Genetically engineered production of 1,1'-bis-valienamine and validienamycin in Streptomyces hygroscopicus and their conversion to valienamine.

Genetically engineered production of 1,1'-bis-valienamine and validienamycin in Streptomyces hygroscopicus and their conversion to valienamine.
复制标题

在吸水链霉菌中通过基因工程生产 1,1'-双缬草胺和有效霉素及其转化为缬草胺。

DOI:
10.1007/s00253-008-1711-z
复制
发表时间:
2009-01
影响因子:
5
通讯作者:
Mahmud, Taifo
Mahmud, Taifo
中科院分区:
工程技术2区
文献类型:
--
作者:
Xu, Hui;Yang, Jongtae;Bai, Linquan;Deng, Zixin;Mahmud, Taifo

文献摘要

参考文献

被引文献

相似文献

抗真菌剂井冈霉素A是一种重要的作物保护剂,也是抗糖尿病药物伏格列波糖的前体井冈霉烯胺的来源。valN基因在井冈霉素A产生菌吸水链霉菌中的失活。井冈霉5008产生了一株新的次生代谢产物1,1 ′-双井冈霉烯胺和井冈霉素的突变株。通过1D和2D NMR光谱结合质谱和使用糖基转移酶ValG的生物转化来解析1,1 ′-双-井冈霉烯胺和validienamycin的化学结构。1,1 ′-双缬氨胺和缬氨霉素对水稻纹枯病菌有一定的抑制作用。使用N-溴代琥珀酰亚胺对1,1 ′-双井冈霉烯胺进行化学降解,然后用离子交换柱色谱法纯化产物,仅得到井冈霉烯胺,而对井冈霉素A的糖苷配基井冈羟胺A进行平行处理,得到井冈霉烯胺和井冈霉烯胺约1:1的混合物,强调了1,1 ′-双井冈霉烯胺作为井冈霉烯胺商业来源的优势。
The antifungal agent validamycin A is an important crop protectant and the source of valienamine, the precursor of the antidiabetic drug voglibose. Inactivation of the valN gene in the validamycin A producer, Streptomyces hygroscopicus subsp. jinggangensis 5008, resulted in a mutant strain that produces new secondary metabolites 1,1′-bis-valienamine and validienamycin. The chemical structures of 1,1′-bis-valienamine and validienamycin were elucidated by 1D and 2D NMR spectroscopy in conjunction with mass spectrometry and bioconversion employing a glycosyltransferase enzyme, ValG. 1,1′-bis-Valienamine and validienamycin exhibit a moderate antifungal activity against Pellicularia sasakii. Chemical degradation of 1,1′-bis-valienamine using N-bromosuccinimide followed by purification of the products with ion-exchange column chromatography only resulted in valienamine, whereas parallel treatments of validoxylamine A, the aglycon of validamycin A, resulted in an approximately 1:1 mixture of valienamine and validamine, underscoring the advantage of 1,1′-bis-valienamine over validoxylamine A as a commercial source of valienamine.
DOI: 10.1021/ja0470158
发表时间: 2004-12-15
影响因子: 15
作者:
Shing, TKM;Kwong, CSK;Cheng, CHK
通讯作者: Cheng, CHK
DOI: 10.1021/ja003643n
发表时间: 2001-03-28
影响因子: 15
作者:
Dong, HJ;Mahmud, T;Floss, HG
通讯作者: Floss, HG
DOI: 10.1073/pnas.0337542100
发表时间: 2003-02-18
影响因子: 11.1
作者:
Gust, B;Challis, GL;Chater, KF
通讯作者: Chater, KF
DOI: 10.1002/tcr.1015
发表时间: 2001-01-01
期刊: CHEMICAL RECORD
影响因子: 6.6
作者:
Mahmud, T;Lee, S;Floss, HG
通讯作者: Floss, HG
ValC 是一种新型 C7-环醇激酶,参与抗真菌剂井冈霉素 A 的生物合成。
DOI: 10.1002/cbic.200600528
发表时间: 2007-04-16
期刊: CHEMBIOCHEM
影响因子: 3.2
作者:
Minagawa, Kazuyuki;Zhang, Yirong;Mahmud, Taifo
通讯作者: Mahmud, Taifo