为FR-008/杀念菌素生物合成定制细胞色素P450单加氧酶基因。
Tailoring the P450 monooxygenase gene for FR-008/candicidin biosynthesis.
作者信息
Chen Shi, Mao Xiangzhao, Shen Yaling, Zhou Yongjun, Li Jialiang, Wang Lianrong, Tao Xinyi, Yang Liang, Wang Yuxiao, Zhou Xiufen, Deng Zixin, Wei Dongzhi
机构信息
Laboratory of Microbial Metabolism and School of Life Science & Biotechnology, Shanghai Jiao Tong University, Shanghai 200030, People's Republic of China.
出版信息
Appl Environ Microbiol. 2009 Mar;75(6):1778-81. doi: 10.1128/AEM.00859-08. Epub 2009 Jan 9.
Abstract
Tailoring steps are often important for the activity of mature antibiotics. Here, we report that novel decarboxylated FR-008/candicidin derivatives were obtained from the P450 monooxygenase gene fscP mutant of Streptomyces sp. strain FR-008. The toxicity of decarboxylated FR-008/candicidin derivatives has been shown to be greatly reduced compared to that of wild-type FR-008/candicidin.
摘要
剪裁步骤对成熟抗生素的活性通常很重要。在此，我们报道了从链霉菌属菌株FR-008的P450单加氧酶基因fscP突变体中获得了新型脱羧FR-008/杀假丝菌素衍生物。与野生型FR-008/杀假丝菌素相比，脱羧FR-008/杀假丝菌素衍生物的毒性已被证明大大降低。
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本文引用的文献
1
Incomplete beta-ketone processing as a mechanism for polyene structural variation in the FR-008/candicidin complex.
Chem Biol. 2008 Jun;15(6):629-38. doi: 10.1016/j.chembiol.2008.05.007.
2
Biosynthetic engineering of polyene macrolides towards generation of improved antifungal and antiparasitic agents.
Curr Top Med Chem. 2008;8(8):639-53. doi: 10.2174/156802608784221479.
3
Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups.
J Biol Chem. 2005 Oct 14;280(41):34420-6. doi: 10.1074/jbc.M506689200. Epub 2005 Aug 3.
4
Organizational and mutational analysis of a complete FR-008/candicidin gene cluster encoding a structurally related polyene complex.
Chem Biol. 2003 Nov;10(11):1065-76. doi: 10.1016/j.chembiol.2003.10.007.
5
Polyene antibiotic biosynthesis gene clusters.
Appl Microbiol Biotechnol. 2003 May;61(3):179-88. doi: 10.1007/s00253-002-1183-5. Epub 2002 Dec 18.
6
Amphotericin biosynthesis in Streptomyces nodosus: deductions from analysis of polyketide synthase and late genes.
Chem Biol. 2001 Jul;8(7):713-23. doi: 10.1016/s1074-5521(01)00046-1.
7
Engineered biosynthesis of novel polyenes: a pimaricin derivative produced by targeted gene disruption in Streptomyces natalensis.
Chem Biol. 2001 Jul;8(7):635-44. doi: 10.1016/s1074-5521(01)00033-3.
8
A complex multienzyme system encoded by five polyketide synthase genes is involved in the biosynthesis of the 26-membered polyene macrolide pimaricin in Streptomyces natalensis.
Chem Biol. 2000 Nov;7(11):895-905. doi: 10.1016/s1074-5521(00)00038-7.
9
Biosynthesis of the polyene antifungal antibiotic nystatin in Streptomyces noursei ATCC 11455: analysis of the gene cluster and deduction of the biosynthetic pathway.
Chem Biol. 2000 Jun;7(6):395-403. doi: 10.1016/s1074-5521(00)00120-4.
10
Effect of candicidin on cholesterol and bile acid metabolism in the rat.
Lipids. 1981 Jun;16(6):423-6. doi: 10.1007/BF02535009.
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