Candida zeylanoides as whole-cell biocatalyst to perform asymmetric bioreduction of benzophenone derivatives
Küçük Resim Yok
Tarih
2020
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Synthetic Communications
Erişim Hakkı
Özet
Candida zeylanoides P1 was investigated as whole cell biocatalyst for the bioreduction of biaryl prochiral ketones into chiral carbinols, which can be used as pharmaceutical intermediate. Bioreduction of different biaryl ketones was carried out to their corresponding chiral biaryl carbinols such as (S)-(4-chlorophenyl) (phenyl) methanol (2a), which can be used in the synthesis of L-cloperastine drug, with antitussive, antiepidemic activity and bronchial musculature relaxant characteristics, in gram scale, enantiopure form (>99%) and excellent yields. The selectivity of C. zeylanoides P1 in enantioselective reduction of biaryl ketones was not affected by the steric and electronic effects of substrates. The current method demonstrates an encouraging green chemistry approach for the production of biaryl secondary chiral alcohols of pharmaceutical importance in mild, inexpensive and environmentally friendly process. The present study has many benefits since this yeast biocatalyst were successfully applied bioreduction of structurally bulky prochiral substrates, which cannot be reducted by chemical catalysis.
Açıklama
Anahtar Kelimeler
Chirality, Candida zeylanoides, chiral benzophenone carbinols, enantioselective reduction, (S)-(4-chlorophenyl) (phenyl) methanol
Kaynak
Synthetic Communications
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
50
Sayı
4
Künye
Şahin, E. (2020). Candida zeylanoides as whole-cell biocatalyst to perform asymmetric bioreduction of benzophenone derivatives. Synthetic Communications, 50(4), 612-619.
