MONOFLUOROPHOSPHONATES AS PHOSPHATE MIMICS IN BIOORGANIC CHEMISTRY - A COMPARATIVE-STUDY OF CH2-PHOSPHONATE, CHF-PHOSPHONATE AND CF2-PHOSPHONATE ANALOGS OF SN-GLYCEROL-3-PHOSPHATE AS SUBSTRATES FOR SN-GLYCEROL-3-PHOSPHATE DEHYDROGENASE
J. Nieschalk et D. Ohagan, MONOFLUOROPHOSPHONATES AS PHOSPHATE MIMICS IN BIOORGANIC CHEMISTRY - A COMPARATIVE-STUDY OF CH2-PHOSPHONATE, CHF-PHOSPHONATE AND CF2-PHOSPHONATE ANALOGS OF SN-GLYCEROL-3-PHOSPHATE AS SUBSTRATES FOR SN-GLYCEROL-3-PHOSPHATE DEHYDROGENASE, Journal of the Chemical Society, Chemical Communications, (7), 1995, pp. 719-720
The synthesis of the cyclohexylammonium salts of 3-(S),4-dihydroxy-1(R
,S)-fluorobutylphosphonic acid 3 and 1,1-difluoro-3-(S),4-dihydroxybut
ylphosphonic acid 4 is reported; 3 is a better substrate for NADH link
ed sn-glycerol-3-phosphate dehydrogenase than the difluoromethylenepho
sphonate 4; a comparative study of the CH2-, CHF and CF2- phosphonate
analogues of sn-glycerol-3-phosphate is reported.