Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates

Christopher Allen; C.E. Walker; Narain Sharma; N.A. Kerley; Derek Boyd; H. Dalton

doi:10.1080/10242420290029454

Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates

Christopher Allen, C.E. Walker, Narain Sharma, N.A. Kerley, Derek Boyd, H. Dalton

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

Abstract

The enantiopure (1S, 2S)-cis-dihydrodiol metabolites 2B-5B have been obtained in low yield from the corresponding monosubstituted halobenzene substrates 2A-5A, using a wild-type strain of Pseudomonas putida (ML2) containing benzene dioxygenase (BDO). Benzene cis-dihydrodiol dehydrogenase (BCD) from P. putida ML2 and naphthalene cis-dihydrodiol dehydrogenase (NCD) from P. putida 8859 were purified and used in a comparative study of the stereoselective biotransformation of cis-dihydrodiol enantiomers 2B-5B. The BCD and NCD enzymes were found to accept cis-dihydrodiol enantiomers of monosubstituted benzene cis-dihydrodiol substrates 2B-5B of opposite absolute configuration. The acyclic alkene 1,2-diols 10-17 were also found to be acceptable substrates for BCD.

Original language	English
Pages (from-to)	257-264
Number of pages	8
Journal	BIOCATALYSIS AND BIOTRANSFORMATION
Volume	20
Issue number	4
DOIs	https://doi.org/10.1080/10242420290029454
Publication status	Published - 2002

ASJC Scopus subject areas

General Biochemistry,Genetics and Molecular Biology
Biochemistry
Biotechnology
Catalysis

Access to Document

10.1080/10242420290029454

Cite this

@article{83f58bec60164d078394d858f606ee0e,

title = "Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates",

abstract = "The enantiopure (1S, 2S)-cis-dihydrodiol metabolites 2B-5B have been obtained in low yield from the corresponding monosubstituted halobenzene substrates 2A-5A, using a wild-type strain of Pseudomonas putida (ML2) containing benzene dioxygenase (BDO). Benzene cis-dihydrodiol dehydrogenase (BCD) from P. putida ML2 and naphthalene cis-dihydrodiol dehydrogenase (NCD) from P. putida 8859 were purified and used in a comparative study of the stereoselective biotransformation of cis-dihydrodiol enantiomers 2B-5B. The BCD and NCD enzymes were found to accept cis-dihydrodiol enantiomers of monosubstituted benzene cis-dihydrodiol substrates 2B-5B of opposite absolute configuration. The acyclic alkene 1,2-diols 10-17 were also found to be acceptable substrates for BCD.",

author = "Christopher Allen and C.E. Walker and Narain Sharma and N.A. Kerley and Derek Boyd and H. Dalton",

year = "2002",

doi = "10.1080/10242420290029454",

language = "English",

volume = "20",

pages = "257--264",

journal = "BIOCATALYSIS AND BIOTRANSFORMATION",

publisher = "Taylor and Francis",

number = "4",

}

TY - JOUR

T1 - Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates

AU - Allen, Christopher

AU - Walker, C.E.

AU - Sharma, Narain

AU - Kerley, N.A.

AU - Boyd, Derek

AU - Dalton, H.

PY - 2002

Y1 - 2002

N2 - The enantiopure (1S, 2S)-cis-dihydrodiol metabolites 2B-5B have been obtained in low yield from the corresponding monosubstituted halobenzene substrates 2A-5A, using a wild-type strain of Pseudomonas putida (ML2) containing benzene dioxygenase (BDO). Benzene cis-dihydrodiol dehydrogenase (BCD) from P. putida ML2 and naphthalene cis-dihydrodiol dehydrogenase (NCD) from P. putida 8859 were purified and used in a comparative study of the stereoselective biotransformation of cis-dihydrodiol enantiomers 2B-5B. The BCD and NCD enzymes were found to accept cis-dihydrodiol enantiomers of monosubstituted benzene cis-dihydrodiol substrates 2B-5B of opposite absolute configuration. The acyclic alkene 1,2-diols 10-17 were also found to be acceptable substrates for BCD.

AB - The enantiopure (1S, 2S)-cis-dihydrodiol metabolites 2B-5B have been obtained in low yield from the corresponding monosubstituted halobenzene substrates 2A-5A, using a wild-type strain of Pseudomonas putida (ML2) containing benzene dioxygenase (BDO). Benzene cis-dihydrodiol dehydrogenase (BCD) from P. putida ML2 and naphthalene cis-dihydrodiol dehydrogenase (NCD) from P. putida 8859 were purified and used in a comparative study of the stereoselective biotransformation of cis-dihydrodiol enantiomers 2B-5B. The BCD and NCD enzymes were found to accept cis-dihydrodiol enantiomers of monosubstituted benzene cis-dihydrodiol substrates 2B-5B of opposite absolute configuration. The acyclic alkene 1,2-diols 10-17 were also found to be acceptable substrates for BCD.

UR - https://www.scopus.com/pages/publications/0036091819

U2 - 10.1080/10242420290029454

DO - 10.1080/10242420290029454

M3 - Article

VL - 20

SP - 257

EP - 264

JO - BIOCATALYSIS AND BIOTRANSFORMATION

JF - BIOCATALYSIS AND BIOTRANSFORMATION

IS - 4

ER -

Selectivity studies of the benzene cis-dihydrodiol dehydrogenase enzyme from Pseudomonas putida ML2 with Vicinal diol substrates

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this