CAS: 113-73-5; Gramicidin S

该化合物是主要由细菌巴西柳斯细胞生成的环状抗生素,由一系列氨基酸组成,形成循环结构,有助于其稳定性和生物活动; 克赖西丁 S 展示了广泛频谱抗菌特性,特别是抗模性细菌的特性,并经常用于治疗感染的热量配方; 化合物通过破坏细菌细胞膜完整性,导致细胞透析,其特点是其在有机溶剂中的溶性以及水溶性有限,这影响其药物应用中的配制; 克赖西丁 S 也因其对人类细胞毒性低而闻名,在临床环境中成为有价值的选择; 此外,还研究过它因其独特的结构特性,在各种生物技术应用中的潜在用途.

结构式图片

MSDS等安全信息

    上下游产品

    [orn(Boc)2,2']Gramicidin 41839-95-6
    D-Phe-Pro-Val-Orn-Leu-D-Phe-Pro-Val-Orn-Leu 83830-88-0
    H-D-Phe-Pro-Val-Orn(Boc)(Boc)-Leu-D-Phe-Pro-Val-Orn(Boc)(Boc)-Leu-Oh 1054661-52-7
    D-Phe-L-Pro 51926-52-4

    合成工艺路线路线简述

      📜H-D-Phe-Pro-Val-Orn(Boc)(Boc)-Leu-D-Phe-Pro-Val-Orn(Boc)(Boc)-Leu-Oh置于benzotriazol-1-Yloxyl-Tris-(Pyrrolidino)-Phosphonium Hexafluorophosphate,1-羟基苯并三唑,N,N-二异丙基乙胺,三氟乙酸体系中,用 二氯甲烷,N,N-二甲基甲酰胺 用作溶剂,化学反应 18.5H,反应生成短杆菌肽 S
      参考文献:实用的土霉素s和含糖氨基酸类似物的合成
      标题:实用的土霉素s和含糖氨基酸类似物的合成
      摘要:提出了一种实用的克级和高收率的抗菌肽短杆菌肽s的合成方法.使用基于fmoc的固相肽合成方案来生成线性十肽前体,将其在溶液中环化以提供目标化合物.我们的方法的通用性是由八个短杆菌肽小号类似物(施工证明15A-ħ具有nonproteinogenic糖的氨基酸残基()4-7)在返回区域并入.
      Doi:10.1021/jo0487449

      海关参考信息

      专利信息


      专利号:US-11186835-B2
      优先权日:2018-01-11
      标题 :Artificial ribosomes for fully programmable synthesis of nonribosomal peptides
      发明人:GREEN ALEXANDER A
      权利人:UNIV ARIZONA STATE
      摘要:Provided herein, in some embodiments, are artificial ribosomes that synthesize nonribosomal peptides, polyketides, and fatty acids with full control over peptide sequence. Also provided herein are methods for programmed synthesis of nonribosomal peptides, polyketides, and fatty acids. In particular, provided herein are methods for scalable synthesis of a wide range of antibacterial, antifungal, antiviral, and anticancer compounds.

      专利号:EP-2021360-B1
      优先权日:2006-04-26
      标 题:CYCLODIPEPTIDE SYNTHETASE AND ITS USE FOR SYNTHESIS OF CYCLO(TYR-Xaa) CYCLODIPEPTIDES
      发明人:BELIN PASCAL; GONDRY MURIEL; THAI ROBERT; PERNODET JEAN-LUC; GENET ROGER
      权利人:COMMISSARIAT ENERGIE ATOMIQUE; KYOWA HAKKO BIO CO LTD; UNIV PARIS SUD 11; CENTRE NAT RECH SCIENT
      摘要:Isolated, natural or synthetic polynucleotide and polypeptide encoded by said polynucleotide, that is involved in the synthesis of cyclodipeptides, recombinant vector comprising said polynucleotide or any substantially homologous polynucleotide, host cell modified with said polynucleotide or said recombinant vector and also methods for in vitro and in vivo synthesizing cyclodipeptides, in particular cyclo(Tyr-Xaa) cyclodipeptides, wherein Xaa is any amino acid and their derivatives and applications thereof.

      专利号:EP-2021357-B1
      优先权日:2006-04-26
      标 题:Cyclodipeptide synthetases and their use for synthesis of cyclo(leu-leu) cyclodipeptide
      发明人:GONDRY MURIEL; THAI ROBERT; BELIN PASCAL; GENET ROGER; PERNODET JEAN-LUC
      权利人:COMMISSARIAT ENERGIE ATOMIQUE; KYOWA HAKKO BIO CO LTD; UNIV PARIS SUD; CENTRE NAT RECH SCIENT
      摘要:Isolated, natural or synthetic polynucleotides and the polypeptides encoded by said polynucleotides, that are involved in the synthesis of cyclodipeptides, the recombinant vectors comprising said polynucleotides or any substantially homologous polynucleotides, the host cell modified with said polynucleotides or said recombinant vectors and also methods for in vitro and in vivo synthesizing cyclo(Leu-Leu) cyclodipeptide and its derivatives and applications thereof.

      专利号:WO-2024199465-A1
      优先权日:2023-03-30
      标 题:Unnatural amino acid in cellulo synthesis for site-specific protein modification
      发明人:CHAN MICHAEL KENNETH; LEE MARIANNE; CHENG JIAHUI
      权利人:UNIV HONG KONG CHINESE
      摘要:Provided are genetically modified host cells containing engineered enzymes that support the synthesis of unnatural amino acids, such as D-Cys-ε-Lys, and the incorporation of such unnatural amino acids into a newly synthesized protein. These cells are therefore capable of in vivo or in cellulo synthesis of a protein containing one or more unnatural amino acids strategically placed at pre-determined locations for site-specific modification of the protein. Also provided are the corresponding methods for in vivo synthesis of modified proteins as well as the modified proteins produced by the method.

      专利号:US-9453044-B2
      优先权日:2012-02-07
      标题 :Method of synthesizing peptides, proteins and bioconjugates
      发明人:LIU CHUAN FA; ZHAO JUNFENG
      权利人:UNIV NANYANG TECH
      摘要:The invention relates to the synthesis of peptides, proteins and related bioconjugates, and in particular, to such synthesis using a peptide ligation method whereby a C-terminal salicylaldehyde ester peptide is reacted with an aminoacyl-N-hydroxl peptide. The invention also relates to the synthesis of cyclic peptides, including serinyl- or threonyl-containing cyclic peptides. The invention further relates to a solid phase synthesis of C-terminal salicylaldehyde ester peptides.

      专利号:US-7951905-B2
      优先权日:2006-09-18
      标 题 :Synthesis of carbohydrate-templated amino acids and methods of using same
      发明人:SCHWEIZER FRANK; ZHANG KAIDONG; OWENS NEIL; ZHANEL GEORGE
      权利人:UNIV MANITOBA
      摘要:The present invention generally relates to tetrahydropyranyl-derivatized amino acids, their syntheses and their incorporation into peptides and peptidomimetics. The tetrahydropyran moiety constrains the side chain of an amino acid, thereby providing a molecule that may act as a sugar- or amino acid-mimetic as well as a scaffold for combinatorial synthesis.

      供应商参考报价(招募中)

      品牌试剂参考报价(招募中)

      📌 第三方产品分析报告

      ✅ COA系统入驻 | 共享模式

      主要参考文献


      1: Enayathullah MG, Parekh Y, Banu S, Ram S, Nagaraj R, Kumar BK, Idris MM. Gramicidin S and melittin: potential anti-viral therapeutic peptides to treat SARS-CoV-2 infection. Sci Rep. 2022 Mar 2;12(1):3446. doi: 10.1038/s41598-022-07341-x.
      2: Hu C, Wen Q, Huang S, Xie S, Fang Y, Jin Y, Campagne R, Alezra V, Miclet E, Zhu J, Wan Y. Corrigendum: Gramicidin-S-Inspired Cyclopeptidomimetics as Potent Membrane-Active Bactericidal Agents with Therapeutic Potential. ChemMedChem. 2022 Feb 4;17(3):e202100765. doi: 10.1002/cmdc.202100765. Epub 2022 Jan 10. Erratum for: ChemMedChem. 2021 Jan 19;16(2):368-376. 69(11):1097-1103. doi: 10.1248/cpb.c21-00548. 11(4):247. doi: 10.3390/membranes11040247.
      5: Hu C, Wen Q, Huang S, Xie S, Fang Y, Jin Y, Campagne R, Alezra V, Miclet E, Zhu J, Wan Y. Gramicidin-S-Inspired Cyclopeptidomimetics as Potent Membrane- Active Bactericidal Agents with Therapeutic Potential. ChemMedChem. 2021 Jan 19;16(2):368-376. doi: 10.1002/cmdc.202000568. Epub 2020 Oct 16. Erratum in: ChemMedChem. 2022 Feb 4;17(3):e202100765. 30(15):127283. doi: 10.1016/j.bmcl.2020.127283. Epub 2020 May 22. 15(12):1089-1100. doi: 10.1002/cmdc.202000097. Epub 2020 May 20. 10(8):1432-1437. doi: 10.1039/c9md00229d.

      合成参考文献


      摘要:American Review of Soviet Medicine., 2(134), 1944
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