CAS: 579-13-5; (1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-Tetrahydroxy-6'-((R)-2-Hydroxypropyl)-5',6,8,10,12,14,16,28,29-Nonamethyl-3',4',5',6'-Tetrahydro-2,26-Dioxaspiro[bicyclo[23.3.1]Nonacosa[4,18,20]Triene-27,2'-
该化合物是一种大型的抗生素,主要以其作为ATP合成酶抑制剂的作用而闻名,该合成酶是米托乔因德里亚氧化磷酸化过程中的一种基本酶,通过某些血管切除物种发酵而产生.奥利戈米辛A展示了一个复杂的结构,其特征是大型乳腺环和多种氢氧和甲基氧基,有助于其生物活动.该化合物在生物化学研究中特别重要,因为它用于研究线粒体功能和能源代谢.其行动机制涉及与亚蒂克辛太酶F0子单元捆绑在一起,有效阻止质子移位,防止亚特基磷生产,这在某些情况下可能导致细胞死亡.奥利戈辛A还因其在癌症研究中的潜在用途而有所帮助,因为它能够通过干扰其能源供应而诱发癌症细胞的流行性.然而,其使用主要局限于实验室环境,因为它具有强大的效应和潜在的毒性.
- 英文名称(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-22-Ethyl-7,11,14,15-Tetrahydroxy-6'-((R)-2-Hydroxypropyl)-5',6,8,10,12,14,16,28,29-Nonamethyl-3',4',5',6'-Tetrahydro-2,26-Dioxaspiro[bicyclo[23.3.1]Nonacosa[4,18,20]Triene-27,2'-
- 中文名称寡霉素A
- IUPAC名称(1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-ethyl-7,11,14,15-tetrahydroxy-6'-((R)-2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-3',4',5',6'-tetrahydro-2,26-dioxaspiro[bicyclo[23.3.1]nonacosane-27,2'-pyran]-4,18,20-triene-3,9,13-trione
- 其它别名Oligomycin Complex; Oligomycin A, Streptomyces Diastatochromogenes; Oligomycin A; Oligomycin, Streptomyces Diastatochromogenes; Oligomycin A Fromstreptomyces Diastatochromogenes; (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-Ethyl-7,11,14,15-Tetrahydroxy-6'-[(2R)-2-Hydroxypropyl]-5',6,8,10,12,14,16,28,29-Nonamethyl-3',4',5',6'-Tetrahydro-3H,9H,13H-Spiro[2,26-Dioxabicyclo[23.3.1]Nonacosa-4,18,20-Triene-27,2'-Pyran]-3,9,13-Trione; (1R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,27R,28S,29R)-22-Ethyl-7,11,14,15-Tetrahydroxy-6'-[(2R)-2-Hydroxypropyl]-5',6,8,10,12,14,16,28,29-Nonamethyl-3',4',5',6'-Tetrahydro-3H,9H,13H-Spiro[2,26-Dioxabicyclo[23.3.1]Nonaco
- CAS编号579-13-5
- MFCD编号:MFCD00065705
- EINECS号:209-437-3
- FDA UNII编号:05HQS4AI99
- 分子式:C45H74O11分子量:791.08
- 产品CID: 1554148
- 产品分类原料药 → 抗生素类药物 → 其它抗生素类药
物理性质
MSDS等安全信息
欧盟法规
ECHA物质C&L通报REACH预注册合成工艺路线路线简述
📜C45H76O12置于olmo From Streptomyces Avermectinius Vl1001体系中,用 Aq. Buffer 作为反应溶剂,化学反应 1.0H,反应生成 寡霉素a
参考文献:聚酮类抗生素生物合成中的酶催化螺缩醛形成
标题:聚酮类抗生素生物合成中的酶催化螺缩醛形成
摘要:许多聚酮化合物的生物合成中的一个关键步骤是螺缩醛(螺缩酮)的立体定向形成.我们在此报告大环聚酮化合物骨霉素和寡霉素的生物合成中的螺缩醛形成涉及新型螺缩醛环化酶的催化.来自骨霉素生物合成基因簇 (Bgc) 的 Osso 与 Olmo 同源,Olmo 是寡霉素 Bgc 的未注释基因的产物.删除olmo消除了寡霉素的产生并导致分离出缺乏螺缩醛结构的寡霉素样代谢物.纯化的olmo 催化主要代谢物完全转化为寡霉素c.osso 和olmo 的晶体结构揭示了一个不寻常的10 链β-桶.三个保守的极性残基在 β-桶形腔中聚集在一起,并且这些残基中的任何一个的位点特异性突变都消除或大大降低了 Olmo 活性,支持一般酸/一般碱催化在螺缩醛形成中的作用.
DOI:10.1021/jacs.2C03313
专利信息
专利号:US-2025051578-A1
优先权日:2023-08-11
标题:Rhodamine-methylene blue derivative fluorescent probe and preparation method and application thereof
发明人：Wu wei-na; WANG YUAN
权利人:UNIV HENAN POLYTECHNIC
摘要:A rhodamine-methylene blue derivative fluorescent probe and its preparation method and application are in the technical field of organic synthesis. The rhodamine-methylene blue derivative fluorescent probe has available raw materials and a simple prepared method; the rhodamine-methylene blue derivative fluorescent probe can detect ClO− and ATP in cells by synchronized dual-channel fluorescence, with a detection limit of 0.90 nM for the ClO− and 23.60 nM for the ATP, and thus the rhodamine-methylene blue derivative fluorescent probe can be used for fluorescence quantitative detection of the ClO− and the ATP, and can also be used for simultaneous fluorescence imaging of ClO− and ATP in drug-stimulated cells. Therefore, the rhodamine-methylene blue derivative fluorescent probe has a wide range of potential applications.
专利号:RU-2453552-C2
优先权日:2010-06-18
标题 :Semi-synthetic analogues of aureolic acid olivomycin a antibiotic, having anti-tumour activity, and synthesis method thereof
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
主要参考文献
1: Lysenkova LN, Saveljev OY, Grammatikova NE, Tsvetkov VB, Bekker OB, Danilenko VN, Dezhenkova LG, Bykov EE, Omelchuk OA, Korolev AM, Shchekotikhin AE. Verification of oligomycin A structure: synthesis and biological evaluation of 33-dehydrooligomycin A. J Antibiot (Tokyo). 2017 Jul;70(8):871-877. doi: 10.1038/ja.2017.48. Epub 2017 Apr 19. doi: 10.14348/molcells.2016.2226. Epub 2016 Feb 16.
3: Han S, Pham TV, Kim JH, Lim YR, Park HG, Cha GS, Yun CH, Chun YJ, Kang LW, Kim D. Functional characterization of CYP107W1 from Streptomyces avermitilis and biosynthesis of macrolide oligomycin A. Arch Biochem Biophys. 2015 Jun 1;575:1-7. doi: 10.1016/j.abb.2015.03.025. Epub 2015 Apr 4. doi: 10.1016/j.bcp.2014.11.015. Epub 2014 Dec 12. doi: 10.1071/RD13145. doi: 10.1038/ja.2013.92. Epub 2013 Oct 2. doi: 10.4155/fmc.13.68. doi: 10.1016/j.bmc.2013.03.081. Epub 2013 Apr 6. doi: 10.1002/mc.21831. Epub 2011 Nov 15. doi: 10.1038/ja.2012.38. Epub 2012 May 23. doi: 10.1038/ja.2012.4. Epub 2012 Feb 8. doi: 10.1038/ja.2009.112. Epub 2009 Nov 13. doi: 10.1007/s00253-008-1684-y. Epub 2008 Sep 20. Epub 2007 Nov 12. Erratum in: Cell Biol Int. 2008 Nov;32(11):1464. Epub 2006 Jun 10.
19: Beechey RB, Williams V, Holloway CT, Knight IG, Roberton AM. Estimation of the molecular weights and molecular formulae of oligomycin-A, rutamycin & aurovertin by mass spectrometry. Biochem Biophys Res Commun. 1967 Feb 8;26(3):339-41.
合成参考文献
摘要:Vandamme, M.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2016) 1, 405.
摘要:Joosten, A.; Brioche, J., Science of Synthesis: Modern Strategies in Organofluorine Chemistry , (2024) 1, 2.
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