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  • Synthesis of stable isotope-labeled precursors for the biosyntheses of capsaicinoids, capsinoids, and capsiconinoids.

Synthesis of stable isotope-labeled precursors for the biosyntheses of capsaicinoids, capsinoids, and capsiconinoids.

Bioscience, biotechnology, and biochemistry (2011-08-09)
Kenji Kobata, Makoto Mimura, Mai Sugawara, Tatsuo Watanabe
ABSTRACT

Stable isotope-labeled precursors were synthesized for an analysis by liquid chromatography-tandem mass spectrometry (LC-MS/MS) to elucidate the biosynthetic flow of capsaicinoids, capsinoids, and capsiconinoids. [1'-(13)C][5-(2)H]-Vanillin was prepared by the condensation of guaiacol with [(13)C]-chloroform and a D(2)O treatment. Labeled vanillylamine, vanillyl alcohol, ferulic acid, and coniferyl alcohol were prepared from the labeled vanillin. The labeled vanillylamine was converted to labeled capsaicinoid in a crude enzyme solution extracted from pungent Capsicum fruits.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Vanillyl alcohol, ≥98%, FG
Sigma-Aldrich
Coniferyl alcohol, 98%
Sigma-Aldrich
4-Hydroxy-3-methoxybenzyl alcohol, 98%
Sigma-Aldrich
4-Hydroxy-3-methoxybenzylamine hydrochloride, 98%