Document Detail


Characterization of Bacillus thuringiensis L-isoleucine dioxygenase for production of useful amino acids.
MedLine Citation:
PMID:  21821743     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We determined the enzymatic characteristics of an industrially important biocatalyst, α-ketoglutarate-dependent l-isoleucine dioxygenase (IDO), which was found to be the enzyme responsible for the generation of (2S,3R,4S)-4-hydroxyisoleucine in Bacillus thuringiensis 2e2. Depending on the amino acid used as the substrate, IDO catalyzed three different types of oxidation reactions: hydroxylation, dehydrogenation, and sulfoxidation. IDO stereoselectively hydroxylated several hydrophobic aliphatic l-amino acids, as well as l-isoleucine, and produced (S)-3-hydroxy-l-allo-isoleucine, 4-hydroxy-l-leucine, (S)-4-hydroxy-l-norvaline, 4-hydroxy-l-norleucine, and 5-hydroxy-l-norleucine. The IDO reaction product of l-isoleucine, (2S,3R,4S)-4-hydroxyisoleucine, was again reacted with IDO and dehydrogenated into (2S,3R)-2-amino-3-methyl-4-ketopentanoate, which is also a metabolite found in B. thuringiensis 2e2. Interestingly, IDO catalyzed the sulfoxidation of some sulfur-containing l-amino acids and generated l-methionine sulfoxide and l-ethionine sulfoxide. Consequently, the effective production of various modified amino acids would be possible using IDO as the biocatalyst.
Authors:
Makoto Hibi; Takashi Kawashima; Tomohiro Kodera; Sergey V Smirnov; Pavel M Sokolov; Masakazu Sugiyama; Sakayu Shimizu; Kenzo Yokozeki; Jun Ogawa
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2011-08-05
Journal Detail:
Title:  Applied and environmental microbiology     Volume:  77     ISSN:  1098-5336     ISO Abbreviation:  Appl. Environ. Microbiol.     Publication Date:  2011 Oct 
Date Detail:
Created Date:  2011-09-23     Completed Date:  2012-01-19     Revised Date:  2012-04-02    
Medline Journal Info:
Nlm Unique ID:  7605801     Medline TA:  Appl Environ Microbiol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  6926-30     Citation Subset:  IM    
Affiliation:
Industrial Microbiology, Graduate School of Agriculture, Kyoto University, Kitashirakawa-oiwakecho, Sakyo-ku, Kyoto 606-8502, Japan.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / metabolism*
Bacillus thuringiensis / enzymology*,  metabolism*
Dioxygenases / metabolism*
Hydroxylation
Ketoglutaric Acids / metabolism
Substrate Specificity
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Ketoglutaric Acids; 328-50-7/alpha-ketoglutaric acid; EC 1.13.11.-/Dioxygenases

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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