Monofluorophosphonates as phosphate mimics in bioorganic chemistry: a comparative study of CH2-, CHF-and CF2-phosphonate analogues of sn-glycerol-3- …

J Nieschalk, D O'Hagan

Index: Nieschalk, Jens; O'Hagan, David Journal of the Chemical Society, Chemical Communications, 1995 , # 7 p. 719 - 720

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Citation Number: 30

Abstract

The synthesis of the cyclohexylammonium salts of 3-(S), 4-dihydroxy-1 (R, S)- fluorobutylphosphonic acid 3 and 1, 1-difluoro-3-(S), 4-dihydroxybutylphosphonic acid 4 is reported; 3 is a better substrate for NADH linked sn-glycerol-3-phosphate dehydrogenase than the difluoromethylenephosphonate 4; a comparative study of the CH2-, CHF and CF2- phosphonate analogues of sn-glycerol-3-phosphate is reported.

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