-36); Thr6Arg34Lys26
`36-bis-(Glyc-AOct)-GLP-1 (7-36);
`Thr6Arg26Lys34
`•
`•
`36-bis-(Glyc-AOct)-GLP-1 (7-37); Thr8Arg34Lys26
`36-bis-(Glyc-A0ct)-GLP-1 (7-37);
`Thr6Arg26Lys34
`•
`•
`37-bis-(Glyc-A0ct)-GLP-1 (7-37); Thr6Arg34Lys26
`37-bis-(Glyc-A0ct)-GLP-1 (7-37);
`Thr6Arg26Lys34
`•
`•
`
`•3
`
`8-bis-{Glyc-A0ct)-GLP-1 (7-38); Thr6Arg34Lys26
`Thr6Arg26Lys34
`Thr8Arg26
`4Lys36
`38-bis-(Glyc-A0ct)-GLP-1 (7-38); Thr6Arg26Lys34
`•
`Thr8 Arg34Lys26
`9-bis-(Glyc-AOct)-GLP-1 (7-39); Thr6Arg26
`4Lys36
`9-bis-(Glyc-A0ct)-GLP-1 (7-39);
`Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-36); Lys26
`4-bis-(Glyc-Alit)-GLP-1 (7-37);
`Lys26
`34-bis-(Glyc-
`·
`•
`
`•3
`
`•3
`
`8-bis-(Glyc-A0ct)-GLP-1 (7-38);
`9-bis-(Glyc-AOct)-GLP-1 (7-39);
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`Alit)-GLP-1 (7-38); Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-39)
`•
`Arg26Lys34
`Arg34Lys26
`6-bis-(Glyc-Alit)-GLP-1 (7-36);
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Arg34Lys26
`36-bis-(Glyc-Alit)-GLP-1 (7-37);
`Arg26Lys34
`36 -bis-( Glyc-Alit )-GLP-1 (7 -37);
`·
`·
`Arg26Lys34
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`Arg26Lys34
`39-bis-(Glyc-Alit)-GLP-1 (7-39);
`·
`Arg26
`4Lys36
`39-bis-(Glyc-ALit)-GLP-1 (7-39);
`•
`Arg26Lys 18
`34-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Arg26Lys 18
`34-bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`20 Arg26Lys 18
`34-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`Arg26Lys 18
`34-bis-(Glyc-Alit)-GLP-1 (7-39); Arg34Lys 18
`•
`Arg26Lys23
`4-bis-(Glyc-Alit)-GLP-1 (7-36);
`Arg26Lys23
`34-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`Arg26Lys23
`4-bis-(Glyc-Alit)-GLP-1 (7-38);
`Arg26Lys23
`34-bis-(Glyc-Alit)-GLP-1 (7-39); Arg34Lys23
`•
`Arg26Lys27
`34-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Arg26Lys27
`34-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`Arg26Lys27
`34-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`34-bis-(Glyc-Alit)-GLP-1 (7-39); Arg34Lys27
`Arg26Lys27
`26-bis-(Glyc-Alit)-GLP-1 (7-39);
`•
`•
`34
`30 Gly8Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-37); Gly8Lys26
`4-bis-(Glyc-Alit)-GLP-1 (7-36); Gly8Lys26
`-
`•
`•
`
`Arg34Lys26
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`
`Arg34Lys26
`39-bis-(Glyc-Alit)-GLP-1 (7-39);
`·
`
`Arg34Lys 18
`26-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Arg34Lys 18
`26-bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`Arg34Lys 18
`26-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`
`26-bis-(Glyc-Alit)-GLP-1 (7-39);
`·
`
`Arg34Lys23
`26-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`26-bis-(Glyc-Alit)-GLP-1 (7-37);
`Arg34Lys23
`•
`
`Arg34Lys23
`26-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`
`26-bis-(Glyc-Alit)-GLP-1 (7-39);
`•
`Arg34Lys27
`26-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`
`Arg34Lys27
`
`26-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`
`Arg34Lys27.26-bis-(Glyc-Alit)-GLP-1 (7-38);
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`bis-(Glyc-Alit)-GLP-1 (7-38); Gly8Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-39)
`•
`Gly8Arg26Lys34
`Gly8Arg34Lys26
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`
`•3
`
`36-bis-(Glyc-Alit)-GLP-1 (7-37);
`Gly8Arg34Lys26
`•
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`Gly8Arg34Lys26
`•
`
`6-bis-(Glyc-Alit)-GLP-1 (7-36);
`6-bis-(Glyc-Alit)-GLP-1 (7-37);
`
`•3
`
`Gly8Arg26Lys34
`
`Gly8Arg26Lys34
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`
`5
`
`1 O
`
`15
`
`25
`
`FRESENIUS EXHIBIT 1033
`Page 177 of 270
`
`

`WO 99/43706
`
`PCT/DK99/00082
`
`176
`
`•3
`
`5
`
`Gly8Arg26Lys34
`Gly8Arg34Lys26
`38-bis-(Glyc-Alit)-GLP-1(7-38);
`38-bis-(Glyc-Alit)-GLP-1(7-38);
`•
`•
`34L ys36
`Gly8 Arg26
`8-bis-( Glyc-Alit)-GLP-1 (7 -38); Glya Arg26Lys34
`39 -bis-( Glyc-Alit )-GLP-1 (7-39);
`•
`•
`Gly8 Arg34Lys26
`39-bis-(Glyc-Alit)-GLP-1 (7-39); Gly6 Arg26
`34Lys36
`9-bis-(Glyc-Alit)-GLP-1 (7-39);
`•
`·
`34 -bis-( Glyc-Alit)-G LP-1 (7-37); Val8Lys26
`34
`Val8Lys26
`34 -bis-( Glyc-Alit)-G LP-1 (7 -36); V al8Lys26
`•
`•
`•
`-
`bis-(Glyc-Alit)-GLP-1 (7-38); Val8Lys26
`4-bis-(Glyc-Alit)-GLP-1 (7-39)
`Val8Arg26Lys34
`ValaArg34Lys26
`36-bis-(Glyc-ALit)-GLP-1 (7-36);
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`•
`Val8 Arg26Lys34
`6 -bis-( Glyc-Alit )-G LP-1 (7 -37);
`Val8Arg26Lys34
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`Val8Arg28Lys34
`8-bis-(Glyc-Alit)-GLP-1 (7-38);
`ValaArg34Lys26
`38-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`34Lys36
`1 O Val8Arg26
`8-bis-(Glyc-Alit)-GLP-1 (7-38); ValaArg26Lys34
`39-bis-(Glyc-ALit)-GLP-1 (7-39);
`·
`•
`9-bis-(Glyc-Alit)-GLP-1 (7-39); Val8Arg26
`Val8Arg34Lys26
`39-bis-(Glyc-Alit)-GLP-1 (7-39);
`34Lys36
`·
`·
`4 -bis-( Glyc-Alit)-G LP-1 (7 -36); Ser8L ys26
`34
`34 -bis-( Glyc-Alit )-GLP-1 (7 -37); Ser8Lys26
`Ser8 Lys26
`-
`·
`•
`bis-(Glyc-Alit)-GLP-1 (7-38); Ser8Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-39)
`•
`Ser8 Arg26Lys34
`36-bis-( Glyc-Alit)-GLP-1 (7 -36);
`•
`Ser8Arg26Lys34
`36-bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`Ser8 Arg26Lys34
`37 -bis-(Glyc-Alit)-GLP-1 (7-37);
`·
`Ser8Arg26Lys34
`38-bis-(Glyc-Alit)-GLP-1 (7-38);
`Ser8Arg34Lys26
`38-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`•
`4Lys36
`Ser8Arg26
`38-bis-(Glyc-Alit)-GLP-1 (7-38); Ser8Arg26Lys34
`39-bis-(Glyc-Alit)-GLP-1 (7-39);
`•
`·
`Ser8 Arg34Lys26
`39-bis-{Glyc-Alit)-GLP-1 (7-39); Ser8 Arg26
`34Lys36
`39-bis-(Glyc-Alit)-GLP-1 (7-39);
`·
`·
`•
`Thr8Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-36); Thr8Lys26
`34
`34-bis-(Glyc-Alit)-GLP-1 (7-37); Thr8Lys26
`•
`•
`-
`•
`bis-(Glyc-Alit)-GLP-1 (7-38); Thr8Lys26
`34-bis-(Glyc-Alit)-GLP-1 (7-39)
`·
`Thr8 Arg26Lys34
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Thr8Arg26Lys34
`36-bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`Thr8 Arg26Lys34
`37 -bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`38 -bis-(Glyc-Alit)-GLP-1 (7-38);
`Thr8 Arg26Lys34
`Thr8Arg34Lys26
`38-bis-(Glyc-Alit)-GLP-1 (7-38);
`•
`•
`Thr8Arg26
`34Lys36
`8-bis-(Glyc-Alit)-GLP-1 (7-38);
`Thr8Arg26Lys34
`39-bis-(Glyc-ALit)-GLP-1 (7-39);
`•
`•
`Thr8Arg34Lys26
`39-bis-(Glyc-Alit)-GLP-1(7-39); Thr8Arg26
`34Lys36.39-bis-(Glyc-Alit)-GLP-1(7-39);
`•
`•
`4-bis-(GAB-GDod)-GLP-1 (7-36); Lys26
`Lys26
`34 -bis-(GAB-GDod)-GLP-1 (7-37); Lys26•34-bis-(GAB(cid:173)
`•
`GDod)-GLP-1 (7-38); Lys26
`34-bis-(GAB-GDod)-GLP-1 (7-39)
`•
`30 Arg26Lys34
`8-bis-(GAB-GDod)-GLP-1 (7-36);
`Arg26Lys34
`36-bis-(GAB-GDod)-GLP-1 (7-37);
`•
`Arg26Lys3-4·37-bis-(GAB-GDod)-GLP-1 (7-37);
`
`•3
`
`Vala Arg34Lys28
`36 -bis-( Glyc-Alit )-G LP-1 (7 -37);
`•
`Vala Arg34Lys26
`37 -bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`
`Ser8 Arg34Lys26
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`
`Ser8 Arg34Lys26
`36 -bis-(Glyc-Alit)-GLP-1 (7-37);
`•
`37 -bis-(Glyc-ALit)-GLP-1 (7-37);
`Ser8 Arg34Lys26
`•
`
`Thr8 Arg34Lys26
`36-bis-(Glyc-Alit)-GLP-1 (7-36);
`•
`Thr8Arg34Lys26
`36-bis-(Glyc-ALit)-GLP-1 (7-37);
`•
`37-bis-(Glyc-Alit)-GLP-1 (7-37);
`Thr8Arg34Lys26
`•
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`•3
`
`15
`
`20
`
`25
`
`Arg34Lys26
`
`36-bis-(GAB-GDod)-GLP-1 (7-36);
`·
`
`Arg34Lys26
`36-bis-(GAB-GDod)-GLP-1 (7-37);
`•
`Arg34Lys26
`37-bis-(GAB-GDod)-GLP-1 (7-37);
`•
`
`•3
`
`•3
`
`•3
`
`Arg34Lys26
`
`39-bis-(GAB-GDod)-GLP-1 (7-39);
`·
`
`9 -bis-(GAB-GDod)-GLP-1 (7-39);
`Arg26Lys34
`Arg26·34Lys36
`39 -bis-(GAB-GDod)-GLP-1 (7-39);
`•
`
`•3
`
`FRESENIUS EXHIBIT 1033
`Page 178 of 270
`
`

`WO99/43706
`
`PCT/DK99/00082
`
`Arg26Lys 18
`34-bis-(GAB-GDod)-GLP-1 (7-36);
`·
`
`Arg34Lys 18
`26-bis-(GAB-GDod)-GLP-1 (7-36);
`•
`
`177
`
`Arg34Lys 18
`
`26-bis-(GAB-GDod)-GLP-1 (7-37);
`·
`
`4-bis-(GAB-GDod)-GLP-1 (7-37);
`
`•3
`
`6-bis-(GAB-GDod)-GLP-1(7-36);
`6-bis-(GAB-GDod)-GLP-1 (7-37);
`
`•2
`
`•2
`
`Arg26Lys 18
`Arg26Lys 18
`Arg34Lys 18
`34-bis-(GAB-GDod)-GLP-1 (7-38);
`26-bis-(GAB-GDod)-GLP-1 (7-38);
`·
`·
`Arg26Lys 18
`4-bis-(GAB-GDod)-GLP-1 (7-39); Arg34Lys 18
`26-bis-(GAB-GDod)-GLP-1 (7-39);
`•
`5 Arg26Lys23
`Arg34Lys23
`Arg26Lys23
`Arg34Lys23
`Arg26Lys23
`Arg34Lys23
`4-bis-(GAB-GDod)-GLP-1 (7-38);
`26-bis-(GAB-GDod)-GLP-1 (7-38);
`•
`Arg26Lys23
`34-bis-(GAB-GDod)-GLP-1 (7-39); Arg34lys23
`26 -bis-(GAB-GDod)-GLP-1 (7-39);
`•
`•
`Arg26Lys27
`Arg34Lys27
`34-bis-(GAB-GDod)-GLP-1(7-36);
`•
`1 o Arg26Lys27
`Arg34Lys27
`34-bis-(GAB-GDod)-GLP-1 (7-37);
`•
`Arg26Lys27
`Arg34Lys27
`34-bis-(GAB-GDod)-GLP-1 (7-38);
`•
`Arg26Lys27
`34-bis-(GAB-GDod)-GLP-1 (7-39); Arg34Lys27
`26 -bis-(GAB-GDod)-GLP-1 (7-39);
`•
`•
`34-bis-(GAB-GDod)-GLP-1 (7-36);
`GlysLys26
`•
`4-bis-(GAB-GDod)-GLP-1 (7-38); Gly8Lys26
`GlysLys26
`34-bis-(GAB-GDod)-GLP-1 (7-39)
`·
`6-bis-(GAB-GDod)-GLP-1 (7-36);
`15 GlysArg26Lys34
`Gly8Arg34Lys26
`36-bis-(GAB-GDod)-GLP-1 (7-
`•
`36); Gly8Arg26Lys34
`36-bis-(GAB-GDod)-GLP-1 (7-37); Gly8Arg34Lys26
`36-bis-(GAB-GDod)-GLP-
`·
`·
`37 -bis-(GAB-GDod)-GLP-1 (7-37); Gly8 Arg34Lys26
`7 -bis-(GAB-GDod)(cid:173)
`1 (7-37); Gly8 Arg26Lys34
`•
`GLP-1 (7-37); Gly8Arg26Lys34
`38-bis-(GAB-GDod)-GLP-1 (7-38); Gly8Arg34Lys26
`38-bis-(GAB(cid:173)
`•
`•
`38-bis-(GAB-GDod)-GLP-1 (7-38); Gly8Arg26Lys34
`39-bis-
`GDod)-GLP-1 (7-38); Gly8Arg26
`34Lys36
`•
`•
`•
`(GAB-GDod)-GLP-1 (7-39); Gly8 Arg34Lys26
`39-bis-(GAB-GDod)-GLP-1 (7-39); Gly8 Arg26
`34Lys36
`9
`•
`•
`-
`bis-(GAB-GDod)-GLP-1 (7-39);
`Val8Lys26
`4-bis-(GAB-GDod)-GLP-1 (7-36);
`ValsLys26
`4-bis-(GAB-GDod)-GLP-1 (7-38); Val8Lys26
`34 -bis-(GAB-GDod)-GLP-1 (7-39)
`•
`Vais Arg26Lys34
`36-bis-(GAB-GDod)-GLP-1 (7-36); Vais Arg34Lys26
`36-bis-(GAB-GDod)-GLP-1 (7-36);
`·
`•
`8-bis-(GAB-GDod)-GLP-1 (7-37); ValsArg34Lys26
`ValsArg26Lys34
`6-bis-(GAB-GDod)-GLP-1 (7-37);
`37 -bis-(GAB-GDod)-GLP-1 (7-37); Val8Arg34Lys26
`ValsArg26Lys34
`37-bis-(GAB-GDod)-GLP-1 (7-37);
`•
`•
`ValsArg26Lys34
`8-bis-(GAB-GDod)-GLP-1 (7-38); ValsArg34Lys26
`38-bis-(GAB-GDod)-GLP-1 (7-38);
`·
`Vala Arg26
`34Lys36
`38 -bis-(GAB-GDod)-GLP-1 (7-3

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