Tentative biosynthetic pathways of some microbial diketopiperazines

被引：37

作者：

Gu, Binbin ^{[1
]}

He, Shan ^{[1
]}

Yan, Xiaojun ^{[1
]}

Zhang, Lixin ^{[2
]}

机构：

[1] Ningbo Univ, Minist Educ, Key Lab Appl Marine Biotechnol, Ningbo 315211, Zhejiang, Peoples R China

[2] Chinese Acad Sci, Inst Microbiol, Key Lab Pathogen Microbiol & Immunol, Beijing 100190, Peoples R China

来源：

APPLIED MICROBIOLOGY AND BIOTECHNOLOGY | 2013年 / 97卷 / 19期

关键词：

Diketopiperazine; NRPS; CDPS; Biosynthetic gene clusters; NONRIBOSOMAL PEPTIDE SYNTHETASE; GENE-CLUSTER; CYCLIC DIPEPTIDES; ASPERGILLUS-FUMIGATUS; CYCLODIPEPTIDE SYNTHASES; PLANT PATHOGENICITY; ANTITUMOR-ACTIVITY; STRUCTURAL BASIS; THAXTOMIN-A; PENITREM-A;

D O I：

10.1007/s00253-013-5175-4

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Cyclodipeptides and their derivatives, the diketopiperazines (DKPs), constitute a large class of natural products that exhibit various biological properties. Until recently, there are a few characterized DKP biosynthetic pathways. In all these cases, the formation of the cyclodipeptides that harbor the DKP scaffold is catalyzed either by nonribosomal peptide synthetases or by cyclodipeptide synthases. This review focuses on the DKP biosynthetic pathways and their associated molecular mechanisms.

引用

页码：8439 / 8453

页数：15

共 89 条

[1] A Branched Biosynthetic Pathway Is Involved in Production of Roquefortine and Related Compounds in Penicillium chrysogenum [J].

Ali, Hazrat ;

Ries, Marco I. ;

Nijland, Jeroen G. ;

Lankhorst, Peter P. ;

Hankemeier, Thomas ;

Bovenberg, Roel A. L. ;

Vreeken, Rob J. ;

Driessen, Arnold J. M. .

PLOS ONE, 2013, 8 (06)

[2]

Allen JD, 2002, MOL CANCER THER, V1, P417

[3] Molecular requirements for inhibition of cytochrome P450 activities by roquefortine [J].

Aninat, C ;

Hayashi, Y ;

André, F ;

Delaforge, M .

CHEMICAL RESEARCH IN TOXICOLOGY, 2001, 14 (09) :1259-1265

[4]

AOYAGI T, 1985, Journal of Applied Biochemistry, V7, P388

[5] GliP, a multimodular nonribosomal peptide synthetase in Aspergillus fumigatus, makes the diketopiperazine scaffold of gliotoxin [J].

Balibar, Carl J. ;

Walsh, Christopher T. .

BIOCHEMISTRY, 2006, 45 (50) :15029-15038

[6] Cytochrome P450-catalyzed L-tryptophan nitration in thaxtomin phytotoxin biosynthesis [J].

Barry, Sarah M. ;

Kers, Johan A. ;

Johnson, Evan G. ;

Song, Lijiang ;

Aston, Philip R. ;

Patel, Bhumit ;

Krasnoff, Stuart B. ;

Crane, Brian R. ;

Gibson, Donna M. ;

Loria, Rosemary ;

Challis, Gregory L. .

NATURE CHEMICAL BIOLOGY, 2012, 8 (10) :814-816

[7] Tailoring Reactions Catalyzed by Heme-Dependent Enzymes: Spectroscopic Characterization of the L-Tryptophan-Nitrating Cytochrome P450 TxtE [J].

Barry, Sarah M. ;

Challis, Gregory L. .

NATURAL PRODUCT BIOSYNTHESIS BY MICROORGANISMS AND PLANTS, PT B, 2012, 516 :171-194

[8] The nonribosomal synthesis of diketopiperazines in tRNA-dependent cyclodipeptide synthase pathways [J].

Belin, Pascal ;

Moutiez, Mireille ;

Lautru, Sylvie ;

Seguin, Jerome ;

Pernodet, Jean-Luc ;

Gondry, Muriel .

NATURAL PRODUCT REPORTS, 2012, 29 (09) :961-979

[9] Identification and structural basis of the reaction catalyzed by CYP121, an essential cytochrome P450 in Mycobacterium tuberculosis [J].

Belin, Pascal ;

Le Du, Marie Helene ;

Fielding, Alistair ;

Lequin, Olivier ;

Jacquet, Mickael ;

Charbonnier, Jean-Baptiste ;

Lecoq, Alain ;

Thai, Robert ;

Courcon, Marie ;

Masson, Cedric ;

Dugave, Christophe ;

Genet, Roger ;

Pernodet, Jean-Luc ;

Gondry, Muriel .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (18) :7426-7431

[10] Thaxtomin A affects CESA-complex density, expression of cell wall genes, cell wall composition, and causes ectopic lignification in Arabidopsis thaliana seedlings [J].

Bischoff, Volker ;

Cookson, Sarah Jane ;

Wu, Shuang ;

Scheible, Wolf-Ruediger .

JOURNAL OF EXPERIMENTAL BOTANY, 2009, 60 (03) :955-965

← 1 2 3 4 5 6 7 8 9 →