Vanillylamine

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Vanillylamine
Vanillylamine structure.svg
Names
IUPAC name
4-(Aminomethyl)-2-methoxyphenol
Other names
4-Hydroxy-3-methoxybenzylamine; α-Amino-2-methoxy-p-cresol
Identifiers
1196-92-5
ChemSpider 64127
Jmol 3D model Interactive image
PubChem 70966
Properties
C8H11NO2
Molar mass 153.18 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Vanillylamine is an alkaloid that is an intermediate in the biosynthesis of capsaicin.[1] Vanillylamine is produced from vanillin by the enzyme vanillin aminotransferase.[2] It is then converted with 8-methyl-6-nonenoic acid into capsaicin by the enzyme capsaicin synthase.[2]

References[edit]

  1. ^ Edward Leete and Mary C. L. Louden (1968). "Biosynthesis of capsaicin and dihydrocapsaicin in Capsicum frutescens". J. Am. Chem. Soc. 90 (24): 6837–6841. doi:10.1021/ja01026a049. PMID 5687710. 
  2. ^ a b "MetaCyc Pathway: capsaicin biosynthesis". MetaCyc.