The spectrophotometric determination of indole-3-methanol in small samples with p-dimethylaminocinnamaldehyde on the basis of the formation of an azafulvenium salt.
Indole-3-methanol is coupled, at acidic pH, with p-dimethylaminocinnamaldehyde to give a highly colored azafulvenium salt. IR, 1H NMR, and mass spectroscopic evidence indicates that this azafulvenium salt is the 2-[3'-(p-dimethylaminophenyl)-2'-propenyliden]-3-hydroxymethyl-2H- indolenine hydrochloride. This reaction led us to elaborate a rapid colorimetric assay for quantitative determination of indole-3-methanol formed by peroxidases as the product of oxidation of the plant growth regulator indole-3-acetic acid.
García-Florenciano
E
E
Department of Plant Biology, University of Murcia, Spain.
Ros Barceló
A
A
Sabater
F
F
Muñoz
R
R
D000814:Aniline Compounds / Q000138:chemical synthesis*; D002934:Cinnamates; D003124:Colorimetry / Q000379:methods; D007211:Indoles / Q000032:analysis* / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008832:Microchemistry / Q000379:methods; D013053:Spectrophotometry / Q000379:methods; D013055:Spectrophotometry, Infrared / Q000379:methods
D000814:Aniline Compounds; D002934:Cinnamates; D007211:Indoles; C062675:2-(3'-(4-dimethylaminophenyl)-2'-propenyliden)-3-hydroxymethyl-2H-indolenine; C018523:4-dimethylaminocinnamaldehyde; C016517:indole-3-carbinol