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Stable‐isotope labeled metabolites of the phytohormone, indole‐3‐acetic acid
Author(s) -
Ilić Nebojša,
Magnus Volker,
Östin Anders,
Sandberg Göran
Publication year - 1997
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/(sici)1099-1344(199705)39:5<433::aid-jlcr987>3.0.co;2-h
Subject(s) - chemistry , aspartic acid , acetic acid , glutamic acid , indole 3 acetic acid , indole test , amino acid , condensation , stereochemistry , organic chemistry , biochemistry , auxin , physics , gene , thermodynamics
1,3‐Dicyclohexylcarbodiimide‐mediated condensation of [3a,4,5,6,7,7a‐ 13 C 6 ]indole‐3‐acetic acid with the bis( tert ‐butyl) esters of L ‐aspartic or L ‐glutamic acids, followed by removal of the ester groups by dilute alkali, afforded N ‐([3a,4,5,6,7,7a‐ 13 C 6 ]indol‐3‐ylacetyl)‐ L ‐aspartic and N ‐([3a,4,5,6,7,7a‐ 13 C 6 ]indol‐3‐ylacetyl)‐ L ‐glutamic acids, labeled forms of compounds involved in the regulation of plant growth and development. The corresponding conjugates of ( R,S )‐2,3‐dihydro‐2‐oxoindole‐3‐acetic acid, which are likewise of physiological significance, were labeled with 15 N in the amino acid moieties and were synthesized via the N ‐hydroxysuccinimide ester. © 1997 John Wiley & Sons, Ltd.