TY - JOUR
T1 - Stereoselective approach to (2R,3S)- and (2R,3R)-1,2-(cyclohexylidenedioxy) hept-6-en-3-ol by microbial reduction
AU - Furuta, Miyu
AU - Shoji, Mitsuru
AU - Sugai, Takeshi
N1 - Funding Information:
This work was supported both by a Grant-in-Aid for Scientific Research (No. 23580152 ) and formation of a research center in cell signaling drug discovery for molecular targeting therapies: matching fund subsidy 2009–2013 from the Ministry of Education, Culture, Sports, Science and Technology, Japan , and acknowledged with thanks.
PY - 2012/10
Y1 - 2012/10
N2 - Among twelve incubated whole-cell yeast strains, two were found to selectively reduce (R)-1,2-(cyclohexylidenedioxy)hept-6-en-3-one, which was derived from d-mannitol. Pichia minuta JCM 3622 and Rhodotorula mucilaginosa NBRC 0889 afforded (2R,3S)-form (97% diastereomeric purity) and (2R,3R)-form (89% diastereomeric purity) of 1,2-(cyclohexylidenedioxy)hept-6-en-3-ols, respectively. As discussed above, the complementary yeast-mediated reduction provided the two diastereomeric glycerol derivatives in high enantiomeric excess.
AB - Among twelve incubated whole-cell yeast strains, two were found to selectively reduce (R)-1,2-(cyclohexylidenedioxy)hept-6-en-3-one, which was derived from d-mannitol. Pichia minuta JCM 3622 and Rhodotorula mucilaginosa NBRC 0889 afforded (2R,3S)-form (97% diastereomeric purity) and (2R,3R)-form (89% diastereomeric purity) of 1,2-(cyclohexylidenedioxy)hept-6-en-3-ols, respectively. As discussed above, the complementary yeast-mediated reduction provided the two diastereomeric glycerol derivatives in high enantiomeric excess.
KW - Reduction
KW - Whole-cell biocatalyst
KW - Yeast
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U2 - 10.1016/j.molcatb.2012.05.017
DO - 10.1016/j.molcatb.2012.05.017
M3 - Letter
AN - SCOPUS:84861961014
SN - 1381-1177
VL - 82
SP - 8
EP - 11
JO - Journal of Molecular Catalysis B: Enzymatic
JF - Journal of Molecular Catalysis B: Enzymatic
ER -