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Studies on the key aroma compounds in raw (unheated) and heated Japanese soy sauce.
J Agric Food Chem. 2013 Apr 10; 61(14):3396-402.JA

Abstract

An investigation using the aroma extract dilution analysis (AEDA) technique of the aroma concentrate from a raw Japanese soy sauce and the heated soy sauce revealed 40 key aroma compounds including 7 newly identified compounds. Among them, 5(or 2)-ethyl-4-hydroxy-2(or 5)-methyl-3(2H)-furanone and 3-hydroxy-4,5-dimethyl-2(5H)-furanone exhibited the highest flavor dilution (FD) factor of 2048, followed by 3-(methylthio)propanal, 4-ethyl-2-methoxyphenol, and 4-hydroxy-2,5-dimethyl-3(2H)-furanone having FD factors from 128 to 512 in the raw soy sauce. Furthermore, comparative AEDAs, a quantitative analysis, and a sensory analysis demonstrated that whereas most of the key aroma compounds in the raw soy sauce were common in the heated soy sauce, some of the Strecker aldehydes and 4-vinylphenols contributed less to the raw soy sauce aroma. The model decarboxylation reactions of the phenolic acids during heating of the raw soy sauce revealed that although all reactions resulted in low yields, the hydroxycinnamic acid derivatives were much more reactive than the hydroxybenzoic acid derivatives due to the stable reaction intermediates. Besides the quantitative analyses of the soy sauces, the estimation of the reaction yields of the phenolic compounds in the heated soy sauce revealed that although only the 4-vinylphenols increased during heating of the raw soy sauce, they might not mainly be formed as decarboxylation products from the corresponding hydroxycinnamic acids but from the other proposed precursors, such as lignin, shakuchirin, and esters with arabinoxylan.

Authors+Show Affiliations

Ogawa & Company Ltd., Urayasu, Chiba, Japan. kaneko.shu@ogawa.netNo affiliation info availableNo affiliation info available

Pub Type(s)

Comparative Study
Journal Article

Language

eng

PubMed ID

23521524

Citation

Kaneko, Shu, et al. "Studies On the Key Aroma Compounds in Raw (unheated) and Heated Japanese Soy Sauce." Journal of Agricultural and Food Chemistry, vol. 61, no. 14, 2013, pp. 3396-402.
Kaneko S, Kumazawa K, Nishimura O. Studies on the key aroma compounds in raw (unheated) and heated Japanese soy sauce. J Agric Food Chem. 2013;61(14):3396-402.
Kaneko, S., Kumazawa, K., & Nishimura, O. (2013). Studies on the key aroma compounds in raw (unheated) and heated Japanese soy sauce. Journal of Agricultural and Food Chemistry, 61(14), 3396-402. https://doi.org/10.1021/jf400353h
Kaneko S, Kumazawa K, Nishimura O. Studies On the Key Aroma Compounds in Raw (unheated) and Heated Japanese Soy Sauce. J Agric Food Chem. 2013 Apr 10;61(14):3396-402. PubMed PMID: 23521524.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Studies on the key aroma compounds in raw (unheated) and heated Japanese soy sauce. AU - Kaneko,Shu, AU - Kumazawa,Kenji, AU - Nishimura,Osamu, Y1 - 2013/04/02/ PY - 2013/3/26/entrez PY - 2013/3/26/pubmed PY - 2013/12/18/medline SP - 3396 EP - 402 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 61 IS - 14 N2 - An investigation using the aroma extract dilution analysis (AEDA) technique of the aroma concentrate from a raw Japanese soy sauce and the heated soy sauce revealed 40 key aroma compounds including 7 newly identified compounds. Among them, 5(or 2)-ethyl-4-hydroxy-2(or 5)-methyl-3(2H)-furanone and 3-hydroxy-4,5-dimethyl-2(5H)-furanone exhibited the highest flavor dilution (FD) factor of 2048, followed by 3-(methylthio)propanal, 4-ethyl-2-methoxyphenol, and 4-hydroxy-2,5-dimethyl-3(2H)-furanone having FD factors from 128 to 512 in the raw soy sauce. Furthermore, comparative AEDAs, a quantitative analysis, and a sensory analysis demonstrated that whereas most of the key aroma compounds in the raw soy sauce were common in the heated soy sauce, some of the Strecker aldehydes and 4-vinylphenols contributed less to the raw soy sauce aroma. The model decarboxylation reactions of the phenolic acids during heating of the raw soy sauce revealed that although all reactions resulted in low yields, the hydroxycinnamic acid derivatives were much more reactive than the hydroxybenzoic acid derivatives due to the stable reaction intermediates. Besides the quantitative analyses of the soy sauces, the estimation of the reaction yields of the phenolic compounds in the heated soy sauce revealed that although only the 4-vinylphenols increased during heating of the raw soy sauce, they might not mainly be formed as decarboxylation products from the corresponding hydroxycinnamic acids but from the other proposed precursors, such as lignin, shakuchirin, and esters with arabinoxylan. SN - 1520-5118 UR - https://www.unboundmedicine.com/medline/citation/23521524/Studies_on_the_key_aroma_compounds_in_raw__unheated__and_heated_Japanese_soy_sauce_ L2 - https://doi.org/10.1021/jf400353h DB - PRIME DP - Unbound Medicine ER -