IPR2022-00657, No. 1006-2 Exhibit - Exhibit 1006 Part 2 of 2 (P.T.A.B. Mar. 3, 2022)

US 6,268,343 Bl
`
`128
`3 4 Lys27 -( GAB-GHex)(cid:173)
`
`(7-36)amide; Val8 Asp 19 Arg26
`'
`3 4Lys2 7 -(GAB-GI-Icx)(cid:173)
`GLP-1(7- 37); Val8 Asp19 Arg26•
`GLP-1(7-38); Val8 Asp17 Arg26
`34Lys27 -(GAB-GHex)(cid:173)
`'
`GLP-1(7-38);
`Arg 2 6
`3 4 Lys 1 8 -(GAB -G Hex)-G LP -1(7 - 36) ;
`•
`Arg2 6
`3 4 Lys18
`-( GAB-G Hex )-GLP -1 (7- 36) amidc;
`•
`3 4 Lys 1 8
`Arg 26
`- ( GAB-G Hex)- G L P -1 (7- 37) ;
`•
`Arg 26
`34 Lys 1 8
`- ( GAB-GHex)-G L P -1 (7- 38);
`•
`Ser8 Asp 19 Arg26
`34Lys1 8 -(GAB-GHex)-GLP-1(7- 36);
`•
`Ser8 Asp1 7 Arg26
`34Lys1 8 -(GAB-Gl-lex)-GLP-1(7- 36);
`•
`
`34 Lys18 -( GAB-GHex)-GLP-1(7- 36)
`Ser8 Asp19 Arg26
`•
`amide; Ser8 Asp17 Arg2 6
`34Lys 18 -(GAB-GHex)-GLP-i
`•
`34Lys18-(GAB-GHex)(cid:173)
`(7- 36)amide; Ser8 Asp19 Arg26
`•
`34Lys18-(GAB-GHex)(cid:173)
`GLP-1(7- 37); Ser8 A>p19 Arg26
`•
`34Lys18 -(GAB-GHex)(cid:173)
`GLP-1(7- 38); Ser8 Asp17 Arg2 6
`•
`GLP-1(7- 38);
`3 4 Lys 2 3
`Arg 26
`-( G AB-G H ex)-G L P- 1(7 - 36);
`•
`34Lys23 -( GAB-G He x )-GLP-1(7- 36)amide;
`Arg2 6 ,
`34 Lys2 3
`A rg 26
`-( GAB-G He x)-G L P -1 ( 7 - 37);
`•
`34 Lys 23 - ( GAB-G Hex)-G L P -1 (7- 38);
`Arg 26 •
`
`Sers Asp19 Arg2 6•34Lys23-(GAB-GHex)-GLP- 1(7- 36);
`3 4Lys23-(GAB-Gl-lex)-GLP-1(7- 36);
`Ser8 Asp17 Arg2 6
`·
`3 4 Lys23 -(GAB-GHex)-GLP-1(7- 36)
`Ser8 Asp1 9 Arg26
`'
`amide; Ser8 Asp17 Arg26
`34Lys23 -(GAB-GHex)-GLP-1
`•
`34Lys23-(GAB-GHex)(cid:173)
`(7-36)amide; Ser8Asp19 Arg26•
`GLP-1(7- 37); Sers Asp1 9 Arg2 6
`3•Lys23-(GAB-GHex)(cid:173)
`•
`GLP-1(7- 38); Sers Asp1 7 Arg26•34Lys2 3-(GAB-GHex)(cid:173)
`GLP-1(7-38);
`34 Lys 27 -( G AB -G He x)-G LP-1(7 - 36) ;
`Arg 26
`
`•
`3 4 Lys2 7 -\GAB-G Hcx)-GLP-1(7- 36)amide;
`Arg26
`•
`34Lys2
`Arg 26
`- ( GAB-GHex) - GLP- 1 (7-37);
`•
`Arg 2 6
`34 Lys 2 7 - (GAB - GH ex)-G L P -1 (7- 38);
`•
`Ser8Asp19 Arg2 6
`34 Lys27 -(GAB-GHex)-GLP-1(7- 36);
`•
`Ser8 Asp 17 Arg26
`34Lys27 -(GAB-GHex)-GLP-1(7- 36);
`•
`Ser8 Asp19 Arg2 6
`34Lys27 -CGAB-GHex)-GLP-1(7- 36)
`'
`
`amide; Ser8 Asp17 Arg26•34Lys2 7 -(GAB-GHex)-GLP-l
`3 4Lys2 7-(GAB-GHex)(cid:173)
`(7- 36)amide; Ser8 Asp19 Arg26
`•
`34Lys27 -(GAB-GHex)(cid:173)
`GLP-1(7- 37); Ser8 Asp19 Arg26
`•
`GLP-1(7- 38); Ser8 Asp17 Arg26
`34 Lys27-(GAB-Gl·Icx)(cid:173)
`GLP-1(7- 38);
`Arg 26
`3 4 Lys 18
`-( G AB-G He x )-G LP -1 (7 - 36);
`·
`34Lys1 8 -( GAB-G Hex )-G LP -1(7- 36)amide;
`Arg2 6 •
`34 Lys 1 8
`A rg 26
`- ( GAB - G H e x) - G L P -1(7-37);
`·
`A rg 2 6
`34 Lys 1 8
`-( G AB-G He x )-G L P -1 (7- 38);
`•
`Tor8 Asp19 Arg2 6·
`34Lys18
`- ( GAB-GHex)-GLP-1(7-36);
`
`34Lys18 - ( GAB-GHex)-GLP-1(7- 36);
`Thr8 Asp17 Arg26
`·
`Thr8 A>p19 Arg26
`34Lys1 8 -(GAB-GHex)-GLP-1(7- 36)
`•
`amide; Thr8 Asp17 Arg26
`34Lys18 -(GAB-GHex)-GLP-1
`•
`(7- 36)amide; Tor8 Asp 19 Arg26
`3 4 Lys18 -(GAB-GHex)(cid:173)
`•
`GLP-1(7- 37); Thr8 A>p19 Arg26
`34Lys' 8-(GAB-GHex)(cid:173)
`'
`GLP-1(7- 38); Thr8 Asp1 7 Arg26
`34Lys18-(GAB-GHex)(cid:173)
`•
`GLP-1(7-38);
`Arg 2 6
`3 4 Lys 23
`-( G AB-G H ex)-G LP -1(7 - 36) ;
`•
`3 4 Lys23-{GAB-GHex)-GLP-1{7- 36)amide;
`Arg26
`•
`34 Lys2 3 - ( GAB - GH ex) - G L P- 1 (7- 37);
`Arg 26 •
`
`3 4 Lys 23 - ( GAB-G Hex)-G L P -1 (7- 38) ;
`Arg 26
`•
`Thr8 Asp19 Arg2 6
`3 4 Lys23-(GAB-GHex)-GLP-1(7- 36);
`•
`Tur8 Asp17 Arg2 6
`34Lys23-(GAB-GHex)-GLP-1(7-36);
`,
`Thr8 Asp1 9 Arg26
`3 4Lys23-CGAB-GHex)-GLP-l(7- 36)
`'
`34Lys23-(GAB-GHex)-GLP-l
`amide; Thr8 Asp17 Arg26
`•
`(7- 36)amide; Thr8 Asp 19 Arg26·34Lys23-(GAB-GHex)(cid:173)
`GLP-1(7- 37); Tbr8 Asp1 9 Arg26
`34Lys23-(GAB-GHex)(cid:173)
`'
`GLP-1(7- 38); Tbr8 Asp1 7 Arg26
`34Lys23-(GAB-GHex)(cid:173)
`•
`GLP-1(7- 38);
`3 4 Lys 2 7
`Arg 26
`-( G AB-G Hex)-G LP-1( 7 - 36);
`•
`34Lys27 -(GAB-G Hex)-GLP-1(7- 36) amide;
`Arg2 6
`•
`
`•
`
`10
`
`•
`
`'
`
`127
`3 4 Lys 1 8
`Arg 26
`-( GAB- G He x)-GLP -1 (7-37);
`•
`34 Lys 18 -( GAB-G He x)-GLP-1 (7 - 38) ;
`Arg 26 •
`Gly8 Asp19 Arg26
`34Lys18-(GAB-GHex)-GLP-1(7- 36);
`'
`Gly8 Asp1 7 Arg2 6
`3 ''Lys18-(GAB-GHex)-GLP-1(7- 36);
`•
`34Lys18-(GAB-GI-Icx)-GLP-1(7- 36) s
`Gly8 A,p 19 Arg26 ·
`34Lys18-(GAB-GHex)-GLP-l
`amide; Gly8 Asp17 Arg26
`'
`(7- 36)amidc; Gly8 Asp19 Arg26
`3 •Lys18
`-( GAB-GI-Icx)(cid:173)
`•
`GLP-1(7- 37); Gly8 Asp19 Arg26
`
`3 4Lys 18 -( GAB-GHex)(cid:173)
`•
`GLP-1(7- 38); Gly8 Asp1 7 Arg2 6
`34Lys18
`-( GAB-Gl-lex)-
`GLP-1(7- 38);
`34 Lys 23
`Arg 2 6
`-( GAB-G Hex)-G LP -1(7 - 36);
`-
`Arg2 6 ,3 4 Lys23-(GAB-GHex)-GLP-1(7-36)amide;
`Arg 26
`34 Lys23
`-( GAB-G H ex)-GLP-1(7 - 3 7);
`•
`3 4 Lys2 3
`Arg 26
`-( GAB-G H ex)-GLP- 1(7 - 38);
`•
`Gly8 Asp19 Arg26•3 4Lys23-( GAB-G Hex)-GLP-1(7- 36); 15
`34Lys23 -(GAB-GHex)-GLP-1(7- 36);
`Gly8 Asp 17Arg26
`•
`34Lys23-(GAB-GHex )-GLP-1(7- 36)
`Gly8 Asp19 Arg26·
`3 4Lys23-(GAB-GI-Iex)-GLP-1
`amide; Gly8 Asp17 Arg26
`•
`(7- 36)amide; Gly8 A>p19 Arg26·34Lys23-(GAB-GHex)(cid:173)
`3 4Lys2 3 -(GAB-GHex)- 20
`GLP-1(7- 37); Gly8 Asp19 Arg26•
`
`3 4Lys2 3 -( GAB-Gl-lex)(cid:173)
`GLP-1(7- 38); Gl y8 Asp17 Arg26
`•
`GLP-1(7- 38);
`Arg 2 6
`3 4 L ys 27 -(G AB-G Hex)-G LP-1 ( 7-3 6);
`•
`
`3 4Lys2 7 -( GAB-G Hex)-GLP-1(7- 36)amide;
`Arg26
`•
`34 Lys 2 7 -( GAB-G H e x )- G LP- 1(7 - 37); 25
`Arg 26 •
`Arg 26
`
`34 Lys27 - ( GAB- G He x)-GLP- 1 (7-38);
`•
`
`
`GJy8 Asp 19 Arg26•34Lys2 7 -( GAB-GHex)-GLP-1(7- 36);
`34Lys27-{GAB-GHex)-GLP-1(7- 36);
`Gly8 Asp17 Arg26
`•
`Gly8 A>p1 9 Arg26
`3•Lys27-{GAB-GHex)-GLP-1{7- 36)
`•
`
`amide; Gly8Asp17Arg26•3 4Lys2 7-(GAB-GHex)-GLP-l 30
`
`34Lys27 - ( GAB-GI-Iex)(cid:173)
`(7- 36)amide; GJy8 Asp19 Arg26
`GLP-1(7- 37); Gly8 Asp19 Arg2 6
`3 4Lys27 -(GAB-GHex)(cid:173)
`'
`34Lys27 -{GAB-GI-Iex)(cid:173)
`GLP-1(7-38); Gly8Asl7Arg26
`•
`GLP-1.(7- 38);
`34 Lys 1 8 -(G A B-G Hex)-G L P -1(7 - 36) ;
`Arg 26
`•
`34Lys 18
`Arg26
`-( GAB-GHex)-GLP-1 (7- 36)amide;
`•
`3 4 Lys 1 8 -(GAB - G He x) - G LP - 1(7 - 37);
`Arg 26
`•
`34 Lys 1 8 -(GAB-G H e x)-G LP -1 (7 - 38);
`Arg 26
`•
`Val8 Asp19 Arg26
`34Lys18-(GAB-GHex) -GLP-1(7- 36); 40
`•
`Va18 Asp17 Arg26
`3 4Lys18
`-( GAB-G Hex)-GLP-1(7- 36);
`•
`3 4Lys1 8 -(GAB-GHex)-GLP-1(7- 36)
`Va!8 Asp19 Arg26
`•
`34Lys18-(GAB-GHex)-GLP-1
`amide; Val8 Asp1 7 Arg26·
`
`3 4 Lys18 -( GAB-GHex)(cid:173)
`(7- 36)amide; Val8 Asp19 Arg26
`•
`34Lys 18 -( GAB-GI-lex)-
`GLP-1(7- 37); Val8 Asp19 Arg26•
`34Lys18 -(GAB-Gl-lex)(cid:173)
`GLP-1.(7- 38); Va18 Asp17 Arg2 6 •
`GLP-1(7- 38);
`34 L ys 2 3 -(G AB-G Hex)- G LP-1(7 - 36);
`Ar g 2 0
`•
`Arg26
`34Lys23 -(GAB-GHex)-G LP-1(7- 36)amide;
`•
`34 Lys 23 -(GAB-G He x)-G LP- 1(7 - 37); so
`Arg 26
`•
`3 4 Lys 23 -( GAB-G H ex)-G LP -1 (7-38);
`Arg 26 •
`Vais Asp19 Arg2 6
`
`3 4Lys23 -( GAB-G Hex)-GLP-1(7- 36);
`•
`
`Vals Asp17 Arg26•3 4Lys23 - ( GAB-GHex)-GLP-1(7-36);
`Val8 Asp19 Arg2 6
`3 4 Lys23 -(GAB-GHex)-GLP-1(7- 36)
`•
`amide; Val8 Asp17 Arg26
`34Lys23-(GAB-GHex)-GLP-1 55
`'
`34Lys23 -( GAB-GHex)(cid:173)
`(7-36)amide; Val8 Asp19 Arg26•
`GLP-1(7- 37); Val8 Asp1 9 Arg26
`
`34Lys23 -( GAB-GHex)(cid:173)
`'
`3 4Lys23-{GAB-GHex) (cid:173)
`GLP-1(7- 38); Val8Asp17Arg26
`'
`GLP-1(7- 38);
`Arg 26
`34 Lys 2 7
`- ( GAB - G Hex) - G LP - 1(7 -3 6 ) ; 60
`•
`Arg2 6
`
`3 4 Lys27 -( GAB-GHex)-GLP-1(7- 36)a mide;
`•
`Arg 26
`34 Lys2 7
`-( GAB-G H e x)-GLP-1 (7 - 37);
`•
`Arg 26 , 34 Lys 27 -( GAB-G He x)-G LP-1 (7 - 38);
`
`34Lys27 - ( GAB-GHex)-GLP-1(7- 36);
`Val8 Asp19 Arg26
`•
`Val8 Asp17 Arg2 6
`3 4Lys27-(GAB-GHex)-GLP-1(7- 36); 65
`Va18 Asp19 Arg2 6
`3 4 Lys27 -(GAB-GHex)-GLP-1(7- 36)
`•
`amide; Val8 Asp 17 Arg26
`Lys27-(GAB-GHex)-GLP-1
`3
`•
`
`35
`
`45
`
`"1
`
`•
`
`FRESENIUS EXHIBIT 1006
`Page 66 of 138
`
`

`US 6,268,343 Bl
`
`10
`
`129
`• 34 Lys2 7
`Arg 26
`-( GAB-G Hex)-GL P-1(7 - 37);
`3 4 Lys2 7
`Are: 26 •
`- ( GAB -G H e x)-G LP - 1 (7 - 38);
`3 4Lys27-(GAf3-GHex)-GLP-1(7- 36);
`Th? Asp19 Arg2 6
`•
`
`3 ~Lys: 7 -( GAB-GHex)-GLP-1(7- 36);
`Thr8 A5p17 Arg:_6
`•
`34Lys;7 :<GA!:3-GHex)-GLP-1(7- 36) s
`Thr8 Asp19 Arg"'6
`•
`,~4Lys· 7
`amide; 1hr8 Asp17 Arg-0
`-( GAB-GHex )-GLP-1
`(7- 36)amide; Thr8 Asp19 Arg26
`34Lys2 7-(GAB-GHex)(cid:173)
`•
`GLP-1(7- 37); Thr8 Asp19 Arg2 6
`3 4Lys27 -(GAB-GHex)(cid:173)
`'
`
`34Lys2 7 -{ GAB-GHex)-
`GLP-1(7- 38); 'Thr8 Asp1 7 Arg26
`•
`GLP-1(7- 38);
`4Lys2 6
`Arg26Lys3
`"' -(GAB-GOct)-GLP-1(7- 361; Art
`-
`(GAB-GOct)-GLP-1(7- 36); Arg26, 4Lys 6-(GAB(cid:173)
`G0ct)-GLP-1(7-3f2; Art6Lys34-(GAB-G0ct)-GLP-l
`(7-36)anride; Arg 6L1;s-6-(GAB-GOct)-GLP-1(7-36)
`
`34Lys 6-(GAB-GOct)-GLP-1(7- 36)
`amide; Arg26
`•
`amide; Arg2 6 Lys3 4-(GAB-GOct)-GLP-1(7- 37); 15
`Arg 34 Lys 26 -(GAB - G Oc t)-GLP-1( 7 - 3 7);
`3 ~Lys 36 -(G AB-GOc t)-GLP-1(7- 37);
`Arg_26
`·
`
`Arg"'6 Lys~4 -( GAB-GOct)-GLP-1(7- 38); Art4Lys26
`-
`
`( GAB-GOct)-GLP-1(7- 38); Arg26•34Lys3 -(GAB(cid:173)
`GOct)-GLP-1\7-38); Arg2 6Lys34-(GAB-GOct)-GLP-l 20
`(7- 39); Arg 4 Lys26-(GAB-G0ct)-G LP-1(7- 39);
`4Lys 3ll'_( GAB-GOct)-GLP-1(7- 39);
`Arg2 6 -~
`G Jy 8 Arg 2 6 Lys3 4 -(GAB -GOct) -GLP -1(7- 36);
`Gly 8 Arg 3 '' LJ.s26 -(GAB-GOct)-G LP-1(7- 36 );
`Glys Arg26
`3 L153 6 -(GAB-GOct)-GLP-1(7- 36); 25
`•
`Gly8 Arg26Lys3 -(GAB-GOct)-GLP-1(7- 36)amide;
`GI y8 Arg3 4L✓,s26 -( GAB-GOct)-GLP-1(7- 36)amide;
`Gly8 Arg2 6
`3 Lys30-(GAB-GOct)-GLP-1(7- 36)amide;
`•
`Gly 8 Arg2 6 Lys3 4 -(GAB-G Oct)-G LP-1(7- 3 7);
`Gly8 Arg 3 4 Lys26 -(GAB-G0ct)-G LP-1(7- 37); 30
`Gly8 Arg2 6
`3 4 Lys3 6 -(GAB-G0ct)-GLP- 1(7- 37);
`'
`Gly 8 Arg2 6 Lys3 4 -(GAB-G Oct)-G LP-1(7 - 38) ;
`Gly 8 Arg 34Lys2 6 -(GAB -GOct)-G LP-1(7-38);
`34Lys36-(GAB-G0ct)-GLP-1(7- 38);
`Gly 8 Arg2 6
`'
`Gly 8 Arg26Lys34-(GAB-G0ct) -G LP-1(7- 39); 35
`Gly 8 Arg 34Lys2 6 -(GAB -G0ct)-G LP-1(7-39);
`Gly8 Arg2 6
`3 4 Lys3 9 -{GAB-GOct)-GLP-1(7- 39);
`•
`
`Va1 8 Arg 26 Lys 34 -( GAB-G Oc t )-GLP-1(7 - 36 );
`Va )8 Arg 3 4 Lys2 6
`- ( GAB -GO ct ) -G LP-1(7- 36);
`34Lys3 6
`Va J8 Arg 2 6
`-( GAB-GOct)-GLP-1(7- 36); 40
`•
`Val8 Arg26Lys34-(GAB-G0ct)-GLP-1(7- 36)amide;
`Val8 Arg34Lys2 6
`- ( G AB-GOct)-G LP -1(7- 36)amide;
`Va18 Arg26
`34Lys36 -(GAB-GOct)-GLP-1(7- 36)amide;
`•
`Va J8 Arg26 Lys 34 -(GAB-GOct)-G LP -1(7- 37);
`Va Is Arg 3 4 Lys2 6 - ( GAB -GO ct ) -G LP-1( 7- 3 7); 45
`3 4 Lys3 6 -(GAB-G0ct)-GLP -1(7- 3 7);
`Va 1s Arg26
`•
`Va )8 Arg2 6 Lys 34
`-( GAB-GOcl)-G LP-1( 7- 38);
`Va is Arg 3 4 Lys2 6 -(GAB -GOct) -G LP -1(7- 38);
`VaJ 8 Arg26 •
`34 Lys 3 6 -(GAB-GOct)-GLP-1 (7- 38);
`Va is Arg26 Lys34-(GAB-GOct)-G LP -1(7- 39); so
`Va ls Arg 3 4 Lys 2 6 -(GAB -GOct) -G LP- 1(7- 39);
`3 4Lys3 9 -(GAB-GOct)-GLP-1(7- 39);
`Val8 Arg26
`•
`Ser 8 Arg26 Lys 34 -(GAB-G 0 c t)-GLP -1 ( 7- 36);
`Sers Arg 3 4 Lys2 6 -(GAB -G0ct) -GLP- 1(7- 36);
`34 Lys36 -(GAB-GOct)-GLP-1(7- 36); 55
`Ser8 Arg 2 6
`•
`
`Ser8 Arg2 6 Lys34 -( GAB-GOct )-GLP-1(7- 36)amide;
`
`Sers Arg3 4Lys2 6 - ( GAB-GO ct )-G LP-1(7-36)amide;
`3 4 Lys3 6 -(GAB-GOct)-G LP-1 (7- 36)amide;
`Ser8 Arg26
`'
`Sers Arg 26 Lys3 4 -(GAB-GOct)-G LP-1(7- 3 7);
`Sers Arg 3 4 Lys 2 6 -(GAB -GOct) -GLP- 1(7- 3 7); 60
`Ser8 Arg 2 6
`34 Lys3 6
`-( GAB-GOct)-GLP -1(7- 3 7);
`•
`
`Ser 8 Arg 26 Lys 34 -( GAB-GOct)-GLP-1(7- 38);
`Sers Arg34 Lys 2 6
`-( GAB-GOct)-G LP -1(7- 38);
`
`34Lys 36 -( GAB-GOct )-GLP-1 (7-38);
`Ser8 Arg2 6
`•
`Sers Arg~ 6 Lys 3 4 -(GAB-GOct)-G LP-1(7- 39); 65
`Ser8 Arg 34 Lys2 6 -(GAB-GOct)-G LP-1(7- 39);
`Ser8 Arg26
`3 "Lys39 -(GAB-GOct)-GLP-1(7- 39);
`•
`
`130
`Thr 8 A rg 2 6 Lys 34 -( G AB-GOct)-G LP-1 (7- 36);
`
`Thrs Arg34Lys 26-(GAB-G Oct)-GLP-1(7- 36);
`3 4 Lys3 6
`Thr8 Arg 26
`-( GAB-GOct)-GLP-1(7- 36);
`•
`Thr8 Arg2 6Lys34 -(GAB-GOct)-GLP-1(7- 36)amide;
`Thr8 Arg34Lys26 -( GAB-G0ct)-GLP-1(7- 36)amide;
`
`3 4Lys 3 6 -( GAB-G0ct)-GLP-1(7- 36)amide;
`Thr8 Arg=-6
`•
`Thr8 Arg2 6 Lys 3 "-(GAB-GOct)-GLP-1(7- 37) ;
`Thrs Arg 34Lys 2 6 -(GAB -GOct) -GLP- 1(7- 37) ;
`3 4 Lys3 6 -(GAB-GOct )-GLP-1(7- 37);
`Tb r8 Arg26
`•
`Thr 8 Arg26Lys 34-(GAB-G Oct)-GLP-1(7- 38);
`Thr 8 Arg 3 4 Lys 2 6 -(GAB -GOct) -GLP- 1(7- 38);
`Tbr8 Arg2 6
`3 4 Lys3 8
`-( GAB-GOct)-GLP-1(7- 38);
`•
`Thr 8 Arg26 Lys 34-(GAB-GOct)-GLP-1(7- 39) ;
`Thrs Arg34Lys 2 6 -(GAB -GOct) -GLP- 1(7- 39);
`3 4Lys39 -(GAB-GOct)-GLP-1(7- 39);
`Thr8 Arg26
`·
`34Lys36-(GAB-G0ct)-GLP-1(7- 36);
`Gly8Glu35 Arg26
`•
`34Lys36-(GAB-GOct)-GLP-1(7- 36)
`Giy8Giu35Arg26•
`34Lys37-(GAB-GOct)-GLP-1
`amide; Giy8Giu36 Arg26
`•
`34Lys38-(GAB-GOct)-GLP-1
`(7- 37); Gly8Glu37 Arg26•
`34Lys39-(GAB-GOct)-GLP-1
`(7- 38); Gly8Glu38 Arg26
`•
`34Lys30-(GAB-GOct)-GLP-1
`(7- 39); Giy8Giu35Arg26
`•
`
`(7- 36); Gly8 Glu35 Arg26•34Lys36-(GAB-GOct)-GLP-1
`
`34Lys37 -( GAB-GOct)(cid:173)
`(7- 36)amide; Gly8Glu36 Arg26
`•
`GLP-1(7- 37); GLy8Glu37 Arg26•34Lys38-( GAB-GOct)(cid:173)
`3 4 Lys3 9 -(GAB-GOct)(cid:173)
`GLP-1(7- 38); Gly8 Glu3 8Arg2 6
`'
`GLP-1(7- 39);
`34Lys3 6 - ( GAB-GOct )-GLP- 1 (7- 36);
`Gly8 Asp35 Arg26•
`Gly8 A,;p 35 Arg26
`
`'3 4Lys 3 6 -( GAB-GOct )-GLP-1(7- 36)
`3 4 Lys37-(GAB-GOct)-GLP-l
`amide; Glys Asp3 6 Arg2 6
`'
`
`(7- 37); Gly8 Asp37 Arg26•34Lys38-(GAB-G0ct)-GLP-1
`3 4Lys39 -(GAB-GOct)-GLP-1
`(7- 38); Gly8 Asp3 8Arg26
`'
`3 4Lys36-(GAB-G0ct)-GLP-1
`(7- 39); Gly8 Asp35 Arg2 6
`'
`34Lys36-(GAB-G0ct)-GLP-1
`(7- 36); Gly8 Asp35 Arg26
`•
`(7- 36)amide; Gly8 Asp3 6 Arg2 6
`3 4 Lys37-(GAB-G0ct)(cid:173)
`'
`34Lys38-(GAB-G0ct)(cid:173)
`GLP-1(7- 37); Gly8 Asp37 Arg26
`•
`3 4Lys39-(GAB-GOct)(cid:173)
`GLP-1(7- 38); Gly8Asp3sArg26
`'
`GLP-1(7-39);
`34 Lys36 -( GAB-GOct)-GLP-1(7- 36);
`
`Val8 G Ju35 Arg26
`•
`Va18Glu35 Arg2 6
`3 4Lys36-(GAB-G0ct)-GLP-1(7- 36)
`'
`amide; Va18Glu3 6 Arg2 6
`3 4Lys3 7-(GAB-GOct)-GLP-1
`•
`34Lys38-(GAB-G0ct)-GLP-1
`(1- 37); Val8Glu37 Arg26
`'
`(7- 38); Va18Glu38 Arg2 6
`· 34Lys39-(GAB-GOct)-GLP-1
`34Lys36-(GAB-GOct)-GLP-1
`(7- 39); Va18Glu35 Arg2 6
`•
`34Lys3 6-(GAB-GOct)-GLP-1
`(7- 36); Va18Glu35 Arg2 6
`•
`
`(7- 36)amide; Va18Glu 3 6 Arg2 6•34Lys37-(GAB-GOct)(cid:173)
`GLP-1(7- 37); Va18 Glu37 Arg26
`34Lys38-(GAB-GOct)(cid:173)
`'
`34Lys39-(GAB-00ct)(cid:173)
`GLP-1(7- 38); Val8Glu38 Arg26•
`GLP-1(7- 39);
`3 4 Lys3 6
`Va18 Asp3 5 Arg2 6
`-( GAB-GOct)-GLP-1(7- 36);
`'
`
`Va18 Asp35 Arg26•34Lys36-( GAB-GOct )-GLP-1(7- 36)
`34Lys37-(GAB-GOct)-GLP-1
`amide; Vais Asp3 6 Arg26
`'
`
`(7-37); Val8 Asp37 Arg26•34Lys3s-( GAB-GOct)-GLP-1
`
`(7- 38); Val8 Asp3 8 Arg26
`3 4 Lys3 9 -( GAB-GOct)-GLP-1
`'
`34Lys3 6-(GAB-GOct)-GLP-1
`(7- 39); Vais Asp35 Arg2 6
`'
`
`(7- 36); Val8 Asp35 Arg2 6•34Lys36-( GAB-GOct)-GLP-1
`3 4Lys37-(GAB-GOct)(cid:173)
`(7- 36)amide; Val 8 Asp3 6 Arg26
`'
`3 4Lys38-(GAB-G0cl)·
`GLP-1(7- 37); Val8 A5p37 Arg26
`'
`GLP-1(7- 38); Val8 Asp38 Arg2 6
`34Lys39 -(GAB-GOct)(cid:173)
`'
`GLP-1(7-39);
`34Lys36 -( GAB-G Oct)-GLP-1(7-36);
`
`Ser8 G lu35 Arg26
`'
`34Lys36
`Ser8Glu35 Arg2 6
`-( GAB-GOct)-GLP-1(7- 36)
`'
`amide; Ser8Glu36 Arg2 6
`34Lys3 7-(GAB-GOct)-GLP-1
`•
`34Lys38-(GAB-G0ct)-GLP-1
`(7- 37); Ser8Glu37 Arg2 6
`'
`(7- 38); Ser8Glu38 Arg2 6
`34Lys39-(GAB-G0ct)-GLP-1
`34 Lys3 6-(GAB-GOct)-GLP-1
`(7- 39); Ser8Glu35 Arg2 6
`•
`(7- 36); Ser8Glu35 Arg2 6
`3 ''Lys36-(GAB-G0ct)-GLP-1
`
`•
`
`'
`
`FRESENIUS EXHIBIT 1006
`Page 67 of 138
`
`

`US 6,268,343 Bl
`
`15
`
`30
`
`35
`
`132
`3 4Lys27 -(GAB-GOct)-G LP-1 (7- 36);
`GI y8 Asp 1 7 Arg26
`•
`
`Gly8 Asp19Arg26•34Lys27 - ( GAB-GOct )-GLP-1(7- 36)
`34Lys27-(GAB-GOct)-GLP-1
`amide; Gly8 Asp17 Arg2 6
`'
`34Lys27-(GAB-G0ct)(cid:173)
`(7- 36)amide; Gly8 A5p 19 Arg26
`•
`34Lys27-(GAB-G0ct)(cid:173)
`GLP-1(7-37); Giy8 Asp19 Arg26
`'
`34Lys27-(GAB-G0ct)(cid:173)
`GLP-1(7- 38); Gly8 Asp' 7 Arg2 6
`'
`GLP-1(7-38);
`Arg 2 6
`34 Lys 1 8
`-( GAB-G Oc t)-G LP- 1.(7- 3 6);
`•
`34Lys 1s·tGAB-GOct)-GLP-1(7- 36)amide;
`Arg2 6
`·
`34Lys 1
`Arg 26
`-( G AB-G Oct)-G LP-1(7 - 37);
`•
`34L ys 18
`Arg 26
`-( GAB-G Oc t)- G LP -1(7 - 38);
`·
`Va18 Asp19 Arg26
`
`3 4Lys1 8 - ( GAB-GOct)-GLP-1 (7- 36);
`•
`34Lys18 -(GAB-GOct)-GLP-1(7- 36);
`Va J8 Asp1 7 Arg26,
`34Lys18 -(GAB-GOct)-GLP-1(7- 36)
`Val8 Asp 19 Arg2 6
`·
`amide; Vais Asp 17 Arg26
`34 Lys18-(GAB-GOct)-GLP-1
`•
`34Lys18-(GAB-G0ct)(cid:173)
`(7- 36)amide; Val 8Asp19 Arg26
`'
`GLP-1(7- 37); Val8 Asp19 Arg2 6
`34Lys18 -(GAB-GOc1)(cid:173)
`•
`GLP-1(7- 38); Val8 Asp17 Arg26
`34Lys18-(GAB-GOct)(cid:173)
`•
`GLP-1(7- 38);
`34 Lys 23 -(G AB - G Oc t)-G LP-1(7 - 3 6);
`Arg 2 6 •
`3 4 Lys z, -( GAB-GOct ) -G LP-l(7-36)a mide;
`Arg26,
`Arg 26 , 34 Lys 2 3 -(GAB-GOct)-G LP-1(7 - 37);
`Arg 26
`34Ly s 23 -(G AB-G Oc t)-G LP-1(7 - 38);
`•
`34 Lys23-(GAB-GOct)-GLP-1(7-36);
`Vais Asp19 Arg26,
`34 Lys23-(GAB-GOct)-GLP-1(7-36);
`Val8 Asp17 Arg26,
`3 4 Lys23-(GAB-GOct)-GLP-1(7- 36)
`Val8 Asp 19 Arg2 6
`•
`
`amide; Val8 Asp1 7 Arg26•34 Lys23 -(GAB-GOct)-GLP-1
`(7- 36)amide; Vala Asp19 Arg26
`3 4 Lys23-(GAB-G0ct)(cid:173)
`'
`GLP-1(7- 37); Val8Asp19 Arg26•34Lys23-(GAB-G0ct)(cid:173)
`GLP-1(7- 38); Val8 A5p17 Arg2 6
`•3 4Lys23-(GAB-G0ct)(cid:173)
`GLP-1(7-38);
`3 4 Lys 27 -(GAB-G Oc t )-G LP-1(7 - 3 6);
`Arg 2 6
`•
`Arg2 6
`3 4 Lys27-(GAB-G0ct)-GLP-1(7-36)amide;
`•
`A rg 26
`34 Ly s 2 7 -(G AB-G Oct)-G L P-1 (7- 37);
`•
`
`3 4 Lys 27 -( G AB-G Oct)-G LP-1 (7- 38);
`Ar 2 6
`valt Asp19 Arg2 6
`34Lys2 7 -(GAB-GOct)-GLP-1(7-36);
`•
`
`3 4 Lys27 -( GAB-GOct)-GLP-1(7- 36);
`Val8 Asp17 Arg26
`34Lys27-(GAB-G0ct)-GLP-1(7- 36)
`Val8 AspJ9 Arg2 6
`•
`amide; VaJ8 Asp 17 Arg26
`34Lys27 -(G~-GOct)-GLP-1
`•
`34Lys2 '-(GAB-GOct)(cid:173)
`(7- 36)amide; Val8 Asp19 Arg26
`'
`34Lys2 7-(GAB-GOct)(cid:173)
`GLP-1(7- 37); Val8 Asp19 Arg2 6
`•
`34Lys27 -(GAB-GOct)(cid:173)
`GLP-1(7- 38); Val8 Asp17 Arg26
`'
`GLP-1(7- 38);
`34 Lys 1 8 -(GA B-G O ct)· G LP-1(7 - 3 6);
`Arg 2 6 ,
`3 4 Lys 18
`Arg26
`- ~ GAB- GOct)-GLP-1(7-36 )amide;
`·
`Arg 26
`34 Lys 1
`-( GAB-GOct)-GLP-1(7- 37);
`•
`3 4 Lys J 8 - ( G AB-G Oc t)- G LP-1(7 - 38);
`Arg 2 6
`·
`34 Lys1s-( GAB-GOct)-GLP-1(7- 36);
`Sers Asp19 Arg26,
`34Lys18 -(GAB-GOct)-GLP-1(7-36);
`Ser8Asp17 Arg 26·
`Ser8 Asp 19 Arg26
`34Lys18-(GAB-GOct)-GLP-1(7- 36)
`•
`
`amide; Sers Asp 17 Arg26•34Lys18 -(GAB-G0ct)-GLP-1
`(7- 36)amide; Sera Asp19 Arg26
`3 4 Lys18-(GAB-GOct)(cid:173)
`'
`34Lys18-(GAB-GOct)(cid:173)
`GLP-1(7- 37); Sers Asp19 Arg26·
`
`GLP-1(7- 38); Ser8 Asp17 Arg26•3 4Lys1s-(GAB-G0ct)(cid:173)
`GLP-1(7-38);
`34 L y s 23
`Arg 2 6
`-( GAB-G O ct )-G LP- 1(7 - 36);
`•
`Arg2 6
`
`•'.l 4 Lys23 -( GAB -GOct)-GLP -1(7-36)amide;
`Arg 26
`
`34 Lys 23 -( G AB-G Oc t)-G LP -1 (7- 37);
`•
`3 4 Lysz3 -( G AB-G Oc t)-G LP-1(7 - 38);
`Ara 26 •
`Ser8 Asp19 Arg26
`
`34 Lys23 - ( GAB-GOct)-GLP-1 (7-36);
`•
`Ser8 Asp17 Arg26
`34Lys23-(GAB-G0ct)-GLP-1(7- 36);
`•
`Sers Asp 19 Arg2 6
`34 Lys23-(GAB-G0ct)-GLP-1(7- 36)
`•
`amide; Ser8 Asp 17 Arg26
`34Lys23 -(GAB-GOct)-GLP-1
`•
`34Lys23-(GAB-G0ct)(cid:173)
`(7- 36)amide; Ser8AspH' Arg26
`·
`GLP-1(7- 37); Ser8 A5p19 Arg2 6
`34Lys23-(GAB-G0ct)(cid:173)
`•
`GLP-1(7- 38); Ser8 Asp17 Arg2 6
`34Lys23-(GAB-GOct)(cid:173)
`GLP-1(7- 38);
`
`·
`
`•
`
`•
`
`131
`3"Lys37-(GAB-GOct)(cid:173)
`(7- 36)amide; Ser8 Glu3 6 Arg2 6
`'
`GLP-1(7- 37); Ser8Glu37 Arg26.34Lys38-(GAB-G0ct)(cid:173)
`GLP-1(7- 38); Ser8 Glu38 Arg26
`34Lys3 9 -(GAB-GOct)(cid:173)
`'
`GLP-1(7- 39);
`34Lys36-(GAB-G0ct)-GLP-1(7- 36); 5
`Ser8 Asp35 Arg26
`•
`Ser8 Asp35 Arg26
`34Lys36-(GAB-G0ct)-GLP-1(7- 36)
`•
`34Lys37-(GAB-G0ct)-GLP-1
`amide; Ser8Asp30 Arg26
`'
`34Lys38-(GAB-G0ct)-GLP-1
`(7- 37); Ser8 Asp37 Arg26
`'
`
`(7- 38); Ser8 Asp38 Arg26,34Lys39-(GAB-G0ct)-GLP-l
`'34Lys36-(GAB-GOct)-GLP-1 10
`(7- 39); Ser8 Asp35 Arg26
`
`34Lys36 ·( GAB-GOct)-GLP-1
`(7- 36); Ser8 Asp35 Arg26
`·
`34Lys37-(GAB-GOct)•
`(7-36)amide; Ser8 Asp3 6 Arg26
`•
`GLP-1(7- 37); Ser"' Asp3 7 Arg2 6
`34Lys 38-(GAB-G0ct)(cid:173)
`•
`34Lys 39-(GAB-G0ct)-
`GLP-1(7- 38); Ser8 Asp38 Arg2 6
`GLP-1(7- 39);
`34Lys36 - ( GAB-GOct)-GLP-1(7- 36);
`Thr8 G Ju 35 Arg26,
`34Lys36 -~GAB-GOct)-GLP-1(7- 36)
`Tbr8Glu35 Arg2 6
`'
`amide; Tbr8Giu36Arg26 ·3 Lys37 -(GAB-GOct)-GLP-1
`(7- 37); ThrsGlu37 Arg26,
`34Lys38-(GAB-GOct)-GLP-1
`34Lys39 -(GAB-GOct)-GLP-1 20
`(7- 38); Thr8 Glu38 Arg26·
`34Lys36-(GAB-GOct)-GLP-1
`(7- 39); ThrsGlu35 Arg26
`•
`34Lys36-(GAB-GOct)-GLP-1
`(7- 36); Thr8Glu35 Arg26
`·
`(7- 36)amide; Thr8 Glu36 Arg26
`3 4Lys37 -(GAB-GOct)(cid:173)
`'
`34Lys38-(GAB-GOct)(cid:173)
`GLP-1(7- 37); Thr8 Glu37 Arg26
`•
`34Lys39-(GAB-G0ct)- 25
`GLP-1(7- 38); Thr8Glu38 Arg2 6•
`GLP-1(7- 39);
`34Lys36-(GAB-GOct)-GLP-1(7- 36);
`Tbr8 Asp35 Arg26
`•
`34Lys36- ( GAB-GOct)-GLP-1(7-36)
`Thr8 Asp35 Arg26•
`34Lys37 -(GAB-GOct)-GLP-1
`amide; Thr8 Asp3 6 Arg26
`'
`3 4Lys38-(GAB-G0ct)-GLP-l
`(7- 37); Thr8 Asp37 Arg2 6
`'
`4 Lys 39-(GAB-G0ct)-GLP-l
`(7-38); Thr8 A5p38 Arg26
`3 4Lys3 6 -(GAB-G0ct)-GLP-l
`(7- 39); Thr8 Asp35 Arg2 6
`'
`
`34 Lys36 ·( GAB-GO ct )-GLP-1
`(7- 36); Thr8 A5p35 Arg 26
`'
`(7- 36)amide; Thr8 Asp3 6 Arg26
`
`34Lys37 -( GAB-GOct)-
`'
`GLP-1(7- 37); Thr8Asp37Arg26
`34Lys38-(GAB-G0ct)(cid:173)
`'
`GLP-1(7- 38); Thr8A5p38Arg26
`34Lys39-(GAB-G0ct)(cid:173)
`'
`GLP-1(7- 39);
`34 Lys 1 8
`A rg 26
`- ( GAB-GO ct ) -G L P- 1 ( 7 - 36);
`•
`34Lys 18-(GAB-G0ct)-GLP-1(7- 36)amide; 40
`Arg26
`•
`Arg 2 6 , 34 Lys 18 - (G AB - G Oc t ) - G LP -1(7-37);
`34 Lys 1 8 -(GA 8-G Oc t)-G LP-1 (7 - 38);
`Arg 26
`·
`
`Gly8 Asp19 Arg26 ·3 4Lys18 -(GAB-GOcl)-GLP-1(7- 36);
`Gly8 Asp17 Arg26
`34Lys18 -(GAB-GOct)-GLP-1(7-36);
`·
`34Lys 18 -(GAB-GOct)-GLP-1(7- 36) 45
`GJy8 Asp19 Arg26,
`
`amide; Glys Asp17 Arg26•34Lys18-(GAB-G0cl)-GLP-1
`(7- 36)amide; Gly8 Asp19 Arg2 6,34Lys1 8 -(GAB-GOct)(cid:173)
`
`GLP-1(7- 37); Gly8 Asp19 Arg26·34Lys18 -(GAB-GOct)(cid:173)
`34Lys18-(GAB-GOct)-
`GLP-1(7- 38); Giy8Asp 17 Arg26
`•
`GLP-1(7- 38);
`Arg 26 , 3 4 Lys 2 3 -(G AB-GO ct) - G L P- 1 (7 - 36);
`1Lys23-(GAB-GOct)-GLP- 1(7- 36)amide;
`Arg26
`3
`,
`'
`34 Lys23 - (G AB - GOct)-GLP-1 (7- 37);
`Arg 26
`Arg 2 6
`34 Lys23 -(GAB-GOct)-GLP-1(7- 38);
`,
`GLy8 Asp19 Arg26
`34Lys23-(GAB-GOct)-GLP-1(7- 36); 55
`•
`Gly8 Asp17 Argz6 ,
`34Lys23-(GAB-G0ct)-GLP-1(7- 36);
`Gly8 Asp19 Arg26
`34Lys23-(GAB-G0ct)-GLP-1(7-36)
`,
`3 4Lys23-(GAB-G0ct)-GLP-l
`amide; Gly8 Asp1 7 Arg26
`'
`(7-36)amide; Gly8 Asp19 Arg26
`34Lys23-(GAB-G0ct)(cid:173)
`•
`GLP-1(7- 37); Gly8 Asp19 Arg26
`34Lys2 3 -(GAB-G0ct)- 60
`'
`34Lys2 3-(GAB-G0ct)(cid:173)
`GLP-1(7- 38); Gly8 Asp.1 7 Arg2 6
`•
`GLP-1(7-38);
`Arg 26 , 34 Lys 2 7 - (GAB-GO ct)-G LP-1(7 - 36);
`Arg26
`34Lysn -\GAB-G0ct)-GLP-1(7- 36)amide;
`•
`Arg 2 6
`34 Lys2 -(GAB-GOct)-GLP-1(7- 37); 65
`•
`34 Lys 2 7 -(G AB-G O ct)- GL P-1(7- 38);
`Arg 2 6
`,
`GJy8 Asp19 Arg26
`1Lys27-(GAB-G0ct)-GLP-1(7- 36);
`3
`•
`'
`
`so
`
`'
`
`•3
`
`•
`
`FRESENIUS EXHIBIT 1006
`Page 68 of 138
`
`

`US 6,268,343 Bl
`
`133
`3 4 Lys 2 7
`Arg 26
`-( G AB-GOct)-G L P- 1 ( 7- 36 );
`,
`
`Arg2 6 •34 Lys2 7
`-( G AB-G Oct)-G LP- 1 (7- 36)amide;
`Arg 2 6
`34 Lys 2 7 -(GAB- G Oc t)-GLP-1(7 - 37);
`'
`
`3 4 Lys 27 -( G AB-GOc t)-GLP-1 (7- 38);
`Arg 2 6
`'
`3 4Lys27 -(GAB-GOct)-GLP-1(7- 36); s
`Ser8 Asp19Arg26•
`3 4 Lys2 7 -(GAB-GOct)-GLP-1(7- 36);
`Sers Asp17 Arg2 6
`'
`Sers Asp 19 Arg2 6
`34Lys27-(GAB-GOct)-GLP-1(7- 36)
`'
`'34Lys2 7 -(GAB-GOct)-GLP-1
`amide; Sers A~ 17 Arg26
`(7- 36)amide; Ser8 Asp19 Arg26
`3 4Lys2 7-(GAB-GOct)(cid:173)
`'
`3 4Lys27-(GAB-GOct)- 10
`GLP-1(7- 37); Ser' Asp 19 Arg26
`•
`GLP-1(7- 38); Ser8 Asp17 Arg26
`34Lys2 7-(GAB-GOct)(cid:173)
`•
`GLP-1(7- 38);
`3 4 Lys 1 8
`Arg 26
`-( GAB-GO ct)-G LP - 1 (7 - 36 ) ;
`•
`3 4 Lys-' 8 -~GAB-GOct)-GLP-1(7- 36)amide;
`Arg26
`•
`3 4 Lys 1 -(GAB - GOc t) -GLP - 1(7 - 37); 15
`Arg 2 6 ,
`3 4 Lys 18 -(GAB- G Oc t)-GLP-1 (7- 38);
`Arg 2 6
`•
`34Lys.1 8-(GAB-GOct)-GLP-1(7- 36);
`Thr8 Asp1 9 Arg26,
`Thr8 Asp1 7 Arg26,34 Lys18 -(GAB-GOct)-GLP-1(7- 36);
`34Lys 18-(GAB-GOct)-GLP-1(7-36)
`Thr8 Asp1 9 Arg26•
`
`amide; Thr8Asp1 7 Arg26•34Lys 18 -(GAB-GOct)-GLP-l 20
`
`34Lys1 8 -( GAB-GOct)(cid:173)
`(7- 36)amide; Thr8 Asp 19 Arg26
`·
`34Lys18 -(GAB-GOct)(cid:173)
`GLP-1(7- 37); Thr8 Asp 19 Arg2 6•
`GLP-1(7- 38); Thr8 Asp1 7 Arg26
`3 4 Lys18 -(GAB-GOct)(cid:173)
`•
`GLP-1(7- 38);
`Arg 26 • 3 4 Lys 23 -(GAB-GO ct)- G LP- 1 (7 - 36); 25
`Arg2 0
`34 Lys23 -(GAB-GOct)-GLP-1 (7- 36)amide;
`,
`3 4 Lys2 3 -(G AB-GOc t ) -GLP - 1(7- 37);
`Arg z6 •
`Arg 2 6
`34 Lys 23 -(GAB-GOc t)-GLP-1 (7- 38);
`'
`Thr8 Asp19 Arg2 6
`3 4 Lys23-(GAB-GOct)-GLP-1(7- 36);
`'
`34Lys23 -(GAB-GOct)-GLP-1(7- 36); 30
`Thr8 Asp 17 Arg26·
`Thr8 Asp1 9 Arg26
`3 4 Lys2 3-(GAB-GOct)-GLP-1(7-36)
`'
`amide; Tbr8 Asp17 Arg26
`
`'34Lys23 -( GAB-GOct )-G LP-1
`(7- 36)amide; Thr8 Asp19 Arg26
`34Lys2 3 -(GAB-GOct)(cid:173)
`'
`GLP-1.(7- 37); Thr8 Asp 19 Arg26
`3 4 Lys2 3-(GAB-GOct)(cid:173)
`'
`34Lys23 -(GAB-GOct)- 35
`GLP-1(7- 38); Thr8 Asp 17Arg2 6
`•
`GLP-1(7-38);
`Arg 26 , 34 Ly s 2 7 -(GAB - GO ct ) - G L P-1 (7 - 36);
`34Lys27 -(GAB-GOct)-GLP-1(7- 36)amide;
`Arg26
`,
`Arg 2 6
`34 Lys2 7 -(G AB-G Oc t)-GLP-1 (7- 37); 40
`,
`Arg 2 6 , 34 Ly s 2 7 -(GAB- G Oc t )-G LP-1 (7- 38);
`34Lys27-(GAB-GOct)-GLP-1(7-36);
`Thr8 Asp 19 Arg26
`•
`34Lys27-(GAB-GOct)-GLP-1(7-36);
`Thr8 Asp 1 7 Arg26
`•
`34Lys27 -(GAB-GOct)-GLP-1(7-36)
`Thr8 Asp19 Arg26,
`34Lys27 -(GAB-GOct)-GLP-1 45
`amide; Thr8 Asp17 Arg26
`'
`34Lys2 7 -(GAB-GOct)(cid:173)
`(7-36)amide; Thr8 Asp1 9 Arg26
`•
`GLP-1(7-37); 11ir6 Asp19 Arg20 ,;;"Lys27-(GAB-GOct)(cid:173)
`GLP-1(7-38); Thr~ Asp17 Arg2 6' 34Lys27 -(GAB-GOct)(cid:173)
`GLP-1(7-38);
`Arg26Lys3 4 -(GAB-GLit)-GLP-1(7-36); Arg3 4 Lys26
`34 Lys3 6-(GAB(cid:173)
`(GAB-GLit)-GLP-1(7-36); Arg26•
`GLit)-GLP-1(7-36); Arg2 6 Lys3 4 -(GAB-GLit)-GLP-1
`(7-36)amide; Arg34Lys2 6 -(GAB-GLit)-GLP-1(7-36)
`34Lys3 6
`-( GAB-GLlt)-GLP-1(7-36)amide;
`amide; Arg 26
`'
`Arg2 6 Lys3 4 -(GAB-GLit)-GLP-1(7-37); Arg34Lys26
`- 55
`34 Lys3 6 - ( GAB(cid:173)
`( GAB-GLit)- GLP-1(7 -37); Arg26•
`GLit)-GLP-1(7-37); Arg2 6 Lys34-(GAB-GLit)-GLP-l
`(7-38); Arg3 "Lys2 6 -(GAB-GLit)-GLP-1(7-38);
`34Lys38 -(GAB-GLit)-GLP-1(7-38); Arg26 Lys34
`Arg2 6
`-
`•
`(GAB-GLit)-GLP-1(7-39); Arg34Lys26-(GAB-GLit)- 60
`GLP-1(7-39); Arg26
`3 4 Lys39-(GAB-GLit)-GLP-1(7-
`•
`39);
`G Jy 8 Arg 26 Lys 3 9 -(G AB-GLi t)-G LP-1(7-3 6) ;
`Gly 8 Arg 34 Lys 26 -(GAB-G Li t)-G LP -1 (7-36);
`Gly8 Arg2 6
`
`34Lys36 -( GAB-GLit)-GLP-1(7-36)arnide; 65
`•
`Gly8 Arg34Lys2 6 -(GAB-GLit)-GLP-1(7-36)amide;
`Gly8 Arg2 6
`34Lys36 -(GAB-GLit)-GLP-1(7-36)arnide;
`,
`
`- so
`
`134
`1 -(GAB-G Lit)-GLP -1( 7 -3 7);
`Gly 8 Arg 26Lys3
`'
`G ly 8 Arg 3 4 Lys2 6 -( GAB-GLit)-GLP-1(7 -3 7) ;
`34Lys3 6 -(GAB-GLit) -G LP-1(7-37);
`Gly 8 Arg26
`•
`1 -(GAB-G Lit)-G LP-1 (7-38);
`G ly 8 Arg 2 6 Lys3
`'
`G ly 8 Arg 3 4 Lys2 6 -( GAB-G Lit)-G LP -1 (7 -38) ;
`
`Gly 8 Arg26Lys 34 -( GAB-GLit)-GLP- 1(7 -38) ;
`G ly 8 Arg 26Lys34 -(GAB-G Lit)-G LP -1 (7-39);
`GJy 8 Arg 3 4 Lys 2 6
`- ( GAB -GLit) -GLP -1(7 -39) ;
`
`Gly8 Arg2 6,3 4Lys39 -( GAB-GLit)-GLP-1(7-39);
`
`Va I 8 Arg 2 6 Lys 34 - ( GAB-G L i t) -G L P -1(7-36);
`
`Va 18 Arg 3 4 Lys 26 -( G AB-GLit )-G LP -1(7 -36);
`Vais Arg2 6 •34Lys 36-(G AB -GLit) -GLP-1(7 -36);
`
`Va18 Arg26Lys34 -( GAB-GLit)-GLP-1(7-36)amide;
`Vais Arg34Lys26-(GAB-GLit)-GLP-1(7-36)amide;
`
`Vais Arg26•34Lys36-(GAB-GLit )-GLP-1(7-36)amide;
`
`Va 18 Arg 26Lys 34 -( G AB-GLi t)-G LP-1(7 -3 7);
`Va 18 Arg 34 Lys 26 -( G AB-G Lit )-G LP-1(7 -3 7) ;
`VaJ 8 Arg26 , 3 4 Lys 3 6 -(G AB -GLit) -GLP-1(7 -37);
`
`Va 18 Arg 26 Lys 34 -( G AB-G Lit)-G LP-1(7 -38) ;
`Va 18 Arg 34 Lys 26
`-( G AB-G Lit)-G LP -1(7-38);
`Vais Arg26 •34Lys38-(GAB-G Lit)-G LP-1(7-38);
`
`Va 18 Arg 2 6 Lys 34 -( G AB-G Lil)-G LP-1(7 -39);
`
`Va 18 Arg 34 Lys 26 -( G AB-G Lit)-G LP-1(7 -39);
`34 Lys39 -( GAB-GLit)-GLP-1(7-39);
`Val8 Arg26,
`Se r 8 Arg 26 Lys 34 -(GAB -G Li t) -G LP-1(7-36);
`Sers Arg 34 Lys 2 6
`-( G AB- G Lit)-G LP -1(7 -36);
`Sers Arg26 •3 4 Lys3 6 -(GAB-GLit)-GLP-1(7-36);
`Ser8 Arg2 6 Lys 34 -(GAB-GLit)-GLP-1(7-36)amide;
`Ser8 Arg3 4 Lys 26 -(GAB-GLit)-GLP-1(7-36)amide;
`34 Lys36 -( GAB-GLit)-GLP-1(7-36)amide;
`Ser8 Arg26 •
`Sers Arg 2 6 Lys 3 4
`-( G AB-G Lit )-GLP-1(7 -3 7 ) ;
`Sers Arg 3 4 Lys26
`-( GAB-GLit) -G LP-1-(7-37);
`Sers Arg2 6
`3 4 Lys 3 6 -(GAB -GLit)-GLP -1(7-37);
`•
`Sers Arg 26 Lys 3 4
`-( GAB-G Li t)-G LP-1(7 -38);
`Sers Arg 3 4 Lys 26
`-( GAB-GLit)-GLP-1(7 -38) ;
`Sers Arg2 6
`3 4 Lys 3 8
`- ( GAB-GLit)-GLP-1(7-38);
`•
`Ser 8 Arg 26 Lys 3 4
`-( G AB-G Lit)-G LP-1.(7 -39);
`Sers Arg 3 4 Lys 26
`-( GAB-GLit)-GLP-1(7-39);
`
`34 Lys39 -( GAB-GLit)-G LP-1(7-39);
`Ser8 Arg2 6
`•
`Thr 8 A rg 26 Lys 3 4 -(GAB-G L i t)-G LP- 1 (7-36);
`Thr8 Arg 34Lys2 6 -(GAB-GLit)-GLP-1 (7-36);
`34 Lys3 6 -(GAB-GLit)-G LP-1(7-36);
`Thrs Arg2 6
`•
`Thr8 Arg2 6 Lys3 d -(GAB-GLit)-G LP-1(7-36)amide;
`Thr8 Arg3 4 Lys26-(GAB-GLit)-G LP- 1(7-36)amide;
`Thrs Arg26•
`34Lys3 6 -(GAB-GLit)-GLP-1(7-36)amide;
`
`Thr 8 Arg2 6 Lys 34 -( GAB-GLit)-G LP -1 (7-37);
`1 Lys 2 6 -( G AB-GLit)-GLP-1(7-37);
`Thr8 Arg 3 '
`3 4 Lys3 6 -(GAB-GLit)-G LP-1(7-37);
`Thr 8 Arg26
`•
`T hr8 Arg2 6 Lys 34 -( GAB-GLit)-GLP -1 (7-38) ;
`Thr8 Arg 34 Lys 2 6
`-( GAB-G Lit)-G LP -1 (7-38);
`
`Thr8 Arg26 •34Lys3 8 -( GAB -GLit)-GLP-1(7-38);
`1br8 Arg26
`34Lys39 -(GAB-GLit)-GLP-1(7-39);
`'
`Gly 8 G Ju 3 5 Arg2 6
`3 4 Lys36 -(GAB-GLit)-G LP- 1(7-36);
`'
`Giy8Glu35Arg26
`34Lys3 6 -(GAB-GLit)-GLP-1(7-36)
`'
`3 4Lys37 -(GAB-GLit)-GLP-1
`amide; Gly8Glu3 6 Arg26,
`(7-37); Gly8 Glu37 Arg2 6
`3 4 Lys3 8 -(GAB-GLit)-GLP-1
`'
`(7-38); Gly8 Glu38 Arg26
`
`3 4 Lys39 - ( GAB-GLit)-GLP-1
`'
`(7-39); GlysGlu35 Arg2 6
`34Lys3 6-(GAB-GLit)-GLP-1
`•
`(7-36); Gly8 Glu35 Arg2 6
`34 Lys3 6-(GAB-GLit)-GLP-1
`'
`34Lys37-(GAB-GLit)(cid:173)
`(7-36)amide; Gly8Glu36 Arg26
`•
`GLP-1(7-37); Gly8Glu37 Arg26
`34Lys38-(GAB-GLit)(cid:173)
`•
`GLP-1(7-38); Gly8 Glu38 Arg2 6
`34Lys3 9 -(GAB-GLit)(cid:173)
`'
`GLP-1(7-39);
`3 4 Lys3 6
`Glys Asp35 Arg26
`-( GAB-GLit)-GLP-1 (7-36);
`·
`3 4Lys3 6 -(GAB-GLii)-GLP-1(7-36)
`Gly8 Asp35 Arg26
`•
`34Lys37-(GAB-GLit)-GLP-1
`amide; Gly8 Asp36 Arg26
`'
`
`FRESENIUS EXHIBIT 1006
`Page 69 of 138
`
`

`US 6,268,343 Bl
`
`135
`3''Lys38 -( GAB-GLit )-G LP-1
`(7-37); Gly8 Asp3 7 Arg2 6
`
`'
`
`(7-38); Gly8 Asp3 8 Arg26•34Lys39-(GAB-GLit)-GLP-1
`(7-39); Gly8 Asp35 Arg26
`3 4Lys36-(GAB-GLit)-GLP-1
`'
`(7-36); GJy8Asp35 Arg26
`34Lys36-(GAB-GLit)-GLP-l
`'
`34Lys37-(GAB-GLit)- s
`(7-36)amide; Gly8 Asp36 Arg26•
`34Lys38-(GAB-GLit)(cid:173)
`GLP-1(7-37); Gly8 Asp37 Arg26
`'
`GLP-1(7-38); Gly8 Asp38 Arg26
`34Lys39-(GAB-GLit)(cid:173)
`'
`GLP-1(7-39);
`34Lys36-(GAB-GLit) -GLP-1(7-36);
`Val8 Giu 35 Arg2 6
`•
`Val 8 Glu35 Arg26•34Lys36-(GAB-GLit) -GLP-1(7-36) 10
`amide; Val8 Glu36 Arg26
`
`34Lys37 -( GAB-GLit)-GLP-1(7-
`'
`37); Val8Glu3 7 Arg26
`34Lys38
`- ( GAB-GLit)-GLP-1-(7-
`•
`34Lys37-(GAB-GLit)-GLP-1(7-
`38); Val8Glu36 Arg::6
`•
`37); Val8 Glu35 Arg26
`34Lys36
`-( GAB-GLil)-GLP-1-(7 -
`'
`36); Val8Glu35 Arg2 634Lys36-(GAB-GLit)-GLP-1(7- 15
`36)amide; Val8Glu 36 Arg26
`
`34Lys37 -( GAB-GLit)-GLP-
`'
`1(7-37); Va18Glu37 Arg26
`34Lys3 8-(GAB-GLit)-GLP-1-
`•
`3 4Lys39-(GAB-GLit)-GLP-1
`(7-38); Va18 Glu36 Arg26,
`(7-39);
`Val 8 Asp 35 Arg26•34 Lys36-(GAB-GLit)-GLP-1(7-36); 20
`3 4Lys36-(GAB-GLit)-GLP-1(7-36)
`Va18 Asp35 Arg26
`•
`34Lys37-(GAB-GLit)-GLP-1
`amide; Va18 Asp36 Arg26
`·
`3 4 Lys38-(GAB-GLit)-GLP-1
`(7-37); Val8 Asp37 Arg26
`•
`34Lys39-(GAB-GLit)-GLP-1
`(7-38); Va18 Asp38 Arg26
`•
`(7-39); Val8Asp35 Arg26•34Lys36-(GAB-GLit)-GLP-1 25
`(7-36); Val8 Asp35 Arg26
`3 4 Lys3 6-(GAB-GLit)-GLP-1
`'
`
`
`(7-36)amide; Val8 Asp36 Arg26 •34Lys37 - ( GAB-GLit)(cid:173)
`GLP-1(7-37); Val8 Asp37 Arg2 6
`34Lys38-(GAB-GLit) (cid:173)
`'
`GLP-1(7-38); Val8 Asp3 8 Arg2 6
`34Lys39 -(GAB-GLit)-
`GLP-1(7-39);
`3 4 Lys36
`Ser8 Giu 35 Arg2 6
`-( GAB-GLit) -GLP-1(7 -36) ;
`•
`Ser8 Glu35 Arg2 6
`
`34Lys36 -( GAB-GLit) -GLP-1 (7-36)
`•
`amide; Ser8 Glu36 Ara26
`
`34Lys37 -( GAB-GLit)-GLP-1(7 -
`'
`37); Ser8 Glu3 7 Arg26
`34Lys38-(GAB-GLit)-GLP-1(7 -
`•
`34Lys3 9 -(GAB-GLit)-GLP-1(7- 35
`38); Ser8Glu3 8 Arg2 6
`'
`39); Ser8Glu35 Arg2634Lys36-(GAB-GLit) -GLP-1(7-
`36); Ser8 Glu3 5 Arg2 6
`34Lys36-(GAB-GLit)-GLP-1(7-
`•
`34Lys37-(GAB-GLit)-GLP-
`36)amide; SersGlu36 Arg26
`•
`1(7-37); Ser8Glu37 Arg26
`34Lys38-(GAB-GLit)-GLP-1
`•
`(7-38); Ser8 Glu3 8 Arg2 6
`34Lys3 9 -(GAB-GLit)-GLP-1
`•
`(7-39);
`Ser8 Asp35 Arg2 6 •34 Lys36 -( GAB-GLit)-GLP-1(7-36);
`
`34Lys36-{GAB-GLit)-GLP-1(7-36)
`Ser8 Asp35 Arg26
`•
`34Lys37-(GAB-GLit)-GLP-1 45
`amide; Ser8 Asp36Arg26
`'
`34Lys38-(GAB-GLit)-GLP-1
`(7-37); Ser8Asp37 Arg26
`34Lys39-(GAB-GLit) -GLP-1
`(7-38); Ser8 Asp38 Arg26
`•
`(7-39); Ser8 Asp35 Arg26 •3 4 Lys36-(GAB-GLit)-GLP-1
`34Lys3 6-(GAB-GLit)-GLP-1
`(7-36); Ser8Asp35 Arg26
`•
`34Lys37
`(7-36)amide; Ser8 Asp36 Arg26
`- ( GAB-GLit)- 50
`·
`GLP-1(7-37); Ser8 Asp37 Arg2 6
`34Lys38-(GAB-GLil)(cid:173)
`'
`34Lys39 -(GAB-GLit)(cid:173)
`GLP-1(7-38); Ser8 Asp38 Arg26
`•
`GLP-1(7-39);
`3 4Lys36 -( GAB-GLit)-GLP-1(7-36);
`
`Thr8 Glu 35 Arg26
`'
`3 4 Lys36-(GAB-GLit)-GLP-1(7-36) 55
`Tbr8 Glu35 Arg26
`'
`3 4Lys37 -(GAB-GLit)-GLP-1
`amide; Tbr8Glu36 Arg26'
`34Lys38-(GAB-GLit)-GLP-1
`(7-37); Thr8Glu3 7 Arg26
`'
`(7-38); Tlu8 Glu38 Arg26
`
`3 4Lys39 -( GAB-GLit)-GLP-1
`'
`34Lys36-(GAB-GLit)-GLP-1
`(7-39); Thr8 Glu35 Arg26
`•
`3 4 Lys36-(GAB-GLit)-GLP-l 60
`(7-36); Thr8 Glu35 Arg26
`'
`3 4Lys37 -(GAB-GLit)(cid:173)
`(7-36)amide; Tbr8 Glu36 Arg26
`·
`GLP-1(7-37); Thr8 Glu37 Arg26
`34Lys38 -(GAB-GLit)(cid:173)
`'
`GLP-1(7-38); Thr8Glu38 Arg26
`34Lys39-(GAB-GLit)(cid:173)
`GLP-1(7-39);
`Thr8 Asp3 5 Arg26
`34Lys3 6 -(GAB-GLit)-GLP-1(7-36); 65
`,
`Thr8 Asp3 5 Arg2 6
`34Lys36-(GAB-GLit)-GLP-1(7-36)
`,
`amide; Tbr8 Asp36Argz6
`34Lys37-(GAB-GLit)-GLP-1
`·
`
`30
`
`40
`
`·
`
`'
`
`'
`
`136
`(7-37); Thr8Asp37 Arg26
`1Lys38-{GAB-GLit)-GLP-1
`3
`'
`'
`
`(7-38); Tbr8 Asp38 Arg26•3 4Lys39 - ( GAB-GLit)-GLP-1
`
`34Lys36 { GAB-GLit)-GLP-1
`(7-39); Thr8 Asp35 Arg26
`'
`(7-36); Tbr8 Asp35 Arg26
`3 4Lys36-(GAB-GLit)-GLP-1
`'
`
`
`(7-36 )amide; Thr8 Asp36 Arg26•34 Lys37 -( GAB-G Lit)(cid:173)
`GLP-1(7-37); Tbr8 Asp37 Arg2 6
`34Lys3 8 -(GAB-GLit)(cid:173)
`'
`34Lys39-(GAB-GLit)(cid:173)
`GLP-1(7-38); Thr8 Asp38 Arg26
`GLP-1(7-39);
`34Lys18-(GAB-GLit)-GLP-1(7-36); Arg26
`34Lys18
`Arg26
`'
`'
`-
`(GAB-GLit)-G LP-1(7-36)a mide; Arg2 6 , 3 4 Lys18
`•
`3 4Lys18-(GAB(cid:173)
`(GAB-GLit)-GLP-1(7-37); Arg26
`'
`GLit)-GLP-1(7-38); Gly8 Asp19 Arg26
`34Lys18-(GAB(cid:173)
`•
`GLit)-GLP-1(7-36); Gly8 Asp17 Arg26
`34Lys18 -(GAB(cid:173)
`•
`GLit)-GLP-1(7-36); Giy8 Asp19 Arg26
`34Lys18-(GAB(cid:173)
`•
`GLit)-GLP-1(7-36)amide; Gly8 Aspn Arg26•
`34Lys18•
`(G AB-GL i t)-G L P-1(7-36) amide;

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