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Synthesis of oxygen-18 isotope labeled amino acids and dipeptides and its effects on carbon-13 NMR

✍ Scribed by E. Ponnusamy; C. C. Jones; D. Fiat

Publisher
John Wiley and Sons
Year
1987
Tongue
French
Weight
213 KB
Volume
24
Category
Article
ISSN
0022-2135

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✦ Synopsis

Oxygen-18 isotope labeled at the carboxyl group of glycine, L-alanine and L-proline were synthesized by acid catalyzed exchange or acid hydroll1;s of respective methyl ester derivatives of amino acids in HCl/H . Quantitative enrichment of ycine was achieved by the acid hydrofysis of amino fietonitrile in Hlf'O.

In order to conserve the isotopic epfjichment [ 0) dipepti s were synthesized by solid phase method.

[ 0 1 isotope effect on ["C] NMR of carboxylic ca on of amino shifts observed for the carboxylic arbon of singly and doubly [ 01 labeled amino acids showed that the ["O] isotope effect is additive. acids and carbonyl carbon of peptides was observed. The [ fB 01 isotpgic Key Words' effect; ["C] NMR [180] isotope labeling; amino acids ; dipeptides ; [180] isotope

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