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Synthesis of isotopically labelled glycyl‐ L ‐prolyl‐ L ‐glutamic acid (Glypromate ® ) and derivatives
Author(s) -
Harris Paul W. R.,
Brimble Margaret A.
Publication year - 2006
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1075
Subject(s) - chemistry , glutamic acid , dipeptide , tripeptide , yield (engineering) , glycine , stereochemistry , deuterium , amino acid , biochemistry , materials science , physics , quantum mechanics , metallurgy
Abstract The related tripeptides glycyl‐ L ‐prolyl‐ L ‐glutamic acid (GPE) and glycyl‐ L ‐2‐methylprolyl‐ L ‐glutamic acid (G‐2‐MePE) were labelled with commercially available [1,2,3,4,5‐ 13 C 5 , 2‐ 15 N 1 ]‐ L ‐glutamic acid in 3 steps in excellent overall yield with high isotope incorporation. A related cyclic dipeptide was labelled with [2,2‐ 2 H 2 , 2‐ 15 N 1 ]glycine giving a mixture of compounds resulting from deuterium scrambling. Copyright © 2006 John Wiley & Sons, Ltd.