(3R)-(-)-3-mercaptohexyl
acetate - In dilution, posseses attractive
tropical fruity notes (for the
(3R)-3-mercaptohexyl acetate and
(3R)-3-mercaptohexyl butanoate) - (description
of Werkhoff, et. al.); Werkhoff, et. al.
described the 3-mercaptohexyl acetates as
grapefruit, black currant, buccu, mango, passion
fruit, guava; Tominga et.al. (2006) indicates
"The less odoriferous R form is reminiscent of
passion fruit, while the S form has a more
herbaceous odor of boxwood"
Flavor
perception threshold = 0.009 ppb in 12%
alcohol/water (Tominaga, et al.)
Odor
threshold = 0.10 ng/L in air (Steinhaus, et
al.)
Ref:
Werkhoff, P.; Guntert, M.; Krammer G.; Sommer,
H.; Kaulen, J.; Vacuum Headspace Method in Aroma
Research: Flavor Chemistry of Yellow Passion
Fruits, J. Agric. Food Chem., 46(3); 1076-1093,
1998; See also Engel, K. H., Tressl, R.,
Identification of new sulfur-containing
volatiles in yellow passion fruits (Passiflora
edulis f. flavicarpa). J. Agric. Food Chem., 39,
2249-2252, 1991; Tominaga, T., Darriet, P.,
Dubourdieu, D., Identification de
lacétate de 3-mercaptohexanol,
composé à forte odeur de buis,
intervenant dans larôme des vins de
Sauvignon. Vitis, 35, 4, 207-210, 1996; Weber,
B; Haag, H.-P.; Mosandl, A., 3-Mercaptohexyl-
and 3-methylthioalkanoates - structure and
properties of the enantiomers, Z. Lebensm.
Unters. Forsch., 195, 426-428, 1992; Takatoshi
Tominaga, Yvan Niclass, Eric Frerot, and Denis
Dubourdieu, Stereoisomeric Distribution of
3-Mercaptohexan-1-ol and 3-Mercaptohexyl Acetate
in Dry and Sweet White Wines Made from Vitis
vinifera (Var. Sauvignon Blanc and Semillon), J.
Agric. Food Chem., 54 (19), 7251 -7255, 2006;
Martin Steinhaus, Diana Sinuco, Johannes
Polster, Coralia Osorio, and Peter Schieberle,
Characterization of the Aroma-Active Compounds
in Pink Guava (Psidium guajava, L.) by
Application of the Aroma Extract Dilution
Analysis, J. Agric. Food Chem., 56 (11),
41204127, 2008
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(3S)-(+)-3-mercaptohexyl
acetate - In dilution, posseses insignificant
sulfury, herbaceous and oniony characteristics
(for the (3S)-3-mercaptohexyl acetate and
(3S)-3-mercaptohexyl butanoate) - (description
of Werkhoff, et. al.); Tominga et.al. (2006)
indicates "The less odoriferous R form is
reminiscent of passion fruit, while the S form
has a more herbaceous odor of
boxwood"
Flavor
perception threshold = 0.0025 ppb in 12%
alcohol/water (Tominaga, et al.)
Odor
threshold = 0.03 ng/L in air (Steinhaus, et
al.)
Ref:
Werkhoff, P.; Guntert, M.; Krammer G.; Sommer,
H.; Kaulen, J.; Vacuum Headspace Method in Aroma
Research: Flavor Chemistry of Yellow Passion
Fruits, J. Agric. Food Chem., 46(3); 1076-1093,
1998; See also Engel, K. H., Tressl, R.,
Identification of new sulfur-containing
volatiles in yellow passion fruits (Passiflora
edulis f. flavicarpa). J. Agric. Food Chem., 39,
2249-2252, 1991; Tominaga, T., Darriet, P.,
Dubourdieu, D., Identification de
lacétate de 3-mercaptohexanol,
composé à forte odeur de buis,
intervenant dans larôme des vins de
Sauvignon. Vitis, 35, 4, 207-210, 1996; Weber,
B; Haag, H.-P.; Mosandl, A., 3-Mercaptohexyl-
and 3-methylthioalkanoates - structure and
properties of the enantiomers, Z. Lebensm.
Unters. Forsch., 195, 426-428, 1992; Takatoshi
Tominaga, Yvan Niclass, Eric Frerot, and Denis
Dubourdieu, Stereoisomeric Distribution of
3-Mercaptohexan-1-ol and 3-Mercaptohexyl Acetate
in Dry and Sweet White Wines Made from Vitis
vinifera (Var. Sauvignon Blanc and Semillon), J.
Agric. Food Chem., 54 (19), 7251 -7255, 2006;
Martin Steinhaus, Diana Sinuco, Johannes
Polster, Coralia Osorio, and Peter Schieberle,
Characterization of the Aroma-Active Compounds
in Pink Guava (Psidium guajava, L.) by
Application of the Aroma Extract Dilution
Analysis, J. Agric. Food Chem., 56 (11),
41204127, 2008
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