Biotransformation of organic sulfides. Part 7. Formation of chiral isothiocyanato sulfoxides and related compounds by microbial biotransformation
作者:Herbert L. Holland、Frances M. Brown、Brett G. Larsen、Mirjana Zabic
DOI:10.1016/0957-4166(95)00200-9
日期:1995.7
The fungi Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613 have been used for the biotransformation of a series of isothiocyanatoalkyl methyl sulfides and their synthetic precursors, ω-(methylthio)alkylphthalimides. H. species gave predominantly (S) sulfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl methyl sulfoxides, but in the case of two ω-(methylthio)alkylphthalimides
真菌Helminthosporium种类NRRL 4671和伊莎贝拉莫氏菌ATCC 42613已用于一系列异硫氰酸根合烷基甲基硫化物及其合成前体ω-(甲硫基)烷基邻苯二甲酰亚胺的生物转化。^ h。在所有情况下,这些物种主要产生(S)亚砜;伊萨贝利纳霉(M. isabellina)得到(R)异硫氰酸根合烷基甲基亚砜,但在两个ω-(甲硫基)烷基邻苯二甲酰亚胺的情况下,亚砜基本转化为砜,导致前者以(S)构型分离。对先前报道的两种生物转化产物的结构进行了更正(Tetrahedron:不对称,1994年,5,1129)。