Structure and mechanism of bacterial dehalogenases: different ways to cleave a carbon-halogen bond

被引：77

作者：

de Jong, RM ^{[1
]}

Dijkstra, BW ^{[1
]}

机构：

[1] Univ Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Biophys Chem, NL-9747 AG Groningen, Netherlands

来源：

CURRENT OPINION IN STRUCTURAL BIOLOGY | 2003年 / 13卷 / 06期

关键词：

D O I：

10.1016/j.sbi.2003.10.009

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：

The dehalogenases make use of fundamentally different strategies to cleave carbon-halogen bonds. The structurally characterized haloalkane dehalogenases, haloacid dehalogenases and 4-chlorobenzoate-coenzyme A dehalogenases use substitution mechanisms that proceed via a covalent aspartyl intermediate. Recent X-ray crystallographic analysis of a haloalcohol dehalogenase and a trans-3-chloroacrylic acid dehalogenase has provided detailed insight into a different intramolecular substitution mechanism and a hydratase-like mechanism, respectively. The available information on the various dehalogenases supports different views on the possible evolutionary origins of their activities.

引用

页码：722 / 730

页数：9

共 50 条

[1] Dioxins in the environment: A review of trend data [J].

Alcock, RE ;

Jones, KC .

ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1996, 30 (11) :3133-3143

[2] Pattern and sources of naturally produced organohalogens in the marine environment: biogenic formation of organohalogens [J].

Ballschmiter, K .

CHEMOSPHERE, 2003, 52 (02) :313-324

[3] Structure of 4-chlorobenzoyl coenzyme A dehalogenase determined to 1.8 angstrom resolution: An enzyme catalyst generated via adaptive mutation [J].

Benning, MM ;

Taylor, KL ;

Liu, RQ ;

Yang, G ;

Xiang, H ;

Wesenberg, G ;

DunawayMariano, D ;

Holden, HM .

BIOCHEMISTRY, 1996, 35 (25) :8103-8109

[4] Halide-stabilizing residues of haloalkane dehalogenases studied by quantum mechanic calculations and site-directed mutagenesis [J].

Bohac, M ;

Nagata, Y ;

Prokop, Z ;

Prokop, M ;

Monincová, M ;

Tsuda, M ;

Koca, J ;

Damborsky, J .

BIOCHEMISTRY, 2002, 41 (48) :14272-14280

[5] Reductive dehalogenation of chlorinated dioxins by an anaerobic bacterium [J].

Bunge, M ;

Adrian, L ;

Kraus, A ;

Opel, M ;

Lorenz, WG ;

Andreesen, JR ;

Görisch, H ;

Lechner, U .

NATURE, 2003, 421 (6921) :357-360

[6] The structural basis for the perturbed pKa of the catalytic base in 4-oxalocrotonate tautomerase:: Kinetic and structural effects of mutations of Phe-50 [J].

Czerwinski, RM ;

Harris, TK ;

Massiah, MA ;

Mildvan, AS ;

Whitman, CP .

BIOCHEMISTRY, 2001, 40 (07) :1984-1995

[7] Structure and mechanism of a bacterial haloalcohol dehalogenase: a new variation of the short-chain dehydrogenase/reductase fold without an NAD(P)H binding site [J].

de Jong, RM ;

Tiesinga, JJW ;

Rozeboom, HJ ;

Kalk, KH ;

Tang, L ;

Janssen, DB ;

Dijkstra, BW .

EMBO JOURNAL, 2003, 22 (19) :4933-4944

[8] Catalytic triads and their relatives [J].

Dodson, G ;

Wlodawer, A .

TRENDS IN BIOCHEMICAL SCIENCES, 1998, 23 (09) :347-352

[9] Raman evidence for Meisenheimer complex formation in the hydrolysis reactions of 4-fluorobenzoyl- and 4-nitrobenzoyl-coenzyme a catalyzed by 4-chlorobenzoyl-coenzyme A dehalogenase [J].

Dong, J ;

Carey, PR ;

Wei, YS ;

Luo, LS ;

Lu, XF ;

Liu, RQ ;

Dunaway-Mariano, D .

BIOCHEMISTRY, 2002, 41 (23) :7453-7463

[10] Critical residues for structure and catalysis in short-chain dehydrogenases/reductases [J].

Filling, C ;

Berndt, KD ;

Benach, J ;

Knapp, S ;

Prozorovski, T ;

Nordling, E ;

Ladenstein, R ;

Jörnvall, H ;

Oppermann, U .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (28) :25677-25684

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