Substrate specificity of farnesylpyrophosphate synthetase. Application to asymmetric synthesis

T Koyama, A Saito, K Ogura, S Seto

Index: Koyama, Tanetoshi; Saito, Akio; Ogura, Kyozo; Seto, Shuichi Journal of the American Chemical Society, 1980 , vol. 102, # 10 p. 3614 - 3618

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Citation Number: 38

Abstract

Abstract: Nine analogues of isopentenyl pyrophosphate (1) have been studied as substrates for pig liver farnesylpyrophosphate synthetase.(E)-3-Methylpent-3-enyl pyrophosphate (12) and its 2 isomer 13 react enzymatically with geranyl pyrophosphate (3) to give (S)-(14) and (R)-4-methylfarnesyl pyrophosphate (15), respectively. 12 and 13 also react with dimethylallyl pyrophosphate (2) to give the corresponding enantiomers of 4-methylgeranyl ...