Highly Enantioselective Production of Chiral Secondary Alcohols with Candida zeylanoides as a New Whole Cell Biocatalyst
Küçük Resim Yok
Tarih
2017
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Wiley-VCH Verlag
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
The increasing demand for biocatalysts in synthesizing enantiomerically pure chiral alcohols results from the outstanding characteristics of biocatalysts in reaction, economic, and ecological issues. Herein, fifteen yeast strains belonging to three food originated yeast species Candida zeylanoides, Pichia fermentans, and Saccharomyces uvarum were tested for their capability for asymmetric reduction of acetophenone to 1-phenylethanol as biocatalysts. Of these strains, C. zeylanoides P1 showed an effective asymmetric reduction ability. Under optimized conditions, substituted acetophenones were converted to corresponding optically active secondary alcohols in up to 99% enantiomeric excess and at high yields. The preparative scale asymmetric bioreduction of 4-nitroacetophenone (1m) by C. zeylanoides P1 gave (S)-1-(4-nitrophenyl)ethanol (2m) with 89% yield and > 99% enantiomeric excess. Compound 2m has been obtained in an enantiomerically pure and inexpensive form. Additionally, these results indicate that C. zeylanoides P1 is a promising biocatalyst for the synthesis of chiral alcohols in industry. © 2017 Wiley-VHCA AG, Zurich, Switzerland
Açıklama
Anahtar Kelimeler
Asymmetric reduction, Biocatalysis, Biotransformations, Candida zeylanoides, Whole yeast cells, 4 nitroacetophenone, alcohol derivative, 4-nitroacetophenone, acetophenone, acetophenone derivative, benzyl alcohol derivative, methylphenyl carbinol, Article, asymmetric synthesis, biocatalysis, biocatalyst, biotransformation, Candida zeylanoides, chirality, enantiomer, enantioselectivity, enzyme structure, fermentation, nonhuman, orange juice, Pichia, Pichia fermentans, reduction (chemistry), Saccharomyces uvarum, stereoselectivity, whole cell, yeast cell, Candida, chemistry, classification, food control, metabolism, microbiology, oxidation reduction reaction, stereoisomerism, Acetophenones, Benzyl Alcohols, Biocatalysis, Candida, Food Microbiology, Industrial Microbiology, Oxidation-Reduction, Stereoisomerism, Asymmetric reduction, Biocatalysis, Biotransformations, Candida zeylanoides, Whole yeast cells, 4 nitroacetophenone, alcohol derivative, 4-nitroacetophenone, acetophenone, acetophenone derivative, benzyl alcohol derivative, methylphenyl carbinol, Article, asymmetric synthesis, biocatalysis, biocatalyst, biotransformation, Candida zeylanoides, chirality, enantiomer, enantioselectivity, enzyme structure, fermentation, nonhuman, orange juice, Pichia, Pichia fermentans, reduction (chemistry), Saccharomyces uvarum, stereoselectivity, whole cell, yeast cell, Candida, chemistry, classification, food control, metabolism, microbiology, oxidation reduction reaction, stereoisomerism, Acetophenones, Benzyl Alcohols, Biocatalysis, Candida, Food Microbiology, Industrial Microbiology, Oxidation-Reduction, Stereoisomerism
Kaynak
Chemistry and Biodiversity
WoS Q Değeri
Q3
Scopus Q Değeri
Q2
Cilt
14
Sayı
9
