Synthesis and enzymic evaluation of conformationally defined carnitine analogs

WJ Brouillette, A Saeed, A Abuelyaman…

Index: Brouillette, Wayne J.; Saeed, Ashraf; Abuelyaman, Ahmed; Hutchison, Tracy L.; Wolkowicz, Paul E.; McMillin, Jeanie B. Journal of Organic Chemistry, 1994 , vol. 59, # 15 p. 4297 - 4303

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Citation Number: 22

Abstract

Carnitine (1, 3-hydroxy-4-trimethylammoniobutyrate) is essential as a donor and acceptor of acyl groups in cellular metabolism. The major solution conformation of carnitine about C3- C4 contains the gauche relationship between the trimethylammonium and hydroxy groups, while two of the three low-energy, staggered conformations about C2-C3 are significantly populated. For studies of carnitine's protein binding sites, we designed conformationally ...