RU94024278A - PEPTIDE AND METHOD FOR ITS PREPARATION - Google Patents
PEPTIDE AND METHOD FOR ITS PREPARATIONInfo
- Publication number
- RU94024278A RU94024278A RU94024278/14A RU94024278A RU94024278A RU 94024278 A RU94024278 A RU 94024278A RU 94024278/14 A RU94024278/14 A RU 94024278/14A RU 94024278 A RU94024278 A RU 94024278A RU 94024278 A RU94024278 A RU 94024278A
- Authority
- RU
- Russia
- Prior art keywords
- cys
- ala
- orn
- lys
- tyr
- Prior art date
Links
- -1 D-Ltu Chemical compound 0.000 claims 19
- KDXKERNSBIXSRK-RXMQYKEDSA-N D-lysine Chemical compound NCCCC[C@@H](N)C(O)=O KDXKERNSBIXSRK-RXMQYKEDSA-N 0.000 claims 6
- QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical compound C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims 4
- 125000000052 D-arginine group Chemical group [H]N([H])[C@@]([H])(C(=O)[*])C([H])([H])C([H])([H])C([H])([H])N([H])C(N([H])[H])=N[H] 0.000 claims 4
- DCXYFEDJOCDNAF-UWTATZPHSA-N D-asparagine Chemical compound OC(=O)[C@H](N)CC(N)=O DCXYFEDJOCDNAF-UWTATZPHSA-N 0.000 claims 4
- CKLJMWTZIZZHCS-UWTATZPHSA-N D-aspartic acid Chemical compound OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 claims 4
- XUJNEKJLAYXESH-UWTATZPHSA-N D-cysteine Chemical compound SC[C@@H](N)C(O)=O XUJNEKJLAYXESH-UWTATZPHSA-N 0.000 claims 4
- WHUUTDBJXJRKMK-GSVOUGTGSA-N D-glutamic acid Chemical compound OC(=O)[C@H](N)CCC(O)=O WHUUTDBJXJRKMK-GSVOUGTGSA-N 0.000 claims 4
- HNDVDQJCIGZPNO-RXMQYKEDSA-N D-histidine Chemical compound OC(=O)[C@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0.000 claims 4
- AGPKZVBTJJNPAG-RFZPGFLSSA-N D-isoleucine Chemical compound CC[C@@H](C)[C@@H](N)C(O)=O AGPKZVBTJJNPAG-RFZPGFLSSA-N 0.000 claims 4
- FFEARJCKVFRZRR-SCSAIBSYSA-N D-methionine Chemical compound CSCC[C@@H](N)C(O)=O FFEARJCKVFRZRR-SCSAIBSYSA-N 0.000 claims 4
- COLNVLDHVKWLRT-MRVPVSSYSA-N D-phenylalanine Chemical compound OC(=O)[C@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-MRVPVSSYSA-N 0.000 claims 4
- 125000000237 D-prolino group Chemical group [H]OC(=O)[C@]1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
- MTCFGRXMJLQNBG-UWTATZPHSA-N D-serine Chemical compound OC[C@@H](N)C(O)=O MTCFGRXMJLQNBG-UWTATZPHSA-N 0.000 claims 4
- AYFVYJQAPQTCCC-STHAYSLISA-N D-threonine Chemical compound C[C@H](O)[C@@H](N)C(O)=O AYFVYJQAPQTCCC-STHAYSLISA-N 0.000 claims 4
- OUYCCCASQSFEME-MRVPVSSYSA-N D-tyrosine Chemical compound OC(=O)[C@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-MRVPVSSYSA-N 0.000 claims 4
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims 4
- OABOXRPGTFRBFZ-IMJSIDKUSA-N (2R)-2-[[(2R)-2-amino-3-sulfanylpropanoyl]amino]-3-sulfanylpropanoic acid Chemical compound SC[C@H](N)C(=O)N[C@@H](CS)C(O)=O OABOXRPGTFRBFZ-IMJSIDKUSA-N 0.000 claims 2
- ZDXPYRJPNDTMRX-GSVOUGTGSA-N D-glutamine Chemical compound OC(=O)[C@H](N)CCC(N)=O ZDXPYRJPNDTMRX-GSVOUGTGSA-N 0.000 claims 2
- ROHFNLRQFUQHCH-RXMQYKEDSA-N D-leucine Chemical compound CC(C)C[C@@H](N)C(O)=O ROHFNLRQFUQHCH-RXMQYKEDSA-N 0.000 claims 2
- QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 claims 2
- KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims 2
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims 2
- DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 claims 2
- XUJNEKJLAYXESH-REOHCLBHSA-N L-cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 2
- ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims 2
- 125000000174 L-prolyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(*)=O 0.000 claims 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N L-serine Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims 2
- 125000000510 L-tryptophano group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C(C([H])([H])[C@@]([H])(C(O[H])=O)N([H])[*])C2=C1[H] 0.000 claims 2
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 150000001413 amino acids Chemical class 0.000 claims 2
- 108010004073 cysteinylcysteine Proteins 0.000 claims 2
- 125000000267 glycino group Chemical group [H]N([*])C([H])([H])C(=O)O[H] 0.000 claims 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 claims 1
- 230000002378 acidificating Effects 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000004255 ion exchange chromatography Methods 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
Claims (2)
X-Tyr-Y-Phe-Z-A,
где X - H или Arg, D-Arg, Orn, D-Orn, Lys, D-Lys, -Har, D-Har, Cyt, D-Cyt.1. The peptide of the formula
X-Tyr-Y-Phe-ZA,
where X is H or Arg, D-Arg, Orn, D-Orn, Lys, D-Lys, -Har, D-Har, Cyt, D-Cyt.
X - Tyr - Y - Phe - Z - A,
где Х - Н или Arg, D-Arg, Orn, D-Orn, Lys, D-Lys, -Har, D-Har, Cyt, D-Cyt.2. The method of obtaining the peptide of the formula
X - Tyr - Y - Phe - Z - A,
where X is H or Arg, D-Arg, Orn, D-Orn, Lys, D-Lys, -Har, D-Har, Cyt, D-Cyt.
заключающийся в том, что процесс ведут в растворе, используя метод смешанных ангидридов, где в качестве исходного используют бензиловый эфир аминокислоты и третбутилоксикарбонилфенилаланин, к полученному соединению последовательно присоединяют третбутилоксикарбониламинокислоты с предварительным отщеплением на каждой стадии третбутилоксикарбонильной группы в кислой среде, затем пропускают ток водорода в присутствии палладиевого катализатора и целевой продукт очищают ионообменной хроматографией.A - OH or substituted amide (C 1 - C 3 ),
consisting in that the process is carried out in solution, using the method of mixed anhydrides, where the initial use benzyl ester amino acid and tretbutiloksikarbonilfenilalanin, the resulting compound successively attached tretbutiloksikarbonilaminokisloty with prior cleavage at each stage tretbutiloksikarbonilnoy group in acidic medium, then passed hydrogen current in the presence of palladium catalyst and target product are purified by ion exchange chromatography.
Priority Applications (14)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU9494024278A RU2067000C1 (en) | 1994-06-29 | 1994-06-29 | Peptide and a method of its synthesis |
CNB951943820A CN1165336C (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of obtaining it and a pharmaceutical compound based on it |
JP50356096A JP3668950B2 (en) | 1994-06-29 | 1995-06-27 | Peptides, their synthesis methods and pharmaceuticals based on them |
DE69534061T DE69534061T2 (en) | 1994-06-29 | 1995-06-27 | A PEPTIDE, A METHOD OF ITS PRESENTATION AND A PHARMACEUTICAL PREPARATION BASED ON HIM |
ES95924554T ES2239760T3 (en) | 1994-06-29 | 1995-06-27 | PEPTIDE, A METHOD TO OBTAIN IT AND A PHARMACEUTICAL COMPOSITION BASED ON IT. |
DK95924554T DK0779076T3 (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of preparing it and a pharmaceutical compound based on it |
PT95924554T PT779076E (en) | 1994-06-29 | 1995-06-27 | A METHOD FOR THEIR OBTAINATION AND A PHARMACEUTICAL COMPOSITION OM BASED ON THESE |
PCT/RU1995/000138 WO1996002267A1 (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of obtaining it and a pharmaceutical compound based on it |
AT95924554T ATE290547T1 (en) | 1994-06-29 | 1995-06-27 | A PEPTIDE, A METHOD FOR THE PREPARATION THEREOF AND A PHARMACEUTICAL PREPARATION BASED THEREOF |
AU29002/95A AU693576B2 (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of obtaining it and a pharmaceutical compound based on it |
CA2193969A CA2193969C (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of obtaining it and a pharmaceutical compound based on it |
EP95924554A EP0779076B1 (en) | 1994-06-29 | 1995-06-27 | Peptide, a method of obtaining it and a pharmaceutical compound based on it |
US08/681,248 US6184208B1 (en) | 1994-06-29 | 1996-07-22 | Peptide, a method for its preparation and a pharmaceutical composition containing the peptide |
HK98113808A HK1012551A1 (en) | 1994-06-29 | 1998-12-17 | Peptide, a method of obtaining it and a pharmaceutical compound based on it. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
RU9494024278A RU2067000C1 (en) | 1994-06-29 | 1994-06-29 | Peptide and a method of its synthesis |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2067000C1 RU2067000C1 (en) | 1996-09-27 |
RU94024278A true RU94024278A (en) | 1997-11-10 |
Family
ID=20157803
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU9494024278A RU2067000C1 (en) | 1994-06-29 | 1994-06-29 | Peptide and a method of its synthesis |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0779076B1 (en) |
JP (1) | JP3668950B2 (en) |
CN (1) | CN1165336C (en) |
AT (1) | ATE290547T1 (en) |
AU (1) | AU693576B2 (en) |
CA (1) | CA2193969C (en) |
DE (1) | DE69534061T2 (en) |
DK (1) | DK0779076T3 (en) |
ES (1) | ES2239760T3 (en) |
HK (1) | HK1012551A1 (en) |
PT (1) | PT779076E (en) |
RU (1) | RU2067000C1 (en) |
WO (1) | WO1996002267A1 (en) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5868728A (en) * | 1995-02-28 | 1999-02-09 | Photogenesis, Inc. | Medical linear actuator for surgical delivery, manipulation, and extraction |
RU2107691C1 (en) * | 1995-03-02 | 1998-03-27 | Дейгин Владислав Исакович | Peptide and method for its preparation |
US6127339A (en) * | 1995-06-21 | 2000-10-03 | Asahi Kasei Kogyo Kabushiki Kaisha | Peptide for binding thereto a low density lipoprotein |
WO1997010261A1 (en) * | 1995-09-11 | 1997-03-20 | Daiichi Pharmaceutical Co., Ltd. | Peptide derivatives |
WO2000043352A1 (en) | 1999-01-22 | 2000-07-27 | Pharmacore, Inc. | A method for the synthesis of compounds of formula 1 and derivatives thereof |
US7473426B2 (en) | 2001-02-27 | 2009-01-06 | Yun Seok Choe | Method for selectively inhibiting reuptake of serotonin and norepinephrine using yeast extract |
WO2002067959A1 (en) * | 2001-02-27 | 2002-09-06 | Neurotide Co., Ltd. | Peptide derived from yeast having activities as anti-tsress, anti-fatigue and brain neurotrophic factor and relaxing premenstrual syndrome and menstrual pain, and prepairing process thereof |
CN101627049B (en) | 2006-11-10 | 2012-09-05 | 卡拉治疗学股份有限公司 | Synthetic peptide amides |
US7842662B2 (en) | 2006-11-10 | 2010-11-30 | Cara Therapeutics, Inc. | Synthetic peptide amide dimers |
US8236766B2 (en) | 2006-11-10 | 2012-08-07 | Cara Therapeutics, Inc. | Uses of synthetic peptide amides |
US8906859B2 (en) | 2006-11-10 | 2014-12-09 | Cera Therapeutics, Inc. | Uses of kappa opioid synthetic peptide amides |
US7713937B2 (en) | 2006-11-10 | 2010-05-11 | Cara Therapeutics, Inc. | Synthetic peptide amides and dimeric forms thereof |
US10221213B2 (en) | 2013-12-27 | 2019-03-05 | Stealth Biotherapeutics Corp | Pharmaceutically relevant aromatic-cationic peptides |
CA2978905A1 (en) | 2015-03-06 | 2016-09-15 | Stealth Biotherapeutics Corp | Processes for preparing pharmaceutically relevant peptides |
KR102429287B1 (en) * | 2015-12-10 | 2022-08-05 | 가부시끼가이샤 메니콘 | Peptide composition |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL8005121A (en) * | 1979-09-20 | 1981-03-24 | Erba Farmitalia | ORGANICALLY ACTIVE PEPTIDES. |
IE56021B1 (en) * | 1982-10-13 | 1991-03-27 | Akzo Nv | Peptides |
JPS59181293A (en) * | 1983-03-31 | 1984-10-15 | Kyowa Hakko Kogyo Co Ltd | Novel physiologically active proteinous substance |
FR2546756B1 (en) * | 1983-06-03 | 1985-11-29 | Centre Nat Rech Scient | NOVEL IMMUNOSTIMULATING DERIVATIVES, THEIR PREPARATION AND THEIR APPLICATION AS MEDICAMENTS |
GB2146026A (en) * | 1983-09-07 | 1985-04-11 | Tanabe Seiyaku Co | Peptides and process for preparing the same |
DE3435727A1 (en) * | 1984-09-28 | 1986-04-10 | Victor Dipl.-Chem. Dr.med. 6200 Wiesbaden Brantl | PHARMACOLOGICALLY ACTIVE PEPTIDES |
DE3841763A1 (en) * | 1988-12-12 | 1990-06-13 | Basf Ag | NEW TNF PEPTIDES |
DE3841761A1 (en) * | 1988-12-12 | 1990-06-13 | Basf Ag | NEW TNF PEPTIDES |
SE9300012D0 (en) * | 1993-01-05 | 1993-01-05 | Astra Ab | NEW PEPTIDES |
-
1994
- 1994-06-29 RU RU9494024278A patent/RU2067000C1/en active
-
1995
- 1995-06-27 AU AU29002/95A patent/AU693576B2/en not_active Ceased
- 1995-06-27 EP EP95924554A patent/EP0779076B1/en not_active Expired - Lifetime
- 1995-06-27 ES ES95924554T patent/ES2239760T3/en not_active Expired - Lifetime
- 1995-06-27 AT AT95924554T patent/ATE290547T1/en not_active IP Right Cessation
- 1995-06-27 DK DK95924554T patent/DK0779076T3/en active
- 1995-06-27 CA CA2193969A patent/CA2193969C/en not_active Expired - Fee Related
- 1995-06-27 CN CNB951943820A patent/CN1165336C/en not_active Expired - Fee Related
- 1995-06-27 JP JP50356096A patent/JP3668950B2/en not_active Expired - Fee Related
- 1995-06-27 PT PT95924554T patent/PT779076E/en unknown
- 1995-06-27 DE DE69534061T patent/DE69534061T2/en not_active Expired - Lifetime
- 1995-06-27 WO PCT/RU1995/000138 patent/WO1996002267A1/en active IP Right Grant
-
1998
- 1998-12-17 HK HK98113808A patent/HK1012551A1/en unknown
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