ATE136551T1 - Festphase-verfahren zur gewinnung von thymosin- alpha-1 - Google Patents

Festphase-verfahren zur gewinnung von thymosin- alpha-1

Info

Publication number: ATE136551T1
Authority: AT; Austria
Prior art keywords: alpha; moz; amino acids; trifluoroacetic acid; groups
Prior art date: 1988-05-10

Application number

AT89304584T

Other languages

English (en)

Inventor

Su Sun Wang

Original Assignee

Alpha 1 Biomedicals Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1988-05-10

Filing date

1989-05-05

Publication date

1996-04-15

1989-05-05 Application filed by Alpha 1 Biomedicals Inc filed Critical Alpha 1 Biomedicals Inc

1996-04-15 Application granted granted Critical

1996-04-15 Publication of ATE136551T1 publication Critical patent/ATE136551T1/de

Links

239000007790 solid phase Substances 0.000 title abstract 2
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 5
239000011347 resin Substances 0.000 abstract 3
229920005989 resin Polymers 0.000 abstract 3
-1 4-methyloxybenzyloxycarbonyl Chemical group 0.000 abstract 2
108010078233 Thymalfasin Proteins 0.000 abstract 2
102400000800 Thymosin alpha-1 Human genes 0.000 abstract 2
RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 abstract 2
238000003776 cleavage reaction Methods 0.000 abstract 2
230000007017 scission Effects 0.000 abstract 2
NZVYCXVTEHPMHE-ZSUJOUNUSA-N thymalfasin Chemical compound CC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O NZVYCXVTEHPMHE-ZSUJOUNUSA-N 0.000 abstract 2
229960004231 thymalfasin Drugs 0.000 abstract 2
239000000159 acid neutralizing agent Substances 0.000 abstract 1
150000001413 amino acids Chemical class 0.000 abstract 1
125000003277 amino group Chemical group 0.000 abstract 1
238000009835 boiling Methods 0.000 abstract 1
238000011109 contamination Methods 0.000 abstract 1
238000010511 deprotection reaction Methods 0.000 abstract 1
239000010808 liquid waste Substances 0.000 abstract 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 abstract 1
SHDMMLFAFLZUEV-UHFFFAOYSA-N n-methyl-1,1-diphenylmethanamine Chemical compound C=1C=CC=CC=1C(NC)C1=CC=CC=C1 SHDMMLFAFLZUEV-UHFFFAOYSA-N 0.000 abstract 1
238000010647 peptide synthesis reaction Methods 0.000 abstract 1
238000011084 recovery Methods 0.000 abstract 1
238000004064 recycling Methods 0.000 abstract 1
238000010532 solid phase synthesis reaction Methods 0.000 abstract 1
239000002904 solvent Substances 0.000 abstract 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 abstract 1
ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
- C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
- C07K1/063—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for alpha-amino functions
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/04—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers
- C07K1/042—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length on carriers characterised by the nature of the carrier
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/57581—Thymosin; Related peptides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Biophysics (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Analytical Chemistry (AREA)
Endocrinology (AREA)
Toxicology (AREA)
Zoology (AREA)
Gastroenterology & Hepatology (AREA)
Peptides Or Proteins (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

AT89304584T 1988-05-10 1989-05-05 Festphase-verfahren zur gewinnung von thymosin- alpha-1 ATE136551T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US19234988A	1988-05-10	1988-05-10

Publications (1)

Publication Number	Publication Date
ATE136551T1 true ATE136551T1 (de)	1996-04-15

Family

ID=22709272

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT89304584T ATE136551T1 (de)	1988-05-10	1989-05-05	Festphase-verfahren zur gewinnung von thymosin- alpha-1

Country Status (6)

Country	Link
US (2)	US5610272A (de)
EP (1)	EP0341935B1 (de)
JP (1)	JP2812709B2 (de)
KR (1)	KR970010922B1 (de)
AT (1)	ATE136551T1 (de)
DE (1)	DE68926178T2 (de)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ATE136551T1 (de) *	1988-05-10	1996-04-15	Alpha 1 Biomedicals Inc	Festphase-verfahren zur gewinnung von thymosin- alpha-1
US6262230B1 (en) *	1994-01-28	2001-07-17	Sciclone Pharmaceuticals Inc.	Analogs of thymosin α1
US20040202645A1 (en) *	2003-04-08	2004-10-14	Khan Nisar Ahmed	Administration of gene-regulatory peptides
US8680059B2 (en) *	1998-05-20	2014-03-25	Biotempt B.V.	Oligopeptide acetate and formulations thereof
US6921751B1 (en) *	1998-05-20	2005-07-26	Erasmus Universiteit Rotterdam	Immunoregulator
US20030220258A1 (en) *	2001-12-21	2003-11-27	Robbert Benner	Treatment of ischemic events
US6844315B2 (en)	1998-05-20	2005-01-18	Erasmus Universiteit Rotterdam	Immunoregulator
US20050227925A1 (en) *	2004-04-08	2005-10-13	Robbert Benner	Compositions capable of reducing elevated blood urea concentration
US7358330B2 (en) *	2001-03-29	2008-04-15	Biotempt B.V.	Immunoregulatory compositions
US20050037430A1 (en) *	2000-03-29	2005-02-17	Biotempt B.V.	Methods and uses for protein breakdown products
EP1300418A1 (de) *	2001-10-04	2003-04-09	Erasmus Universiteit Rotterdam	Genregulation durch Oligopeptide
WO2003035111A1 (en) *	2001-10-24	2003-05-01	Sciclone Pharmaceuticals, Inc.	Antiretroviral compositions comprising thymosin alpha peptides and protease inhibitors
US7560433B2 (en)	2001-12-21	2009-07-14	Biotempt B.V.	Treatment of multiple sclerosis (MS)
US7786084B2 (en) *	2001-12-21	2010-08-31	Biotempt B.V.	Treatment of burns
US20030220257A1 (en) *	2001-12-21	2003-11-27	Robbert Benner	Treatment of trauma
US20080242837A1 (en) *	2001-12-21	2008-10-02	Khan Nisar A	Peptide compositions
US20080318871A1 (en) *	2001-12-21	2008-12-25	Khan Nisar A	Treatment of neurological disorders
US20090227505A1 (en) *	2004-01-07	2009-09-10	Biotempt B.V.	Methods and uses for protein breakdown products
CN101166761A (zh) *	2005-05-04	2008-04-23	隆萨股份公司	肽合成法
WO2007004869A2 (en) *	2005-07-05	2007-01-11	Biotempt B.V.	Treatment of tumors
EP1864692A1 (de) *	2006-06-07	2007-12-12	Biotempt B.V.	Verwendung von peptiden zum Schutz von Strahlenschäden
ES2288118B1 (es)	2006-05-10	2008-11-01	Bcn Peptides, S.A.	Procedimiento para sintetizar timosinas.
DK2120991T3 (da) *	2007-02-12	2014-04-28	Biotempt Bv	Behandling af traumatisk blødning med korte oligopeptider
US20080217002A1 (en) *	2007-03-07	2008-09-11	Floyd Randolph Simonds	Sand control screen having a micro-perforated filtration layer
CN101104638B (zh) *	2007-06-18	2011-06-01	苏州天马医药集团天吉生物制药有限公司	胸腺素α1的固相合成工艺
CN103980357B (zh) *	2013-09-10	2017-07-07	杭州阿诺生物医药科技股份有限公司	一种合成胸腺法新的方法
CN108218980B (zh) *	2016-12-21	2020-12-08	鲁南制药集团股份有限公司	一种胸腺法新的合成方法
CN109748954B (zh) *	2017-11-06	2022-03-01	正大天晴药业集团股份有限公司	一种地加瑞克的纯化方法
CN116997559A (zh)	2021-03-19	2023-11-03	富士胶片株式会社	氨基酸或肽的制造方法、保护基形成用试剂及化合物
CN116159514B (zh) *	2023-01-17	2026-01-02	希施生物科技（上海）有限公司	裂解喷雾沉淀冷凝系统及除去三氟乙酸的方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4207311A (en) *	1977-07-18	1980-06-10	The Salk Institute For Biological Studies	Peptides having analgesic and thermoregulative properties
US4148788A (en) *	1978-01-23	1979-04-10	Hoffmann-La Roche Inc.	Synthesis of thymosin α1
JPS54148722A (en) *	1978-05-12	1979-11-21	Takeda Chem Ind Ltd	Nonapeptide and its preparation
US4215112A (en) *	1979-03-14	1980-07-29	Ortho Pharmaceutical Corporation	Tripeptides and methods
US4244946A (en) *	1979-06-11	1981-01-13	The Salk Institute For Biological Studies	Water-soluble peptides affecting gonadal function
US4382922A (en) *	1980-08-29	1983-05-10	The Salk Institute For Biological Studies	Peptides affecting gonadal function
US4361673A (en) *	1980-09-19	1982-11-30	American Home Products Corporation	Polypeptide compositions
US4406832A (en) *	1981-09-03	1983-09-27	Mallinckrodt, Inc.	Peptide-type substrates useful in the quantitative determination of endotoxin
US4507230A (en) *	1982-05-12	1985-03-26	Research Corporation	Peptide synthesis reagents and method of use
US4855407A (en) *	1985-04-11	1989-08-08	Alpha-1 Biomedicals, Inc.	Solid phase process for synthesizing peptides
ATE136551T1 (de) *	1988-05-10	1996-04-15	Alpha 1 Biomedicals Inc	Festphase-verfahren zur gewinnung von thymosin- alpha-1

1989
- 1989-05-05 AT AT89304584T patent/ATE136551T1/de not_active IP Right Cessation
- 1989-05-05 EP EP89304584A patent/EP0341935B1/de not_active Expired - Lifetime
- 1989-05-05 DE DE68926178T patent/DE68926178T2/de not_active Expired - Lifetime
- 1989-05-09 JP JP1115944A patent/JP2812709B2/ja not_active Expired - Lifetime
- 1989-05-10 KR KR1019890006267A patent/KR970010922B1/ko not_active Expired - Fee Related
1991
- 1991-04-15 US US07/684,520 patent/US5610272A/en not_active Expired - Lifetime
1996
- 1996-08-08 US US08/695,772 patent/US5856440A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
KR890017267A (ko)	1989-12-15
JPH0236197A (ja)	1990-02-06
US5856440A (en)	1999-01-05
US5610272A (en)	1997-03-11
EP0341935A3 (de)	1991-05-22
DE68926178D1 (de)	1996-05-15
EP0341935A2 (de)	1989-11-15
HK1014627A1 (en)	1999-09-30
DE68926178T2 (de)	1996-11-28
EP0341935B1 (de)	1996-04-10
KR970010922B1 (ko)	1997-07-02
JP2812709B2 (ja)	1998-10-22

Legal Events

Date	Code	Title	Description
1996-10-15	RER	Ceased as to paragraph 5 lit. 3 law introducing patent treaties

Publication	Publication Date	Title
DE68926178D1 (de)	1996-05-15	Festphase-Verfahren zur Gewinnung von Thymosin-alpha-1
NISHIUCHI et al.	1993	Synthesis of γ‐carboxyglutamic acid‐containing peptides by the Boc strategy
RU94005001A (ru)	1997-11-10	Лиофилизат на основе пептида
JP2733591B2 (ja)	1998-03-30	固相ペプチド合成法
KISO et al.	1992	Efficient solid phase peptide synthesis: Use of methanesulfonic acid α‐amino deprotecting procedure and new coupling reagent, 2‐(benzotriazol‐1‐yl) oxy‐1, 3‐dimethylimidazolidinium hexafluorophosphate (BOI)
EP0073829A1 (de)	1983-03-16	Schnelle quantitative herstellung von peptiden unter verwendung von mischanhydriden.
AU574064B2 (en)	1988-06-30	Growth hormone releasing factor analogues
SU1423000A3 (ru)	1988-09-07	Способ получени пептидов
DE69121742D1 (de)	1996-10-10	Verfahren zur Herstellung von Somatotropinmonomeren in reiner Form
AU602228B2 (en)	1990-10-04	(n-alpha-acyl, 8-glycine, des-19-leucine)-calcitonin
Schwartz et al.	1978	Synthesis of des (tetrapeptide B1-4) and des (pentapeptide B1-5) human insulin. Two biologically active analogs
FR2605315B1 (fr)	1988-12-02	Procede de preparation de trifluoroacetate d'ethyle.
KISO et al.	1990	Efficient solid phase peptide synthesis on a phenacyl-resin by a methanesulfonic acid α-amino deprotecting procedure
STEWART	1981	Protection of the hydroxyl group in peptide synthesis
Kiso et al.	1988	A FLUORIDE ION DEPROTECTION STRATEGY IN PEPTIDE SYNTHESIS. COMBINATION WITH SELECTIVE DEPROTECTION USING THE DILUTE METHANESULFONIC ACID OF α-AMINO PROTECTING GROUPS
Kimura et al.	1983	Solution synthesis of [ASN76]-human parathyroid hormone (1-84)
US4579841A (en)	1986-04-01	Dipeptide derivatives having opiate activity
Kurano et al.	1987	Total synthesis of porcine cholecystokinin-33 (CCK-33)
Heavner et al.	1985	Cleavage of peptides from benzhydrylamine resins using trifluoromethanesulfonic acid
Fauchere et al.	1981	Differential protection and selective deprotection in peptide synthesis
Acher	1966	Chemistry of neurohypophysial hormones
Yajima et al.	1977	Synthesis of the nonacosapeptide corresponding to the entire amino acid sequence of duck glucagon
Katakai et al.	1977	Synthesis of oligopeptides having alternate L-leucyl and L-methionyl residues
Kiso et al.	1988	N in-Diphenylphosphinothioyltryptophan, a useful derivative for peptide synthesis by the methanesulphonic acid–thioanisole system and fluoride ion deprotection methods
JPS57108053A (en)	1982-07-05	Tripeptide and its derivative