Production of enantiopure chiral aryl heteroaryl carbinols using whole?cell Lactobacillus paracasei biotransformation
Küçük Resim Yok
Tarih
2020
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Synthetic Communications
Erişim Hakkı
Özet
Aryl and heteroaryl chiral carbinols are useful precursors in the synthesis of drugs. Lactobacillus paracasei BD87E6, which is obtained from a cereal based fermented beverage, was investigated as whole cell biocatalyst for the bioreduction of different ketones (including aromatic, hetero-aromatic and fused bicyclic ketone) into chiral carbinols, which can be used as a pharmaceutical intermediate. The study shows that bioreduction of aryl, heteroaryl and fused bicyclic ketone (1-5) to their corresponding chiral carbinols (1a-5a) in excellent enantioselectivity (>99%) with high yields. This study gave the first example for an enantiopure production of (S)-6-chlorochroman-4-ol (3a), which has many antioxidant activity, by a biological method. For asymmetric bioreduction of other prochiral ketones, these results open way to use of L. paracasei BD87E6 as biocatalysts. Also, the present process shows a hopeful and alternative green synthesis for the production of enantiopure carbinols in a mild, inexpensive and environmentally friendly process.
Açıklama
Anahtar Kelimeler
chiral heteroaryl carbinol, enantioselective bioreduction,, whole-cell biocatalyst, enantioselective bioreduction, (S)-6-chlorochroman-4-ol, whole-cell biocatalyst
Kaynak
Synthetic Communications
WoS Q Değeri
Scopus Q Değeri
Cilt
50
Sayı
4
Künye
Şahin, E. (2020). Production of enantiopure chiral aryl heteroaryl carbinols using whole‐cell Lactobacillus paracasei biotransformation. Synthetic Communications, 50(4), 549-557.
