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含异常氨基环醇的天然产物的生物合成。

Biosynthesis of unusual aminocyclitol-containing natural products.

作者信息

Mahmud Taifo, Flatt Patricia M, Wu Xiumei

机构信息

Department of Pharmaceutical Sciences and Genetics Program, Oregon State University, Corvallis, Oregon 97331-3507, USA.

出版信息

J Nat Prod. 2007 Aug;70(8):1384-91. doi: 10.1021/np070210q. Epub 2007 Jul 28.

Abstract

The aminocyclitol family of natural products is a class of sugar-derived microbial secondary metabolites that demonstrate significant biological activities. Within this class of natural products are the C7N-aminocyclitol-containing compounds, which were originally associated with potent sugar-hydrolase inhibition. However, recent discoveries indicate a broader array of chemical structures and biological activities of this class of compounds. Using both conventional feeding experiments and contemporary molecular genetic approaches, some progress has been made in understanding the biosynthesis of this class of natural products. Results of in silico investigation also suggest a wide distribution of this class of natural products or closely related compounds across different classes of microorganisms, including cyanobacteria and fungi. This review describes our recent progress in the biosynthetic studies of a number of C7N-aminocyclitol-containing compounds and the potential use of bioinformatic approaches to search for novel aminocyclitol-containing natural products.

摘要

天然产物氨基环醇家族是一类源自糖类的微生物次级代谢产物,具有显著的生物活性。在这类天然产物中,含有C7N-氨基环醇的化合物最初与强效的糖水解酶抑制作用相关。然而,最近的发现表明这类化合物具有更广泛的化学结构和生物活性。通过传统的饲喂实验和当代分子遗传学方法,在理解这类天然产物的生物合成方面已经取得了一些进展。计算机模拟研究的结果还表明,这类天然产物或密切相关的化合物广泛分布于不同类别的微生物中,包括蓝细菌和真菌。本综述描述了我们在一些含C7N-氨基环醇化合物的生物合成研究方面的最新进展,以及利用生物信息学方法寻找新型含氨基环醇天然产物的潜在用途。

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1
Biosynthesis of aminocyclitol-aminoglycoside antibiotics and related compounds.
Nat Prod Rep. 2007 Apr;24(2):358-92. doi: 10.1039/b603816f. Epub 2006 Dec 21.
2
Molecular genetics and genomic analysis of scytonemin biosynthesis in Nostoc punctiforme ATCC 29133.
J Bacteriol. 2007 Jun;189(12):4465-72. doi: 10.1128/JB.01816-06. Epub 2007 Mar 9.
7
Engineering biosynthetic pathways to generate antitumor indolocarbazole derivatives.
J Ind Microbiol Biotechnol. 2006 Jul;33(7):560-8. doi: 10.1007/s10295-006-0092-5. Epub 2006 Feb 21.
8
Dichlorination of a pyrrolyl-S-carrier protein by FADH2-dependent halogenase PltA during pyoluteorin biosynthesis.
Proc Natl Acad Sci U S A. 2005 Sep 27;102(39):13843-8. doi: 10.1073/pnas.0506964102. Epub 2005 Sep 14.
9
A relationship between the mevalonate pathway and isoprenoid production in actinomycetes.
J Antibiot (Tokyo). 2003 Nov;56(11):957-66. doi: 10.7164/antibiotics.56.957.
10
The C7N aminocyclitol family of natural products.
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