Regiospecificity and isotope effects associated with the methyl-methylene eliminations in the enzyme-catalyzed biosynthesis of (R)-and (S)-limonene

…, KC Wagschal, P McGeady, RB Croteau

文献索引：Pyun, Hyung-Jung; Coates, Robert M.; Wagschal, Kurt C.; McGeady, Paul; Croteau, Rodney B. Journal of Organic Chemistry, 1993 , vol. 58, # 15 p. 3998 - 4009

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被引用次数: 42

摘要

[8-3H]-,[8, 8, 9, 9-2H4]-, and [1-3H, 8, 9-2Helgeranyl diphosphates (lt, l-& and l-dd) were synthesized and used as substrates for several monoterpene cyclases to determine the regiospecificity and isotope effects attending the terminating proton transfers in the enzyme- catalyzed biosynthesis of (R)-and@)-limonene. Degradation of enantiomeric PHI limonenes produced by cyclization of 1-t with the (+)-and (-)-pinene cyclases (synthases) from Salvia ...