Characterization of an Environmental DNA-Derived Gene Cluster that Encodes the Bisindolylmaleimide Methylarcyriarubin

被引：20

作者：

Chang, Fang-Yuan ^{[1
]}

Brady, Sean F. ^{[1
]}

机构：

[1] Rockefeller Univ, Howard Hughes Med Inst, Lab Genetically Encoded Small Mol, New York, NY 10065 USA

来源：

CHEMBIOCHEM | 2014年 / 15卷 / 06期

基金：

美国国家卫生研究院;

关键词：

biosynthesis; bisindolylmaleimides; metagenomics; natural products; Rieske dioxygenase; PROTEIN-KINASE-C; HETEROLOGOUS EXPRESSION; NATURAL-PRODUCTS; INDOLOCARBAZOLE BIOSYNTHESIS; CHROMOBACTERIUM-VIOLACEUM; CHROMOPYRROLIC ACID; INHIBITORS; STAUROSPORINE; REBECCAMYCIN; CLONING;

D O I：

10.1002/cbic.201300756

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Bisindolylmaleimides represent a naturally occurring class of metabolites that are of interest because of their protein kinase inhibition activity. From a metagenomic library constructed with soil DNA, we identified the four gene mar cluster, a bisindolylmaleimide gene cluster that encodes for methylarcyriarubin (1) production. Heterologous expression of the mar gene cluster in E. coli revealed that the Rieske dioxygenase MarC facilitates the oxidative decarboxylation of a chromopyrrolic acid (CPA) intermediate to yield the bisindolylmaleimide core. The characterization of the mar cluster defines a new role for CPA in the biosynthesis of structurally diverse bacterial tryptophan dimers.

引用

页码：815 / 821

页数：7

共 55 条

[1] Effect of ruboxistaurin on visual loss in patients with diabetic retinopathy [J].

Abraham, Prema ;

Adelman, Ron A. ;

Alfaro, Daniel Virgil, III ;

Anand, Rajiv ;

Antoszyk, Andrew ;

Bergsma, Donald ;

Hartnett, Mary Elizabeth ;

Brucker, Alexander J. ;

Carr, Tyree ;

Casey, Raynor C. ;

Rubino, John ;

Chandler, Thomas W. ;

Charles, Steven ;

Chaudhry, Nauman ;

Combs, James ;

Doft, Bernard ;

Young, Lucy H. Y. ;

Drouilhet, John H. ;

Dugel, Pravin U. ;

Feman, Stephen S. ;

Finkelstein, Daniel ;

Foster, Robert E. ;

Petersen, Michael R. ;

Fox, Gregory ;

Garretson, Bruce ;

Gieser, Jon P. ;

Gentile, Ronald C. ;

Giovinazzo, Vincent ;

Glazer, Louis ;

Goodart, Roy A. ;

Gottlieb, Justin ;

Greven, Craig ;

Grizzard, William S. ;

Hainsworth, Dean P. ;

Halperin, Lawrence ;

Heier, Jeffrey S. ;

Jackson, William ;

Kubacki, Joseph J. ;

Kanter, Eric D. ;

Keyser, Bruce ;

Kingsley, Ronald ;

Ko, Paula ;

Kokame, Gregg T. ;

Kuppermann, Baruch ;

Lambert, H. Michael ;

Lewis, Hilel ;

Lewis, Richard Alan ;

Marcus, Dennis ;

Nussbaum, Julian ;

Maturi, Raj K. .

OPHTHALMOLOGY, 2006, 113 (12) :2221-2230

[2] Protein kinase C β inhibition:: the promise for treatment of diabetic nephropathy [J].

Anderson, Pamela W. ;

McGill, Janet B. ;

Tuttle, Katherine R. .

CURRENT OPINION IN NEPHROLOGY AND HYPERTENSION, 2007, 16 (05) :397-402

[3] Bisindolylmaleimide I and V inhibit necrosis induced by oxidative stress in a variety of cells including neurons [J].

Asakai, R ;

Aoyama, Y ;

Fujimoto, T .

NEUROSCIENCE RESEARCH, 2002, 44 (03) :297-304

[4] Coupling Reaction of Indolepyruvic Acid by StaD and Its Product: Implications for Biosynthesis of Indolocarbazole and Violacein [J].

Asamizu, Shumpei ;

Hirano, Satoshi ;

Onaka, Hiroyasu ;

Koshino, Hiroyuki ;

Shiro, Yoshitsugu ;

Nagano, Shingo .

CHEMBIOCHEM, 2012, 13 (17) :2495-2500

[5] Characterization and Functional Modification of StaC and RebC, Which Are Involved in the Pyrrole Oxidation of Indolocarbazole Biosynthesis [J].

Asamizu, Shumpei ;

Shiro, Yoshitsugu ;

Igarashi, Yasuhiro ;

Nagano, Shingo ;

Onaka, Hiroyasu .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2011, 75 (11) :2184-2193

[6] In vitro biosynthesis of violacein from L-tryptophan by the enzymes VioA-E from Chromobacterium violaceum [J].

Balibar, Carl J. ;

Walsh, Christopher T. .

BIOCHEMISTRY, 2006, 45 (51) :15444-15457

[7] Crystallography gets the jump on the enzymologists [J].

Ballou, David P. .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2007, 104 (40) :15587-15588

[8] Mechanism and Catalytic Diversity of Rieske Non-Heme Iron-Dependent Oxygenases [J].

Barry, Sarah M. ;

Challis, Gregory L. .

ACS CATALYSIS, 2013, 3 (10) :2362-2370

[9] Cloning and heterologous expression of a natural product biosynthetic gene cluster from eDNA [J].

Brady, SF ;

Chao, CJ ;

Handelsman, J ;

Clardy, J .

ORGANIC LETTERS, 2001, 3 (13) :1981-1984

[10] Proteome-wide identification of cellular targets affected by bisindolylmaleimide-type protein kinase C inhibitors [J].

Brehmer, D ;

Godl, K ;

Zech, B ;

Wissing, J ;

Daub, H .

MOLECULAR & CELLULAR PROTEOMICS, 2004, 3 (05) :490-500

← 1 2 3 4 5 6 →