Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method
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 det...
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doaj-b235015dfd7b4f3fb17af3b729a1d6da2021-02-27T04:38:22ZengElsevierResults in Chemistry2211-71562021-01-013100114Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher methodRobert J. Wehrle0Douglas R. Powell1Douglas S. Masterson2School of Mathematics and Natural Sciences, Chemistry and Biochemistry, University of Southern Mississippi, 118 College Drive #5043, Hattiesburg, MS 39406, United StatesSmall Molecule Crystallography Lab, Department of Chemistry and Biochemistry, University of Oklahoma, 101 Stephenson Parkway, Norman, OK 73019-5251, United StatesSchool of Mathematics and Natural Sciences, Chemistry and Biochemistry, University of Southern Mississippi, 118 College Drive #5043, Hattiesburg, MS 39406, United States; Corresponding author.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.http://www.sciencedirect.com/science/article/pii/S2211715621000199Unnatural amino acidsMosher analysisNMRDetermination of stereochemistry |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Robert J. Wehrle Douglas R. Powell Douglas S. Masterson |
spellingShingle |
Robert J. Wehrle Douglas R. Powell Douglas S. Masterson Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method Results in Chemistry Unnatural amino acids Mosher analysis NMR Determination of stereochemistry |
author_facet |
Robert J. Wehrle Douglas R. Powell Douglas S. Masterson |
author_sort |
Robert J. Wehrle |
title |
Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method |
title_short |
Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method |
title_full |
Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method |
title_fullStr |
Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method |
title_full_unstemmed |
Direct determination of absolute stereochemistry of α-methylselenocysteine using the Mosher method |
title_sort |
direct determination of absolute stereochemistry of α-methylselenocysteine using the mosher method |
publisher |
Elsevier |
series |
Results in Chemistry |
issn |
2211-7156 |
publishDate |
2021-01-01 |
description |
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. |
topic |
Unnatural amino acids Mosher analysis NMR Determination of stereochemistry |
url |
http://www.sciencedirect.com/science/article/pii/S2211715621000199 |
work_keys_str_mv |
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