Bioconversion of lovastatin to a novel statin by Amycolatopsis sp. View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2008-05

AUTHORS

Bin Zhuge, Hui Ying Fang, Hai Yu, Zhi Ming Rao, Wei Shen, Jian Song, Jian Zhuge

ABSTRACT

3-Hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase catalyzes the conversion of HMG-CoA to mevalonic acid, which plays a significant role in cholesterol synthesis. Several statins, inhibitors of HMG-CoA reductase, can be synthesized and converted by microorganisms. Among 700 strains obtained from culture collections, one strain could convert lovastatin to a novel statin, wuxistatin. The strain was identified as a member of the genus Amycolatopsis based on 16S rRNA gene sequence, morphology analysis, and chemotaxonomic properties. Wuxistatin, a novel HMG-CoA reductase inhibitor, was purified by chromatography, and the structure was determined by electrospray ionization mass and nuclear magnetic resonance spectroscopy. The results show that wuxistatin was butanoic acid, 2-methyl-,1,2,3,5,8,8a-hexahydro-5-hydroxy-7-methyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl) ethy]-1-naphthalenyl ester. An additional hydroxyl group was added to lovastatin at the 5-position to yield wuxistatin. This modification enhanced the intrinsic inhibitory activity (IC50) ofwuxistatin (41+/-5 nM) for fourfold compared with lovastatin (160+/-10 nM). A stoichiometric conversion of lovastatin to wuxistatin occurred. More... »

PAGES

209-216

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s00253-008-1430-5

DOI

http://dx.doi.org/10.1007/s00253-008-1430-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1030302684

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/18368405


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