Optimized synthesis of four isotopically labeled ( 13 C‐enriched) phenolic acids via a malonic acid condensation | Zendy

Robbins Rebecca J. | Zendy; Schmidt Walter F. | Zendy

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Optimized synthesis of four isotopically labeled ( 13 C‐enriched) phenolic acids via a malonic acid condensation

Author(s) -

Robbins Rebecca J.,

Schmidt Walter F.

Publication year - 2004

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.869

Subject(s) - chemistry , malonic acid , isotope dilution , caffeic acid , condensation , mass spectrometry , ferulic acid , organic chemistry , chromatography , antioxidant , physics , thermodynamics

Four isotopically ( 13 C)‐labeled phenolic acids (caffeic [M + 3], sinapic [M + 2], p ‐coumaric [M + 6] and ferulic [M + 6] acids) were synthesized via a simple one‐step malonic acid condensation with a series of aldehydes. The aldehydes and the malonic acid were variously labeled and unlabeled to vary the enriched sites. 13 C and 1 H NMR analyses together confirmed the labeled positions. LC/MS confirmed the masses. These acids are intended for use as internal standards for isotope dilution mass spectrometry (IDMS). Copyright © 2004 John Wiley & Sons, Ltd.

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