Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method

Results in Chemistry

Douglas S. Masterson¹  Robert J. Wehrle¹  Douglas R. Powell² 

[1] School of Mathematics and Natural Sciences, Chemistry and Biochemistry, University of Southern Mississippi, 118 College Drive 5043, Hattiesburg, MS 39406, United States;Small Molecule Crystallography Lab, Department of Chemistry and Biochemistry, University of Oklahoma, 101 Stephenson Parkway, Norman, OK 73019-5251, United States;

关键词: Unnatural amino acids;    Mosher analysis;    NMR;    Determination of stereochemistry;   

DOI  :  

来源: DOAJ

【 摘 要 】

Mosher amides of α-methylselenocysteine were synthesized to determine the absolute stereochemistry of the sterically hindered α-carbon utilizing 1H, 13C, 19F, and 77Se NMR spectroscopies. After analysis of these spectra using the established Mosher method, the stereochemistry of the α-carbon was determined to be (R), which was subsequently confirmed using x-ray crystallography.

【 授权许可】

Unknown