Th. Yu et al., VOLATILE COMPOUNDS GENERATED FROM THERMAL-DEGRADATION OF ALLIIN AND DEOXYALLIIN IN AN AQUEOUS-SOLUTION, Journal of agricultural and food chemistry, 42(1), 1994, pp. 146-153
Aqueous solutions of alliin, one of the major flavor precursors of gar
lic, and deoxyalliin, one of the thermal degradation products of gamma
-glutamyl-S-allylcysteine, which also is one of the major flavor precu
rsors of garlic, were dissolved in water and heated in a closed system
at 180 degrees C under different pH conditions. The volatile flavor c
ompounds generated were isolated by Likens-Nickerson simultaneous dist
illation/solvent extraction and quantified and identified by GC and GC
-MS. The major volatile compounds generated from the degradation of al
liin at pH 3, 7, and 9 were allyl alcohol and acetaldehyde. At pH 5, t
he major volatile compounds generated from the degradation of alliin w
ere acetaldehyde, 2-acetylthiazole, sulfur dioxide, ethyl acetate, and
1-propene. The major volatile compounds generated from the degradatio
n of deoxyalliin at pH 5, 7, and 9 were diallyl sulfide, 2-methyl-1,4-
dithiepane, (allylthio)acetic acid, diallyl disulfide, 2-ethyl-1,3-dit
hiane, ethyl-1,2,5-trithiepane,3,6-dimethyl-1,4-dithiane, and allyl me
rcaptan. At pH 3, the major volatile compounds generated from the degr
adation of deoxyalliin were (allylthio)acetaldehyde, 3-(allylthio)prop
anal, 3,6-dimethyl-1,2,5-trithiepane, and (allylthio)acetic acid.