TNSN07078A1 - HUMAN GROWTH HORMONE CONJUGATES WITH GLYCEROL BRANCHED POLYETHYLENE GLYCOL, PROCESS FOR THEIR PREPARATION AND METHODS FOR THEIR USE - Google Patents
HUMAN GROWTH HORMONE CONJUGATES WITH GLYCEROL BRANCHED POLYETHYLENE GLYCOL, PROCESS FOR THEIR PREPARATION AND METHODS FOR THEIR USEInfo
- Publication number
- TNSN07078A1 TNSN07078A1 TNP2007000078A TNSN07078A TNSN07078A1 TN SN07078 A1 TNSN07078 A1 TN SN07078A1 TN P2007000078 A TNP2007000078 A TN P2007000078A TN SN07078 A TNSN07078 A TN SN07078A TN SN07078 A1 TNSN07078 A1 TN SN07078A1
- Authority
- TN
- Tunisia
- Prior art keywords
- leu
- ser
- glu
- gln
- phe
- Prior art date
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title abstract 6
- 102000002265 Human Growth Hormone Human genes 0.000 title abstract 6
- 108010000521 Human Growth Hormone Proteins 0.000 title abstract 6
- 239000000854 Human Growth Hormone Substances 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- 239000002202 Polyethylene glycol Substances 0.000 title 1
- 229920001223 polyethylene glycol Polymers 0.000 title 1
- KOSRFJWDECSPRO-UHFFFAOYSA-N alpha-L-glutamyl-L-glutamic acid Natural products OC(=O)CCC(N)C(=O)NC(CCC(O)=O)C(O)=O KOSRFJWDECSPRO-UHFFFAOYSA-N 0.000 abstract 2
- 230000006320 pegylation Effects 0.000 abstract 2
- XSTZMVAYYCJTNR-DCAQKATOSA-N Ala-Met-Leu Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(O)=O XSTZMVAYYCJTNR-DCAQKATOSA-N 0.000 abstract 1
- OTZMRMHZCMZOJZ-SRVKXCTJSA-N Arg-Leu-Glu Chemical compound [H]N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(O)=O OTZMRMHZCMZOJZ-SRVKXCTJSA-N 0.000 abstract 1
- WMEVEPXNCMKNGH-IHRRRGAJSA-N Arg-Leu-His Chemical compound CC(C)C[C@@H](C(=O)N[C@@H](CC1=CN=CN1)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)N WMEVEPXNCMKNGH-IHRRRGAJSA-N 0.000 abstract 1
- HBUJSDCLZCXXCW-YDHLFZDLSA-N Asn-Val-Tyr Chemical compound NC(=O)C[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 HBUJSDCLZCXXCW-YDHLFZDLSA-N 0.000 abstract 1
- DWOGMPWRQQWPPF-GUBZILKMSA-N Asp-Leu-Glu Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(O)=O DWOGMPWRQQWPPF-GUBZILKMSA-N 0.000 abstract 1
- UJGRZQYSNYTCAX-SRVKXCTJSA-N Asp-Leu-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC(O)=O UJGRZQYSNYTCAX-SRVKXCTJSA-N 0.000 abstract 1
- WWOYXVBGHAHQBG-FXQIFTODSA-N Asp-Met-Asp Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(O)=O)C(O)=O WWOYXVBGHAHQBG-FXQIFTODSA-N 0.000 abstract 1
- 208000012239 Developmental disease Diseases 0.000 abstract 1
- PCKOTDPDHIBGRW-CIUDSAMLSA-N Gln-Cys-Arg Chemical compound C(C[C@@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)[C@H](CCC(=O)N)N)CN=C(N)N PCKOTDPDHIBGRW-CIUDSAMLSA-N 0.000 abstract 1
- MADFVRSKEIEZHZ-DCAQKATOSA-N Gln-Gln-Lys Chemical compound C(CCN)C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)N)N MADFVRSKEIEZHZ-DCAQKATOSA-N 0.000 abstract 1
- DQLVHRFFBQOWFL-JYJNAYRXSA-N Gln-Lys-Tyr Chemical compound C1=CC(=CC=C1C[C@@H](C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)N)N)O DQLVHRFFBQOWFL-JYJNAYRXSA-N 0.000 abstract 1
- LPIKVBWNNVFHCQ-GUBZILKMSA-N Gln-Ser-Leu Chemical compound [H]N[C@@H](CCC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(O)=O LPIKVBWNNVFHCQ-GUBZILKMSA-N 0.000 abstract 1
- JDUKCSSHWNIQQZ-IHRRRGAJSA-N Glu-Phe-Glu Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O JDUKCSSHWNIQQZ-IHRRRGAJSA-N 0.000 abstract 1
- NNQDRRUXFJYCCJ-NHCYSSNCSA-N Glu-Pro-Val Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(C)C)C(O)=O NNQDRRUXFJYCCJ-NHCYSSNCSA-N 0.000 abstract 1
- BPQYBFAXRGMGGY-LAEOZQHASA-N Gly-Gln-Ile Chemical compound CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)CN BPQYBFAXRGMGGY-LAEOZQHASA-N 0.000 abstract 1
- LBDXVCBAJJNJNN-WHFBIAKZSA-N Gly-Ser-Cys Chemical compound NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CS)C(O)=O LBDXVCBAJJNJNN-WHFBIAKZSA-N 0.000 abstract 1
- OMNVOTCFQQLEQU-CIUDSAMLSA-N His-Asn-Asp Chemical compound C1=C(NC=N1)C[C@@H](C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)O)C(=O)O)N OMNVOTCFQQLEQU-CIUDSAMLSA-N 0.000 abstract 1
- JRYQSFOFUFXPTB-RWRJDSDZSA-N Ile-Gln-Thr Chemical compound CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H]([C@@H](C)O)C(=O)O)N JRYQSFOFUFXPTB-RWRJDSDZSA-N 0.000 abstract 1
- HHSJMSCOLJVTCX-ZDLURKLDSA-N L-Glutaminyl-L-threonine Chemical compound C[C@@H](O)[C@@H](C(O)=O)NC(=O)[C@@H](N)CCC(N)=O HHSJMSCOLJVTCX-ZDLURKLDSA-N 0.000 abstract 1
- UILIPCLTHRPCRB-XUXIUFHCSA-N Leu-Arg-Ile Chemical compound CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)N UILIPCLTHRPCRB-XUXIUFHCSA-N 0.000 abstract 1
- YORLGJINWYYIMX-KKUMJFAQSA-N Leu-Cys-Phe Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O YORLGJINWYYIMX-KKUMJFAQSA-N 0.000 abstract 1
- QVFGXCVIXXBFHO-AVGNSLFASA-N Leu-Glu-Leu Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(O)=O QVFGXCVIXXBFHO-AVGNSLFASA-N 0.000 abstract 1
- WXUOJXIGOPMDJM-SRVKXCTJSA-N Leu-Lys-Asn Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(O)=O WXUOJXIGOPMDJM-SRVKXCTJSA-N 0.000 abstract 1
- FLNPJLDPGMLWAU-UWVGGRQHSA-N Leu-Met-Gly Chemical compound OC(=O)CNC(=O)[C@H](CCSC)NC(=O)[C@@H](N)CC(C)C FLNPJLDPGMLWAU-UWVGGRQHSA-N 0.000 abstract 1
- TWPCWKVOZDUYAA-KKUMJFAQSA-N Lys-Phe-Asp Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(O)=O)C(O)=O TWPCWKVOZDUYAA-KKUMJFAQSA-N 0.000 abstract 1
- UGCIQUYEJIEHKX-GVXVVHGQSA-N Lys-Val-Glu Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(O)=O UGCIQUYEJIEHKX-GVXVVHGQSA-N 0.000 abstract 1
- WSXKXSBOJXEZDV-DLOVCJGASA-N Phe-Ala-Asn Chemical compound NC(=O)C[C@@H](C([O-])=O)NC(=O)[C@H](C)NC(=O)[C@@H]([NH3+])CC1=CC=CC=C1 WSXKXSBOJXEZDV-DLOVCJGASA-N 0.000 abstract 1
- HWMGTNOVUDIKRE-UWVGGRQHSA-N Phe-Asp Chemical compound OC(=O)C[C@@H](C(O)=O)NC(=O)[C@@H](N)CC1=CC=CC=C1 HWMGTNOVUDIKRE-UWVGGRQHSA-N 0.000 abstract 1
- SWZKMTDPQXLQRD-XVSYOHENSA-N Phe-Asp-Thr Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(O)=O SWZKMTDPQXLQRD-XVSYOHENSA-N 0.000 abstract 1
- MJAYDXWQQUOURZ-JYJNAYRXSA-N Phe-Lys-Gln Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(N)=O)C(O)=O MJAYDXWQQUOURZ-JYJNAYRXSA-N 0.000 abstract 1
- XOHJOMKCRLHGCY-UNQGMJICSA-N Phe-Pro-Thr Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N1CCC[C@H]1C(=O)N[C@@H]([C@@H](C)O)C(O)=O XOHJOMKCRLHGCY-UNQGMJICSA-N 0.000 abstract 1
- ZSKJPKFTPQCPIH-RCWTZXSCSA-N Pro-Arg-Thr Chemical compound [H]N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(O)=O ZSKJPKFTPQCPIH-RCWTZXSCSA-N 0.000 abstract 1
- XQPHBAKJJJZOBX-SRVKXCTJSA-N Pro-Lys-Glu Chemical compound [H]N1CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(O)=O XQPHBAKJJJZOBX-SRVKXCTJSA-N 0.000 abstract 1
- GOMUXSCOIWIJFP-GUBZILKMSA-N Pro-Ser-Arg Chemical compound [H]N1CCC[C@H]1C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O GOMUXSCOIWIJFP-GUBZILKMSA-N 0.000 abstract 1
- RZEQTVHJZCIUBT-WDSKDSINSA-N Ser-Arg Chemical compound OC[C@H](N)C(=O)N[C@H](C(O)=O)CCCNC(N)=N RZEQTVHJZCIUBT-WDSKDSINSA-N 0.000 abstract 1
- VQBCMLMPEWPUTB-ACZMJKKPSA-N Ser-Glu-Ser Chemical compound [H]N[C@@H](CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(O)=O VQBCMLMPEWPUTB-ACZMJKKPSA-N 0.000 abstract 1
- VMLONWHIORGALA-SRVKXCTJSA-N Ser-Leu-Leu Chemical compound CC(C)C[C@@H](C([O-])=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]([NH3+])CO VMLONWHIORGALA-SRVKXCTJSA-N 0.000 abstract 1
- IXZHZUGGKLRHJD-DCAQKATOSA-N Ser-Leu-Val Chemical compound [H]N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(O)=O IXZHZUGGKLRHJD-DCAQKATOSA-N 0.000 abstract 1
- FZEUTKVQGMVGHW-AVGNSLFASA-N Ser-Phe-Gln Chemical compound [H]N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(N)=O)C(O)=O FZEUTKVQGMVGHW-AVGNSLFASA-N 0.000 abstract 1
- FVFUOQIYDPAIJR-XIRDDKMYSA-N Ser-Trp-Leu Chemical compound CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)[C@H](CO)N FVFUOQIYDPAIJR-XIRDDKMYSA-N 0.000 abstract 1
- BEBVVQPDSHHWQL-NRPADANISA-N Ser-Val-Glu Chemical compound [H]N[C@@H](CO)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(O)=O BEBVVQPDSHHWQL-NRPADANISA-N 0.000 abstract 1
- OJRNZRROAIAHDL-LKXGYXEUSA-N Thr-Asn-Ser Chemical compound [H]N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(O)=O OJRNZRROAIAHDL-LKXGYXEUSA-N 0.000 abstract 1
- WNQJTLATMXYSEL-OEAJRASXSA-N Thr-Phe-Leu Chemical compound [H]N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(O)=O WNQJTLATMXYSEL-OEAJRASXSA-N 0.000 abstract 1
- CYCGARJWIQWPQM-YJRXYDGGSA-N Thr-Tyr-Ser Chemical compound C[C@@H](O)[C@H]([NH3+])C(=O)N[C@H](C(=O)N[C@@H](CO)C([O-])=O)CC1=CC=C(O)C=C1 CYCGARJWIQWPQM-YJRXYDGGSA-N 0.000 abstract 1
- CNLKDWSAORJEMW-KWQFWETISA-N Tyr-Gly-Ala Chemical compound [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)NCC(=O)N[C@@H](C)C(O)=O CNLKDWSAORJEMW-KWQFWETISA-N 0.000 abstract 1
- KCPFDGNYAMKZQP-KBPBESRZSA-N Tyr-Gly-Leu Chemical compound [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)NCC(=O)N[C@@H](CC(C)C)C(O)=O KCPFDGNYAMKZQP-KBPBESRZSA-N 0.000 abstract 1
- DJSYPCWZPNHQQE-FHWLQOOXSA-N Tyr-Tyr-Gln Chemical compound C([C@H](N)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CCC(N)=O)C(O)=O)C1=CC=C(O)C=C1 DJSYPCWZPNHQQE-FHWLQOOXSA-N 0.000 abstract 1
- 108010052670 arginyl-glutamyl-glutamic acid Proteins 0.000 abstract 1
- 108010040443 aspartyl-aspartic acid Proteins 0.000 abstract 1
- 108010092854 aspartyllysine Proteins 0.000 abstract 1
- 108010042598 glutamyl-aspartyl-glycine Proteins 0.000 abstract 1
- 108010055341 glutamyl-glutamic acid Proteins 0.000 abstract 1
- 208000037824 growth disorder Diseases 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 108010051242 phenylalanylserine Proteins 0.000 abstract 1
- 108010077112 prolyl-proline Proteins 0.000 abstract 1
- 108010048818 seryl-histidine Proteins 0.000 abstract 1
- 108010061238 threonyl-glycine Proteins 0.000 abstract 1
- 108010015666 tryptophyl-leucyl-glutamic acid Proteins 0.000 abstract 1
Classifications
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K38/00—Medicinal preparations containing peptides
- A61K38/16—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- A61K38/22—Hormones
- A61K38/27—Growth hormone [GH], i.e. somatotropin
-
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- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/56—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule
- A61K47/59—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
- A61K47/60—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic macromolecular compound, e.g. an oligomeric, polymeric or dendrimeric molecule obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes the organic macromolecular compound being a polyoxyalkylene oligomer, polymer or dendrimer, e.g. PEG, PPG, PEO or polyglycerol
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- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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Abstract
La présente invention concerne la PEGylation de l'hormone de croissance humaine (hGH) en utilisant un PEG ramifié avec du glycérol. La présente invention concerne également des procédes pour la PEGylation de la hGH. En outre, la présente invention concerne des compositions pharmaceutiques comprenant la hGH PEGgylée. Une forme de réalisation supplémentaire consiste en l'utilisation de la hGH PEGylée pour le traitement de troubles de la croissance et du développement. Phe pro Thr Ile pro Ieu ser Arg lieu Phe Asp Asn12 Ala Met Leu Arg Ala Hil Arg leu His Gln leu Ala24 Phe Asp Thr Tyr Gln Glu Phe Glu Glu Ale Tyr Ile 36 Pro LYs Glu Gln Lys Tyr Ser Phe Leu Gln Asn Pro48 Gln thr SeI' Leu Cys phe Ser Glu Ser Ile Pro Thr60 Pro ser Afin Arg Glu Glu 'l'hr Gln Gln Lys Ser Asn72 Leu Glu Leu Leu Arg Ile Ser Leu Leu Leu Ile Gln84 Ser Trp Leu Glu Pro Val Gln Ser Leu Arg Ser Val96 Phe Ala Asn Ser Leu Val Tyr Gly Ala Ser Asp Ser108 Asn val Tyr Asp Leu Leu L,ys Asp Leu Glu Glu Gly120 Ile Gln Thr Leu Met Gly Arg Leu Glu Asp Gly Ser132 Pro Arg Thr Gly Gln Ile Phe Lys Gln Thr Tyr Ser 144 Lys Phe Asp Thr Asn Ser His Asn Asp Asp Ala Leu156 Leu Lys Asn Tyr Gly Leu Leu Tyr Cye Phe Arg Lys168 ASp Met Asp Lys val Glu Thr phe Leu Arg Ile Val180 Gln Cys Arg Ser Val Glu Gly ser Cys G1y Phe 191 SEQ ID NO:1The present invention relates to the PEGylation of human growth hormone (hGH) using a branched PEG with glycerol. The present invention also relates to methods for the PEGylation of hGH. In addition, the present invention relates to pharmaceutical compositions comprising PEGylated hGH. A further embodiment is the use of PEGylated hGH for the treatment of growth and developmental disorders. Phe pro Thr Pro pro Ieu ser Arg place Phe Asp Asn12 Ala Met Leu Arg Ala Hil Arg leu His Gln leu Ala24 Phe Asp Thr Tyr Tyr Gln Glu Phe Glu Glu Ale Tire Ile 36 Pro LYs Glu Gln Lys Tyr Ser Phe Gln Gln Asn Pro48 Gln thr SeI 'Leu Cys phe Ser Glu Ser Ile Pro Thr60 Pro ser Arg Glu Glu' hr Gln Gln Lys Ser Asn72 Leu Glu Leu Leu Arg Ile Ser Leu Leu Leu Ile Gln84 Ser Trp Leu Glu Pro Val Gln Ser Leu Arg Ser Val96 Phe Ala Asn Ser Leu Val Tyr Gly Ala Ser Asp Ser108 Asn val Tyr Asp Leu Leu L, ys Asp Leu Glu Glu Gly120 Ile Gln Thr Leu Met Gly Arg Leu Glu Asp Gly Ser132 Pro Arg Thr Gly Gln Ile Phe Lys Gln Thr Tyr Ser 144 Lys Phe Asp Thr Asn Ser His Asn Asp Asp Ala Leu156 Leu Lys Asn Tyr Gly Leu Leu Tyr Cye Phe Arg Lys168 ASp Met Asp Lys val Glu Thr phe Leu Arg Ile Val180 Gln Cys Arg Ser Val Glu Gly ser Cys G1y Phe 191 SEQ ID NO: 1
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US60594504P | 2004-08-31 | 2004-08-31 | |
PCT/IB2005/002939 WO2006024953A2 (en) | 2004-08-31 | 2005-08-25 | Glycerol branched polyethylene glycol human growth hormone conjugates, process for their preparation, and methods of use thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
TNSN07078A1 true TNSN07078A1 (en) | 2008-06-02 |
Family
ID=35708806
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
TNP2007000078A TNSN07078A1 (en) | 2004-08-31 | 2007-02-27 | HUMAN GROWTH HORMONE CONJUGATES WITH GLYCEROL BRANCHED POLYETHYLENE GLYCOL, PROCESS FOR THEIR PREPARATION AND METHODS FOR THEIR USE |
Country Status (24)
Country | Link |
---|---|
EP (1) | EP1789092A2 (en) |
JP (1) | JP2008511610A (en) |
KR (1) | KR20070042567A (en) |
CN (1) | CN101010105A (en) |
AP (1) | AP2007003919A0 (en) |
AR (1) | AR050851A1 (en) |
AU (1) | AU2005278903A1 (en) |
BR (1) | BRPI0515118A (en) |
CA (1) | CA2577999A1 (en) |
CR (1) | CR8942A (en) |
EA (1) | EA200700380A1 (en) |
EC (1) | ECSP077281A (en) |
GT (1) | GT200500235A (en) |
IL (1) | IL181085A0 (en) |
MA (1) | MA28908B1 (en) |
MX (1) | MX2007002441A (en) |
NL (1) | NL1029828C2 (en) |
NO (1) | NO20071322L (en) |
PE (1) | PE20060654A1 (en) |
TN (1) | TNSN07078A1 (en) |
TW (1) | TW200621291A (en) |
UY (1) | UY29088A1 (en) |
WO (1) | WO2006024953A2 (en) |
ZA (1) | ZA200701802B (en) |
Families Citing this family (28)
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US7495087B2 (en) | 1997-07-14 | 2009-02-24 | Bolder Biotechnology, Inc. | Cysteine muteins in the C-D loop of human interleukin-11 |
BR9812267B1 (en) | 1997-07-14 | 2013-11-26 | Recombinant Growth Hormone. | |
EP1144613B2 (en) | 1999-01-14 | 2020-05-06 | Bolder Biotechnology, Inc. | Methods for making proteins containing free cysteine residues |
US7855279B2 (en) | 2005-09-27 | 2010-12-21 | Amunix Operating, Inc. | Unstructured recombinant polymers and uses thereof |
EP1834963A1 (en) * | 2006-03-13 | 2007-09-19 | Siegfried Ltd. | Di-polymer protein conjugates and processes for their preparation |
MX2008014358A (en) * | 2006-05-12 | 2008-11-24 | Dong A Pharm Co Ltd | Polyethylene glycol-interferon alpha conjugate. |
JP2008069073A (en) * | 2006-09-12 | 2008-03-27 | Yokohama Tlo Co Ltd | Lactoferrin conjugate and its manufacturing method |
KR101079993B1 (en) | 2006-11-17 | 2011-11-04 | 동아제약주식회사 | Polyethylene glycol-G-CSF conjugate |
CL2008002399A1 (en) | 2007-08-16 | 2009-01-02 | Pharmaessentia Corp | Substantially pure conjugate having a polymeric portion, a protein portion (interferon alpha 2b) and an aliphatic binder of 1 to 10 carbon atoms, useful in the treatment of hepatitis b or c. |
WO2010011096A2 (en) * | 2008-07-23 | 2010-01-28 | Hanmi Pharmaceutical Co., Ltd. | A polypeptide complex comprising non-peptidyl polymer having three functional ends |
AU2009276458B2 (en) | 2008-07-31 | 2014-06-19 | Pharmaessentia Corp. | Peptide-polymer conjugates |
US8535655B2 (en) | 2008-10-10 | 2013-09-17 | Polyactiva Pty Ltd. | Biodegradable polymer—bioactive moiety conjugates |
PT2355853T (en) * | 2008-10-10 | 2017-03-15 | Polyactiva Pty Ltd | Biodegradable polymer - bioactive moiety conjugates |
SI2340271T1 (en) | 2008-10-10 | 2019-08-30 | Polyactiva Pty Ltd. | Polymer-bioactive agent conjugates |
US8703717B2 (en) | 2009-02-03 | 2014-04-22 | Amunix Operating Inc. | Growth hormone polypeptides and methods of making and using same |
WO2010091122A1 (en) | 2009-02-03 | 2010-08-12 | Amunix, Inc. | Extended recombinant polypeptides and compositions comprising same |
US8680050B2 (en) | 2009-02-03 | 2014-03-25 | Amunix Operating Inc. | Growth hormone polypeptides fused to extended recombinant polypeptides and methods of making and using same |
US9849188B2 (en) | 2009-06-08 | 2017-12-26 | Amunix Operating Inc. | Growth hormone polypeptides and methods of making and using same |
JP6086528B2 (en) | 2009-08-06 | 2017-03-01 | ノヴォ・ノルディスク・ヘルス・ケア・アーゲー | Growth hormone with long-term in vivo efficacy |
CN101831067A (en) * | 2010-05-31 | 2010-09-15 | 王二新 | Polyethylene glycol ester conjugate and application thereof in medicine preparation |
EP2446898A1 (en) | 2010-09-30 | 2012-05-02 | Laboratorios Del. Dr. Esteve, S.A. | Use of growth hormone to enhance the immune response in immunosuppressed patients |
CN102367290B (en) * | 2011-04-26 | 2013-05-08 | 厦门赛诺邦格生物科技有限公司 | Chain-functionalized multi-level branched polyethylene glycol and synthesis method thereof |
WO2014110867A1 (en) * | 2013-01-17 | 2014-07-24 | 厦门赛诺邦格生物科技有限公司 | Monofunctional branched polyethyleneglycol and bio-related substance modified by same |
CN104877127B (en) | 2015-06-23 | 2017-11-10 | 厦门赛诺邦格生物科技股份有限公司 | A kind of eight arms polyethyleneglycol derivative, preparation method and its bio-related substance of modification |
SI3215193T1 (en) | 2014-11-06 | 2024-02-29 | Pharmaessentia Corporation | Dosage regimen for pegylated interferon |
JP7227633B2 (en) * | 2017-12-29 | 2023-02-22 | エフ. ホフマン-ラ ロシュ エージー. | Methods for providing PEGylated protein compositions |
EP3731872B1 (en) | 2017-12-29 | 2021-11-24 | F. Hoffmann-La Roche AG | Process for providing pegylated protein composition |
JP7137625B2 (en) * | 2017-12-29 | 2022-09-14 | エフ.ホフマン-ラ ロシュ アーゲー | Methods for providing PEGylated protein compositions |
Family Cites Families (10)
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AU2147192A (en) * | 1991-06-28 | 1993-01-25 | Genentech Inc. | Method of stimulating immune response using growth hormone |
JP3092531B2 (en) * | 1996-11-05 | 2000-09-25 | 日本油脂株式会社 | Method for producing imidyl succinate-substituted polyoxyalkylene derivative |
BR9812267B1 (en) * | 1997-07-14 | 2013-11-26 | Recombinant Growth Hormone. | |
JP3921781B2 (en) * | 1998-02-12 | 2007-05-30 | 日本油脂株式会社 | Carboxyl group-containing polyoxyalkylene compound |
EP1144613B2 (en) * | 1999-01-14 | 2020-05-06 | Bolder Biotechnology, Inc. | Methods for making proteins containing free cysteine residues |
IL162031A0 (en) * | 2001-11-20 | 2005-11-20 | Pharmacia Corp | Chemically-modified human growth hormone conjugates |
AP2005003246A0 (en) * | 2002-09-09 | 2005-03-31 | Nektar Therapeutics Al Corp | Water-soluble polymer alkanals |
JP4412461B2 (en) * | 2002-11-20 | 2010-02-10 | 日油株式会社 | Modified bio-related substance, production method thereof and intermediate |
WO2004060406A2 (en) * | 2002-12-31 | 2004-07-22 | Nektar Therapeutics Al, Corporation | Polymeric reagents comprising a ketone or a related functional group |
TR201907313T4 (en) * | 2003-05-23 | 2019-06-21 | Nektar Therapeutics | PEG derivatives containing two PEG chains. |
-
2005
- 2005-08-25 EA EA200700380A patent/EA200700380A1/en unknown
- 2005-08-25 CA CA002577999A patent/CA2577999A1/en not_active Abandoned
- 2005-08-25 AU AU2005278903A patent/AU2005278903A1/en not_active Abandoned
- 2005-08-25 CN CNA2005800291171A patent/CN101010105A/en active Pending
- 2005-08-25 MX MX2007002441A patent/MX2007002441A/en unknown
- 2005-08-25 BR BRPI0515118-0A patent/BRPI0515118A/en not_active IP Right Cessation
- 2005-08-25 AP AP2007003919A patent/AP2007003919A0/en unknown
- 2005-08-25 EP EP05784225A patent/EP1789092A2/en not_active Withdrawn
- 2005-08-25 WO PCT/IB2005/002939 patent/WO2006024953A2/en active Application Filing
- 2005-08-25 KR KR1020077004912A patent/KR20070042567A/en not_active Application Discontinuation
- 2005-08-25 JP JP2007529040A patent/JP2008511610A/en active Pending
- 2005-08-26 PE PE2005000991A patent/PE20060654A1/en not_active Application Discontinuation
- 2005-08-29 AR ARP050103612A patent/AR050851A1/en unknown
- 2005-08-29 UY UY29088A patent/UY29088A1/en not_active Application Discontinuation
- 2005-08-30 NL NL1029828A patent/NL1029828C2/en not_active IP Right Cessation
- 2005-08-30 TW TW094129583A patent/TW200621291A/en unknown
- 2005-08-30 GT GT200500235A patent/GT200500235A/en unknown
-
2007
- 2007-01-31 IL IL181085A patent/IL181085A0/en unknown
- 2007-02-26 CR CR8942A patent/CR8942A/en not_active Application Discontinuation
- 2007-02-27 TN TNP2007000078A patent/TNSN07078A1/en unknown
- 2007-02-27 EC EC2007007281A patent/ECSP077281A/en unknown
- 2007-02-28 MA MA29724A patent/MA28908B1/en unknown
- 2007-02-28 ZA ZA200701802A patent/ZA200701802B/en unknown
- 2007-03-09 NO NO20071322A patent/NO20071322L/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
ECSP077281A (en) | 2007-03-29 |
MX2007002441A (en) | 2007-05-04 |
IL181085A0 (en) | 2007-07-04 |
EA200700380A1 (en) | 2007-10-26 |
GT200500235A (en) | 2006-03-21 |
ZA200701802B (en) | 2008-08-27 |
NL1029828C2 (en) | 2006-10-20 |
NL1029828A1 (en) | 2006-03-01 |
WO2006024953A3 (en) | 2007-01-18 |
JP2008511610A (en) | 2008-04-17 |
CA2577999A1 (en) | 2006-03-09 |
NO20071322L (en) | 2007-05-29 |
KR20070042567A (en) | 2007-04-23 |
EP1789092A2 (en) | 2007-05-30 |
PE20060654A1 (en) | 2006-08-12 |
MA28908B1 (en) | 2007-10-01 |
BRPI0515118A (en) | 2008-07-01 |
CR8942A (en) | 2007-08-16 |
AP2007003919A0 (en) | 2007-02-28 |
AU2005278903A1 (en) | 2006-03-09 |
TW200621291A (en) | 2006-07-01 |
CN101010105A (en) | 2007-08-01 |
WO2006024953A2 (en) | 2006-03-09 |
AR050851A1 (en) | 2006-11-29 |
UY29088A1 (en) | 2006-03-31 |
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