Document Detail


Flavoenzymes: versatile catalysts in biosynthetic pathways.
MedLine Citation:
PMID:  23051833     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Riboflavin-based coenzymes, tightly bound to enzymes catalyzing substrate oxidations and reductions, enable an enormous range of chemical transformations in biosynthetic pathways. Flavoenzymes catalyze substrate oxidations involving amine and alcohol oxidations and desaturations to olefins, the latter setting up Diels-Alder cyclizations in lovastatin and solanapyrone biosyntheses. Both C(4a) and N(5) of the flavin coenzymes are sites for covalent adduct formation. For example, the reactivity of dihydroflavins with molecular oxygen leads to flavin-4a-OOH adducts which then carry out a diverse range of oxygen transfers, including Baeyer-Villiger type ring expansions, olefin epoxidations, halogenations via transient HOCl generation, and an oxidative Favorskii rerrangement during enterocin assembly.
Authors:
Christopher T Walsh; Timothy A Wencewicz
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Review    
Journal Detail:
Title:  Natural product reports     Volume:  30     ISSN:  1460-4752     ISO Abbreviation:  Nat Prod Rep     Publication Date:  2013 Jan 
Date Detail:
Created Date:  2012-12-11     Completed Date:  2013-02-08     Revised Date:  2014-01-01    
Medline Journal Info:
Nlm Unique ID:  8502408     Medline TA:  Nat Prod Rep     Country:  England    
Other Details:
Languages:  eng     Pagination:  175-200     Citation Subset:  IM    
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MeSH Terms
Descriptor/Qualifier:
Biosynthetic Pathways*
Catalysis
Flavin Mononucleotide / metabolism
Humans
Molecular Structure
Oxidoreductases / metabolism*
Riboflavin / metabolism*
Grant Support
ID/Acronym/Agency:
GM20011/GM/NIGMS NIH HHS; GM49338/GM/NIGMS NIH HHS; R01 GM020011/GM/NIGMS NIH HHS; R01 GM049338/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
7N464URE7E/Flavin Mononucleotide; EC 1.-/Oxidoreductases; TLM2976OFR/Riboflavin
Comments/Corrections

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


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