NDLI: Multistep conversion of cresols by phenol hydroxylase and 2,3-dihydroxy-biphenyl 1,2-dioxygenase

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Multistep conversion of cresols by phenol hydroxylase and 2,3-dihydroxy-biphenyl 1,2-dioxygenase

Content Provider	Springer Nature Link
Author	Shi, Shengnan Ma, Fang Sun, Tieheng Li, Ang Zhou, Jiti Qu, Yuanyuan
Copyright Year	2013
Abstract	A multistep conversion system composed of phenol hydroxylase (PH$_{IND}$) and 2,3-dihydroxy-biphenyl 1,2-dioxygenase (BphC$_{LA-4}$) was used to synthesize methylcatechols and semialdehydes from o- and m-cresol for the first time. Docking studies displayed by PyMOL predicted that cresols and methylcatechols could be theoretically transformed by this multistep conversion system. High performance liquid chromatography mass spectrometry (HPLC-MS) analysis also indicated that the products formed from multistep conversion were the corresponding 3-methylcatechol, 4-methylcatechol, 2-hydroxy-3-methyl-6-oxohexa-2,4-dienoic acid (2-hydroxy-3-methyl-ODA) and 2-hydroxy-5-methyl-6-oxohexa-2,4-dienoic acid (2-hydroxy-5-methyl-ODA). The optimal cell concentrations of the recombinant E. coli strain BL21 (DE3) expressing phenol hydroxylase (PH$_{IND}$) and 2,3-dihydroxy-biphenyl 1,2-dioxygenase (BphC$_{LA-4}$) and pH for the multistep conversion of o- and m-cresol were 4.0 (g·L$^{−1}$ cell dry weight) and pH 8.0, respectively. For the first step conversion, the formation rate of 3-methylcatechol (0.29 μmol·L$^{−1}$·min$^{−1}$·mg$^{−1}$ cell dry weight) from o-cresol was similarly with that of methylcatechols (0.28 μmol·L$^{−1}$·min$^{−1}$·mg$^{−1}$ cell dry weight) from m-cresol by strain PH$_{IND}$. For the second step conversion, strain BphC$_{LA-4}$ showed higher formation rate (0.83 μmol ·L$^{−1}$·min$^{−1}$·mg$^{−1}$ cell dry weight) for 2-hydroxy-3-methyl-ODA and 2-hydroxy-5-methyl-ODA from m-cresol, which was 1.1-fold higher than that for 2-hydroxy-3-methyl-ODA (0.77 μmol·L$^{−1}$·min$^{−1}$·mg$^{−1}$cell dry weight) from o-cresol. The present study suggested the potential application of the multistep conversion system for the production of chemical synthons and high-value products.
Starting Page	539
Ending Page	546
Page Count	8
File Format	PDF
ISSN	20952201
Journal	Frontiers of Environmental Science & Engineering in China
Volume Number	8
Issue Number	4
e-ISSN	2095221X
Language	English
Publisher	Higher Education Press
Publisher Date	2013-12-19
Publisher Institution	Chinese Universities
Publisher Place	Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	multistep conversion cresols phenol hydroxylase 2, 3-dihydroxybiphenyl 1, 2-dioxygenase methyl-catechols Environment
Content Type	Text
Resource Type	Article
Subject	Environmental Science

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