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链霉菌属NRRL S-1813中的生物合成以及恶唑霉素A和A2之间的调控。

Biosynthesis in Streptomyces sp. NRRL S-1813 and regulation between oxazolomycin A and A2.

作者信息

Zhang Qingyun, Lv Daotong, Gong Huiyu, Ren Jiayi, Lyu Yunbin, Wang Shaochen, Feng Zhiyang

机构信息

College of Food Science and Technology, Nanjing Agricultural University, Nanjing, 210095, China.

出版信息

Braz J Microbiol. 2025 Jul 11. doi: 10.1007/s42770-025-01735-5.

DOI:10.1007/s42770-025-01735-5
PMID:40643887
Abstract

A novel actinomycete strain, Streptomyces sp. NRRL S-1813 was employed to study its secondary metabolites under different mediums to activate its cryptic gene clusters and produce antimicrobial secondary metabolites. During fermentation optimization, and purification, oxazolomycin A and oxazolomycin A2 were isolated from one strain simultaneously. Their structure was elucidated using a series of characterization techniques, including full wavelength scanning, mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy. Oxazolomycin A2 was found not to be a typical enzymatic product of fermentation process. Instead, a spontaneous, non-enzymatic ring cleavage reaction was identified as mechanism for conversion of oxazolomycin A to oxazolomycin A2. Basing on these results, if the target product is oxazolomycin A2, the best fermentation condition of Streptomyces sp. NRRL S-1813 should be the Medium B under the alkalescence condition. For the biosynthesis of oxazolomycin A, the medium pH and reaction time were both important. A slightly acidic environment suppresses the side reactions such as hydrolysis of product, while reasonable reaction time minimizes accumulation of byproducts.

摘要

一种新型放线菌菌株,链霉菌属NRRL S - 1813,被用于研究其在不同培养基下的次级代谢产物,以激活其隐秘基因簇并产生抗菌次级代谢产物。在发酵优化和纯化过程中,同时从一个菌株中分离出了恶唑霉素A和恶唑霉素A2。使用一系列表征技术,包括全波长扫描、质谱(MS)和核磁共振(NMR)光谱对它们的结构进行了阐明。发现恶唑霉素A2不是发酵过程的典型酶促产物。相反,一种自发的、非酶促的环裂解反应被确定为恶唑霉素A转化为恶唑霉素A2的机制。基于这些结果,如果目标产物是恶唑霉素A2,链霉菌属NRRL S - 1813的最佳发酵条件应该是碱性条件下的培养基B。对于恶唑霉素A的生物合成,培养基pH和反应时间都很重要。略酸性环境可抑制产物水解等副反应,而合理的反应时间可使副产物积累最小化。

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本文引用的文献

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Curr Microbiol. 2024 Sep 21;81(11):368. doi: 10.1007/s00284-024-03887-3.
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The oxazolomycin family: a review of current knowledge.恶唑霉素家族:当前知识综述
RSC Adv. 2020 Nov 9;10(67):40745-40794. doi: 10.1039/d0ra08396h.
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Oxazolomycins produced by and their cytotoxic activity.由……产生的恶唑霉素及其细胞毒性活性。 (原句表述不完整,推测是这样翻译,完整准确的句子应该是“由……产生的恶唑霉素及其细胞毒性活性的研究”之类,这里根据现有内容尽量贴近原意翻译)
RSC Adv. 2021 Oct 28;11(55):35011-35019. doi: 10.1039/d1ra06182h. eCollection 2021 Oct 25.
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Enantioselective, Organocatalytic Strategy for the Oxazolomycin Core: Formal Synthesis of (+)-Neooxazolomycin.对映选择性、有机催化策略用于唑烷霉素核心:(+)-新唑烷霉素的形式合成。
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