AU543687B2 - A process for enzymatic replacement of the b-30 amino acid ininsulins - Google Patents
A process for enzymatic replacement of the b-30 amino acid ininsulinsInfo
- Publication number
- AU543687B2 AU543687B2 AU74508/81A AU7450881A AU543687B2 AU 543687 B2 AU543687 B2 AU 543687B2 AU 74508/81 A AU74508/81 A AU 74508/81A AU 7450881 A AU7450881 A AU 7450881A AU 543687 B2 AU543687 B2 AU 543687B2
- Authority
- AU
- Australia
- Prior art keywords
- ins
- amino acid
- insulin
- ser
- formulae
- Prior art date
- Legal status (The legal status 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 status listed.)
- Ceased
Links
- 150000001413 amino acids Chemical class 0.000 title abstract 4
- 230000002255 enzymatic effect Effects 0.000 title abstract 2
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 abstract 6
- 102000004877 Insulin Human genes 0.000 abstract 3
- 108090001061 Insulin Proteins 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 229940125396 insulin Drugs 0.000 abstract 2
- 239000004026 insulin derivative Substances 0.000 abstract 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 abstract 1
- 102000005367 Carboxypeptidases Human genes 0.000 abstract 1
- 108010006303 Carboxypeptidases Proteins 0.000 abstract 1
- 101000976075 Homo sapiens Insulin Proteins 0.000 abstract 1
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 abstract 1
- 108010005991 Pork Regular Insulin Proteins 0.000 abstract 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 abstract 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 abstract 1
- 239000004473 Threonine Substances 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000000539 amino acid group Chemical group 0.000 abstract 1
- -1 amino, hydroxy Chemical group 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 abstract 1
- 150000003573 thiols Chemical class 0.000 abstract 1
Classifications
-
- 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
- C07K14/62—Insulins
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Genetics & Genomics (AREA)
- Gastroenterology & Hepatology (AREA)
- Endocrinology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Diabetes (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DK319780A DK319780A (da) | 1980-07-24 | 1980-07-24 | Fremgangsmaade til enzymatisk udskiftning af b-30 aminosyren i insuliner |
| DK3197/80 | 1980-07-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU7450881A AU7450881A (en) | 1982-02-16 |
| AU543687B2 true AU543687B2 (en) | 1985-04-26 |
Family
ID=8120166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU74508/81A Ceased AU543687B2 (en) | 1980-07-24 | 1981-07-23 | A process for enzymatic replacement of the b-30 amino acid ininsulins |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US4645740A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0045187B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JPS642360B2 (cg-RX-API-DMAC7.html) |
| AT (1) | ATE9820T1 (cg-RX-API-DMAC7.html) |
| AU (1) | AU543687B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA1175372A (cg-RX-API-DMAC7.html) |
| DE (1) | DE3166608D1 (cg-RX-API-DMAC7.html) |
| DK (1) | DK319780A (cg-RX-API-DMAC7.html) |
| ES (2) | ES8300858A1 (cg-RX-API-DMAC7.html) |
| HU (1) | HU185668B (cg-RX-API-DMAC7.html) |
| IE (1) | IE51620B1 (cg-RX-API-DMAC7.html) |
| SU (2) | SU1554766A3 (cg-RX-API-DMAC7.html) |
| WO (1) | WO1982000301A1 (cg-RX-API-DMAC7.html) |
| ZA (1) | ZA815066B (cg-RX-API-DMAC7.html) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3101382A1 (de) * | 1981-01-17 | 1982-09-02 | Hoechst Ag, 6000 Frankfurt | "verfahren zur herstellung von humanisulin oder dessen derivaten aus schweineinsulin oder dessen derivaten" |
| AU8457482A (en) * | 1981-05-20 | 1982-12-07 | Nordisk Insulinlaboratorium | A process for the preparation of insulin derivatives |
| DK353781A (da) * | 1981-08-10 | 1983-02-11 | Novo Industri As | Fremgangsmaade til fremstilling af insulinderivater |
| AU551174B2 (en) * | 1981-09-15 | 1986-04-17 | Nordisk Insulinlaboratorium | Enzymatic preparation of human insulin or b-30 esters thereof |
| EP0087238A1 (en) * | 1982-02-08 | 1983-08-31 | Biogen N.V. | Am improved method for preparing human insulin from non-human insulin |
| DE3209184A1 (de) * | 1982-03-13 | 1983-09-15 | Hoechst Ag, 6230 Frankfurt | Verfahren zur umwandlung von praeproinsulinanaloga zu insulinen |
| NL8201650A (nl) * | 1982-04-21 | 1983-11-16 | Akzo Nv | Semisynthetische bereiding van humane insuline. |
| DE3326472A1 (de) * | 1983-07-22 | 1985-02-14 | Hoechst Ag, 6230 Frankfurt | Neue insulin-derivate, verfahren zu deren herstellung und deren verwendung sowie pharmazeutische mittel zur behandlung des diabetes mellitus |
| DE3327709A1 (de) * | 1983-07-29 | 1985-02-07 | Hoechst Ag, 6230 Frankfurt | Insulin-derivat-kristallsuspensionen, verfahren zu deren herstellung und deren verwendung |
| DE3333640A1 (de) * | 1983-09-17 | 1985-04-25 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von insulin-derivaten, deren b-kette c-terminal verlaengert ist, neue basisch modifizierte insulin-derivate diese enthaltende mittel und ihre verwendung |
| DK113585D0 (da) * | 1985-03-12 | 1985-03-12 | Novo Industri As | Nye peptider |
| DK119785D0 (da) * | 1985-03-15 | 1985-03-15 | Nordisk Gentofte | Insulinpraeparat |
| PH25772A (en) * | 1985-08-30 | 1991-10-18 | Novo Industri As | Insulin analogues, process for their preparation |
| US5580751A (en) * | 1990-09-14 | 1996-12-03 | Carlsberg A/S | Process for the preparation of C-terminally amidated peptides |
| DK220890D0 (da) * | 1990-09-14 | 1990-09-14 | Ole Buchardt | Fremgangsmaade til fremstilling af c-terminalt amiderede peptider |
| PT792290E (pt) * | 1993-09-17 | 2002-01-30 | Novo Nordisk As | Insulina acilada |
| US6869930B1 (en) * | 1993-09-17 | 2005-03-22 | Novo Nordisk A/S | Acylated insulin |
| US6011007A (en) * | 1993-09-17 | 2000-01-04 | Novo Nordisk A/S | Acylated insulin |
| WO1998004731A1 (fr) * | 1996-07-25 | 1998-02-05 | Firma 'nika-Universal' | Techniques binaires de production de peptides biologiquement actifs |
| US6323311B1 (en) | 1999-09-22 | 2001-11-27 | University Of Utah Research Foundation | Synthesis of insulin derivatives |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3276961A (en) * | 1963-04-08 | 1966-10-04 | Squibb & Sons Inc | Process for preparing human insulin |
| US4182654A (en) * | 1974-09-18 | 1980-01-08 | Pierce Chemical Company | Production of polypeptides using polynucleotides |
| BR8008024A (pt) * | 1979-04-06 | 1981-03-31 | Forenede Bryggerier As | Processo para a producao enzimatica de peptideos |
| DK146482C (da) * | 1979-04-13 | 1986-10-06 | Shionogi & Co | Fremgangsmaade til fremstilling af et b30-threonin-insulin |
| JPS55138391A (en) * | 1979-04-13 | 1980-10-29 | Shionogi & Co Ltd | New synthetic method of peptide derivative |
| US4343898A (en) * | 1980-02-11 | 1982-08-10 | Novo Industri A/S | Process for preparing esters of human insulin |
-
1980
- 1980-07-24 DK DK319780A patent/DK319780A/da unknown
-
1981
- 1981-07-23 IE IE1660/81A patent/IE51620B1/en unknown
- 1981-07-23 WO PCT/DK1981/000074 patent/WO1982000301A1/en not_active Ceased
- 1981-07-23 HU HU813205A patent/HU185668B/hu not_active IP Right Cessation
- 1981-07-23 ES ES504462A patent/ES8300858A1/es not_active Expired
- 1981-07-23 ZA ZA815066A patent/ZA815066B/xx unknown
- 1981-07-23 EP EP81303383A patent/EP0045187B1/en not_active Expired
- 1981-07-23 US US06/364,856 patent/US4645740A/en not_active Expired - Fee Related
- 1981-07-23 JP JP56502653A patent/JPS642360B2/ja not_active Expired
- 1981-07-23 AU AU74508/81A patent/AU543687B2/en not_active Ceased
- 1981-07-23 CA CA000382347A patent/CA1175372A/en not_active Expired
- 1981-07-23 AT AT81303383T patent/ATE9820T1/de not_active IP Right Cessation
- 1981-07-23 DE DE8181303383T patent/DE3166608D1/de not_active Expired
-
1982
- 1982-03-23 SU SU823414346A patent/SU1554766A3/ru active
- 1982-07-28 ES ES514463A patent/ES8306182A1/es not_active Expired
-
1984
- 1984-12-18 SU SU843825251A patent/SU1611217A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DK319780A (da) | 1982-01-25 |
| JPS642360B2 (cg-RX-API-DMAC7.html) | 1989-01-17 |
| SU1554766A3 (ru) | 1990-03-30 |
| ZA815066B (en) | 1983-03-30 |
| EP0045187A1 (en) | 1982-02-03 |
| CA1175372A (en) | 1984-10-02 |
| ATE9820T1 (de) | 1984-10-15 |
| ES504462A0 (es) | 1982-12-01 |
| US4645740A (en) | 1987-02-24 |
| EP0045187B1 (en) | 1984-10-10 |
| ES514463A0 (es) | 1983-06-01 |
| AU7450881A (en) | 1982-02-16 |
| IE811660L (en) | 1982-01-24 |
| HU185668B (en) | 1985-03-28 |
| ES8306182A1 (es) | 1983-06-01 |
| DE3166608D1 (en) | 1984-11-15 |
| WO1982000301A1 (en) | 1982-02-04 |
| IE51620B1 (en) | 1987-01-21 |
| JPS57501161A (cg-RX-API-DMAC7.html) | 1982-07-08 |
| ES8300858A1 (es) | 1982-12-01 |
| SU1611217A3 (ru) | 1990-11-30 |
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