Two Novel Thiophenes Identified from the Reaction between Cysteine and 2,5-Dimethyl-4-hydroxy-3(2H)-furanone

Chi Kuen Shu; Chi Tang Ho; Myrna L. Hagedorn

doi:10.1021/jf00068a048

Two Novel Thiophenes Identified from the Reaction between Cysteine and 2,5-Dimethyl-4-hydroxy-3(2H)-furanone

Chi Kuen Shu, Chi Tang Ho, Myrna L. Hagedorn

School of Environmental and Biological Sciences, Food Science

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

From the reaction between cysteine and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) at 160 °C for 0.5 h at pH 2.2 in a closed system, 24 volatile components are identified including two novel compounds, 3-methyl-2-(2-oxopropyl)thiophene and 2-methyl-3-propionylthiophene. These compounds along with 2,4-hexanedione appear to be the major products from the reaction of cysteine and DMHF, based on a comparison of the results obtained from this system with those previously reported from the individual reactants under the similar conditions. The formation mechanism of these thiophenes is proposed.

Original language	English (US)
Pages (from-to)	344-346
Number of pages	3
Journal	Journal of agricultural and food chemistry
Volume	34
Issue number	2
DOIs	https://doi.org/10.1021/jf00068a048
State	Published - 1986

All Science Journal Classification (ASJC) codes

Chemistry(all)
Agricultural and Biological Sciences(all)

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title = "Two Novel Thiophenes Identified from the Reaction between Cysteine and 2,5-Dimethyl-4-hydroxy-3(2H)-furanone",

abstract = "From the reaction between cysteine and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) at 160 °C for 0.5 h at pH 2.2 in a closed system, 24 volatile components are identified including two novel compounds, 3-methyl-2-(2-oxopropyl)thiophene and 2-methyl-3-propionylthiophene. These compounds along with 2,4-hexanedione appear to be the major products from the reaction of cysteine and DMHF, based on a comparison of the results obtained from this system with those previously reported from the individual reactants under the similar conditions. The formation mechanism of these thiophenes is proposed.",

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year = "1986",

doi = "10.1021/jf00068a048",

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AU - Ho, Chi Tang

AU - Hagedorn, Myrna L.

PY - 1986

Y1 - 1986

N2 - From the reaction between cysteine and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) at 160 °C for 0.5 h at pH 2.2 in a closed system, 24 volatile components are identified including two novel compounds, 3-methyl-2-(2-oxopropyl)thiophene and 2-methyl-3-propionylthiophene. These compounds along with 2,4-hexanedione appear to be the major products from the reaction of cysteine and DMHF, based on a comparison of the results obtained from this system with those previously reported from the individual reactants under the similar conditions. The formation mechanism of these thiophenes is proposed.

AB - From the reaction between cysteine and 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF) at 160 °C for 0.5 h at pH 2.2 in a closed system, 24 volatile components are identified including two novel compounds, 3-methyl-2-(2-oxopropyl)thiophene and 2-methyl-3-propionylthiophene. These compounds along with 2,4-hexanedione appear to be the major products from the reaction of cysteine and DMHF, based on a comparison of the results obtained from this system with those previously reported from the individual reactants under the similar conditions. The formation mechanism of these thiophenes is proposed.

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Two Novel Thiophenes Identified from the Reaction between Cysteine and 2,5-Dimethyl-4-hydroxy-3(2H)-furanone

Abstract

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