The Mechanism of Phosphoryl Transfer

作者: S. J. Benkovic , K. J. Schray

DOI: 10.1007/978-1-4684-9978-0_13

关键词: Phosphonium saltAlkaline hydrolysis (body disposal)Acetyl phosphateChemistryCatalysisTransition statePhenyl phosphateCombinatorial chemistryMechanism (sociology)

摘要: Our intent in this chapter is to present an abbreviated but inclusive description of the probable transition states involved phosphoryl-transfer reactions as elucidated by physical organic studies. A number critical, extensive reviews on particular aspects topic have recently appeared.(1–9) Probable modes catalysis will be delineated particularly relation their anticipated involvement biological phosphoryl transfer.

参考文章(139)
Stuart G. Warren, Anthony J. Kirby, The Organic Chemistry of Phosphorus ,(1967)
Jan F. Chlebowski, Joseph E. Coleman, Mechanisms of Hydrolysis of O-Phosphorothioates and Inorganic Thiophosphate by Escherichia coli Alkaline Phosphatase Journal of Biological Chemistry. ,vol. 249, pp. 7192- 7202 ,(1974) , 10.1016/S0021-9258(19)42092-9
Thomas D. Inch, Gilbert J. Lewis, Use of carbohydrate derivatives for studies of phosphorus stereochemistry Carbohydrate Research. ,vol. 45, pp. 65- 72 ,(1975) , 10.1016/S0008-6215(00)85866-8
William P. Jencks, Catalysis in chemistry and enzymology ,(1969)
Frank H. Westheimer, Pseudo-rotation in the hydrolysis of phosphate esters Accounts of Chemical Research. ,vol. 1, pp. 70- 78 ,(1968) , 10.1021/AR50003A002
Kenneth Edward DeBruin, Kurt Mislow, Stereochemistry of the alkaline hydrolysis of dialkoxyphosphonium salts Journal of the American Chemical Society. ,vol. 91, pp. 7393- 7397 ,(1969) , 10.1021/JA01054A029
Fausto Ramirez, James F. Marecek, Hiroshi Okazaki, One-flask synthesis of unsymmetrical phosphodiesters. Selective amine catalysis of the phosphorylation of primary vs. secondary alcohols Journal of the American Chemical Society. ,vol. 7, pp. 5310- 5319 ,(1975) , 10.1021/JA00433A043
Yukito Murakami, Junzo Sunamoto, Solvolysis of organic phosphates. Part IX. Structure–reactivity correlations for the hydrolysis of organic orthophosphate monoesters Journal of The Chemical Society-perkin Transactions 1. ,vol. 4, pp. 1235- 1241 ,(1973) , 10.1039/P29730001235
Yukito Murakami, Makoto Takagi, Solvolysis of organic phosphates. I. Pyridylmethyl phosphates Journal of the American Chemical Society. ,vol. 91, pp. 5130- 5135 ,(1969) , 10.1021/JA01046A034