JP7611815B2 - 細胞膜透過性環状ペプチド作製用リンカー分子、及びその利用 - Google Patents
細胞膜透過性環状ペプチド作製用リンカー分子、及びその利用 Download PDFInfo
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- JP7611815B2 JP7611815B2 JP2021508238A JP2021508238A JP7611815B2 JP 7611815 B2 JP7611815 B2 JP 7611815B2 JP 2021508238 A JP2021508238 A JP 2021508238A JP 2021508238 A JP2021508238 A JP 2021508238A JP 7611815 B2 JP7611815 B2 JP 7611815B2
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- 102000004196 processed proteins & peptides Human genes 0.000 claims description 23
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- 238000012216 screening Methods 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 239000000863 peptide conjugate Substances 0.000 claims description 8
- 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims description 7
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- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
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- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
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- XZWYTXMRWQJBGX-VXBMVYAYSA-N FLAG peptide Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(O)=O)CC1=CC=C(O)C=C1 XZWYTXMRWQJBGX-VXBMVYAYSA-N 0.000 description 1
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- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
- NSGDYZCDUPSTQT-UHFFFAOYSA-N N-[5-bromo-1-[(4-fluorophenyl)methyl]-4-methyl-2-oxopyridin-3-yl]cycloheptanecarboxamide Chemical compound Cc1c(Br)cn(Cc2ccc(F)cc2)c(=O)c1NC(=O)C1CCCCCC1 NSGDYZCDUPSTQT-UHFFFAOYSA-N 0.000 description 1
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 1
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- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
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- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
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- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
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- 125000003607 serino group Chemical group [H]N([H])[C@]([H])(C(=O)[*])C(O[H])([H])[H] 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- XHFLOLLMZOTPSM-UHFFFAOYSA-M sodium;hydrogen carbonate;hydrate Chemical class [OH-].[Na+].OC(O)=O XHFLOLLMZOTPSM-UHFFFAOYSA-M 0.000 description 1
- 238000010532 solid phase synthesis reaction Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
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- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- 125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 description 1
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- ZGYICYBLPGRURT-UHFFFAOYSA-N tri(propan-2-yl)silicon Chemical compound CC(C)[Si](C(C)C)C(C)C ZGYICYBLPGRURT-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2/00—Peptides of undefined number of amino acids; Derivatives thereof
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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019064519 | 2019-03-28 | ||
| JP2019064519 | 2019-03-28 | ||
| PCT/JP2020/005760 WO2020195302A1 (ja) | 2019-03-28 | 2020-02-14 | 細胞膜透過性環状ペプチド作製用リンカー分子、及びその利用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPWO2020195302A1 JPWO2020195302A1 (https=) | 2020-10-01 |
| JP7611815B2 true JP7611815B2 (ja) | 2025-01-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021508238A Active JP7611815B2 (ja) | 2019-03-28 | 2020-02-14 | 細胞膜透過性環状ペプチド作製用リンカー分子、及びその利用 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP7611815B2 (https=) |
| WO (1) | WO2020195302A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2022065172A1 (ja) * | 2020-09-23 | 2022-03-31 | 株式会社カネカ | 細胞膜透過性分子及びその利用、並びに細胞膜透過性分子の細胞膜透過性の向上方法 |
| WO2022065173A1 (ja) * | 2020-09-23 | 2022-03-31 | 株式会社カネカ | 細胞膜透過性分子及びその利用、並びに細胞膜透過性分子の細胞膜透過性の向上方法 |
| CN115960162A (zh) * | 2023-02-02 | 2023-04-14 | 山西医科大学 | 一种膜扰动抗肿瘤纳米脂肽及其制备方法和应用 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013526830A (ja) | 2009-08-12 | 2013-06-27 | メディカル リサーチ カウンシル | ペプチドライブラリ |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11351222B2 (en) * | 2016-11-09 | 2022-06-07 | Ohio State Innovation Foundation | Di-sulfide containing cell penetrating peptides and methods of making and using thereof |
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2020
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013526830A (ja) | 2009-08-12 | 2013-06-27 | メディカル リサーチ カウンシル | ペプチドライブラリ |
Non-Patent Citations (3)
| Title |
|---|
| ASSEM,N. et al.，Acetone-linked peptides: A convergent approach for peptide macrocyclization and labeling，Angewandte Chemie International Edition，2015年，Vol.54, No.30，pp.8665-8668，DOI 10.1002/anie.201502607 |
| JAFARI,M.R. et al.，Light-responsive bicyclic peptides，Organic & Biomolecular Chemistry，2018年，Vol.16, No.41，pp.7588-7594，DOI 10.1039/c7ob03178e |
| WERKHOVEN,P.R. et al.，Versatile convergent synthesis of a three peptide loop containing protein mimic of whooping cough pe，Journal of Peptide Science，2014年，Vol.20, No.4，pp.235-239，DOI 10.1002/psc.2624 |
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| JPWO2020195302A1 (https=) | 2020-10-01 |
| WO2020195302A1 (ja) | 2020-10-01 |
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