Chemoselective acylation of (hydroxyalkyl)phenols catalyzed by Candida antarctica lipase B

Acylation of (hydroxyalkyl)phenols with vinyl esters by lipase B from Candida antarctica proceeded smoothly in a highly chemoselective manner, affording their alkyl esters exclusively or at least predominantly. The enzyme therefore discriminates between an alcoholic hydroxyl from a phenolic hydroxyl...

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Bibliographic Details
Published inBiotechnology letters Vol. 35; no. 4; pp. 625 - 630
Main Authors Miyazawa, Toshifumi, Yamamoto, Masato, Danjo, Hiroshi
Format Journal Article
LanguageEnglish
Published Dordrecht Springer Netherlands 01.04.2013
Springer Nature B.V
Subjects
Acylation
Applied Microbiology
Biochemistry
Biomedical and Life Sciences
Biotechnology
Candida - enzymology
Candida antarctica
Catalysis
Chemical synthesis
Enzymes
Esters
Fungal Proteins - metabolism
Life Sciences
Lipase
Lipase - metabolism
Microbiology
Original Research Paper
Phenols
Phenols - metabolism
Synthesis
Vinyl Compounds - metabolism
Vinyl ester resins
Yeast
Antarctica
Chemoselective acylation
lipase B
Alkyl esters
Vinyl esters
(Hydroxyalkyl)phenols
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Summary:Acylation of (hydroxyalkyl)phenols with vinyl esters by lipase B from Candida antarctica proceeded smoothly in a highly chemoselective manner, affording their alkyl esters exclusively or at least predominantly. The enzyme therefore discriminates between an alcoholic hydroxyl from a phenolic hydroxyl in addition to having versatile catalytic abilities for organic synthesis.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0141-5492
1573-6776
DOI:10.1007/s10529-012-1124-z