PL409596A1 - Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie - Google Patents
Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanieInfo
- Publication number
- PL409596A1 PL409596A1 PL409596A PL40959614A PL409596A1 PL 409596 A1 PL409596 A1 PL 409596A1 PL 409596 A PL409596 A PL 409596A PL 40959614 A PL40959614 A PL 40959614A PL 409596 A1 PL409596 A1 PL 409596A1
- Authority
- PL
- Poland
- Prior art keywords
- pseudofactin
- tbu
- leu
- derivatives
- trt
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 108090000765 processed proteins & peptides Proteins 0.000 abstract 4
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 238000010532 solid phase synthesis reaction Methods 0.000 abstract 2
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 2
- DYWUPCCKOVTCFZ-LBPRGKRZSA-N (2s)-2-amino-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoic acid Chemical compound C1=CC=C2N(C(=O)OC(C)(C)C)C=C(C[C@H](N)C(O)=O)C2=C1 DYWUPCCKOVTCFZ-LBPRGKRZSA-N 0.000 abstract 1
- GVIXTVCDNCXXSH-AWEZNQCLSA-N (2s)-2-amino-5-[[amino-[(2,2,4,6,7-pentamethyl-3h-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]pentanoic acid Chemical compound OC(=O)[C@@H](N)CCCN=C(N)NS(=O)(=O)C1=C(C)C(C)=C2OC(C)(C)CC2=C1C GVIXTVCDNCXXSH-AWEZNQCLSA-N 0.000 abstract 1
- VVQIIIAZJXTLRE-QMMMGPOBSA-N (2s)-2-amino-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid Chemical compound CC(C)(C)OC(=O)NCCCC[C@H](N)C(O)=O VVQIIIAZJXTLRE-QMMMGPOBSA-N 0.000 abstract 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-Leucine Natural products CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 abstract 1
- 235000019454 L-leucine Nutrition 0.000 abstract 1
- 239000004395 L-leucine Substances 0.000 abstract 1
- 125000002842 L-seryl group Chemical group O=C([*])[C@](N([H])[H])([H])C([H])([H])O[H] 0.000 abstract 1
- 125000000769 L-threonyl group Chemical group [H]N([H])[C@]([H])(C(=O)[*])[C@](O[H])(C([H])([H])[H])[H] 0.000 abstract 1
- 108010028921 Lipopeptides Proteins 0.000 abstract 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001718 carbodiimides Chemical class 0.000 abstract 1
- 238000003776 cleavage reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229960003136 leucine Drugs 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
- 229960001153 serine Drugs 0.000 abstract 1
- 108010004034 stable plasma protein solution Proteins 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K7/04—Linear peptides containing only normal peptide links
- C07K7/06—Linear peptides containing only normal peptide links having 5 to 11 amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K11/00—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- C07K11/02—Depsipeptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof cyclic, e.g. valinomycins ; Derivatives thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Peptides Or Proteins (AREA)
Abstract
Ujawniono pochodne pseudofaktyny, sposób otrzymywania pochodnych lipopeptydu - pseudofaktyny metodą syntezy na fazie stałej (SPPS) oraz ich zastosowanie. Sposób syntezy pochodnych pseudofaktyny obejmuje syntezę w fazie stałej peptydu R-Gly-Ser(tBu)-Thr-Leu-Leu-X-Leu-Leu-OH, w którym R oznacza od CH3(CH2)14 do CH3(CH2)22 oraz X oznacza: Ala, Arg(Pbf), Asn(Trt), Asp(OtBu), Cys(Trt), Glu(OtBu), Gln(Trt), Gly, His(Trt), Ile, Leu, Lys(Boc), Met, Phe, Pro, Ser(tBu), Thr(tBu), Trp(Boc), Tyr(tBu), Val o wzorze ogólnym (A) metodą karbodiimidową, odszczepienie peptydu z żywicy z zachowaniem osłony tBu na łańcuchu bocznym L-seryny, cyklizację wewnętrzną, peptydu polegającą na tworzeniu wiązania estrowego pomiędzy grupą hydroksylową łańcucha bocznego L-treoniny a grupą karboksylową L-leucyny, usunięcie osłon znajdujących się w łańcuchu bocznym L-seryny oraz oczyszczanie otrzymanego peptydu.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL409596A PL409596A1 (pl) | 2014-09-25 | 2014-09-25 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
| EP15020001.2A EP3000821B1 (en) | 2014-09-25 | 2015-01-08 | Pseudofactin derivatives, a method of synthesizing pseudofactin derivatives and their use |
| PL15020001T PL3000821T3 (pl) | 2014-09-25 | 2015-01-08 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL409596A PL409596A1 (pl) | 2014-09-25 | 2014-09-25 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL409596A1 true PL409596A1 (pl) | 2016-03-29 |
Family
ID=52444089
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL409596A PL409596A1 (pl) | 2014-09-25 | 2014-09-25 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
| PL15020001T PL3000821T3 (pl) | 2014-09-25 | 2015-01-08 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL15020001T PL3000821T3 (pl) | 2014-09-25 | 2015-01-08 | Pochodne pseudofaktyny, sposób otrzymywania pochodnych pseudofaktyny oraz ich zastosowanie |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP3000821B1 (pl) |
| PL (2) | PL409596A1 (pl) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10058502B2 (en) | 2015-12-31 | 2018-08-28 | L'oreal | Nail polish compositions |
| CN110498841B (zh) * | 2018-05-16 | 2021-07-06 | 深圳翰宇药业股份有限公司 | 一种含丙氨酸的首尾环肽合成方法 |
| CN112940103A (zh) * | 2019-12-10 | 2021-06-11 | 深圳翰宇药业股份有限公司 | 一种特立帕肽杂质f的合成方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0316495A1 (en) * | 1987-11-19 | 1989-05-24 | Iaf Biochem International Inc. | Synthetic peptides useful for the detection of aids-related antibodies in human sera |
| US7211380B1 (en) * | 1989-03-01 | 2007-05-01 | Shionogi & Co., Ltd. | Physiologically active polypeptide and DNA |
| DK0385476T4 (da) * | 1989-03-01 | 1999-12-20 | Shionogi & Co | Fysiologisk aktivt polypeptid og DNA |
| US6008058A (en) * | 1993-06-18 | 1999-12-28 | University Of Louisville | Cyclic peptide mixtures via side chain or backbone attachment and solid phase synthesis |
-
2014
- 2014-09-25 PL PL409596A patent/PL409596A1/pl unknown
-
2015
- 2015-01-08 PL PL15020001T patent/PL3000821T3/pl unknown
- 2015-01-08 EP EP15020001.2A patent/EP3000821B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| EP3000821A1 (en) | 2016-03-30 |
| PL3000821T3 (pl) | 2019-10-31 |
| EP3000821B1 (en) | 2019-03-13 |
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