Synthesis of 1-13C and 3-13C isotopic isomers of aspartic and glutamic acids

✍ Scribed by Upinder Fotadar; David Cowburn

• Publisher: John Wiley and Sons
• Year: 1983
• Tongue: French
• Weight: 237 KB
• Volume: 20
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580200811

✦ Synopsis

The s y n t h e s i s of i s o t o p i c i s o m e r s of amino a c i d s i s o f t e n r e q u i r e d f o r a v a r i e t y of s t u d i e s . and g l u t a m i c a c i d s s i n g l y l a b e l e d i n t h e 1 o r 3 p o s i t i o n s . These i s o m e r s are r e q u i r e d t o d e f i n e more p r e c i s e l y t h e a n g l e 4 i n p e p t i d e s from v i c i n a l h e t e r on u c l e a r NMR c o u p l i n g s , 3 J ( 1 3 3 C -C 2 -N'-1 H I ) , 3J(13C. .-N.-2 1 2 H . ) and 3 .J( 1 3 C'-C 1 -N'-H') (1). The e f f i c i e n t s y n t h e s i s of 1-C amino a c i d s u s i n g t h e S t r e c k e r r e a c t i o n of t h e a p p r o p r i a t e a l d e h y d e w i t h sodium o r p o t a s s i u m c y a n i d e i s w e l l known (2) f o r o t h e r amino a c i d s . E f f i c i e n t i n c o r p o r a t i o n o f l a b e l depends on a d e q u a t e p u r i t y of t h e a d l e h y d e .