TETRAHYDRO-BETA-CARBOLINE CARBOXYLIC-ACIDS IN SMOKED FOODS

被引：23

作者：

PAPAVERGOU, E

CLIFFORD, MN

机构：

[1] Food Safety Research Group, School of Biological Sciences, University of Surrey, Guildford

[2] Department of Food Hygiene and Technology of Animal Products, School of Veterinary Medicine, University of Thessaloniki, Thessaloniki

来源：

FOOD ADDITIVES AND CONTAMINANTS | 1992年 / 9卷 / 01期

关键词：

TETRAHYDRO-BETA-CARBOLINE CARBOXYLIC ACIDS; BETA-CARBOLINES; TRYPTOPHAN; SMOKED FOODS; WOODSMOKE; PICTET-SPENGLER REACTION;

D O I：

10.1080/02652039209374048

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

This paper reports for the first time in smoked foods the presence of three tetrahydro-beta-carboline carboxylic acids. One of these, 1-hydroxymethyl-tetrahydro-beta-carboline-3-carboxylic acid, which is derived from the interaction of tryptophan and glycolaldehyde, and which has not previously been reported in foods, was observed in 20 samples at levels up to 444-mu-g/kg. The corresponding products which are derived from tryptophan and formaldehyde or tryptophan and acetaldehyde were found respectively in 28 samples at levels up to 22 mg/kg and in 16 samples at levels up to 881-mu-g/kg. Greater concentrations were generally found in those smoked foods having a lower pH value and produced by using a longer fermentation or maturation. Only 1-methyl-tetrahydro-beta-carboline carboxylic acid (156-574-mu-g/kg) was found in the four unsmoked samples analysed.

引用

页码：83 / 95

页数：13

共 27 条

[11]

Harvey D.G., Miller E.J., Robinson W., The Adamkiewicz, Hopkins and Cole, and Rosenheim tests for tryptophan. An investigation of the configuration of the organic molecule responsible for the colour formation and its bearing on the constitution of Yohimbine with a note on the action of formaldehyde on tryptophan, Journal of the Chemical Society, pp. 153-159, (1941)

[12]

Jacobs W.A., Craig L.C., The ergot alkaloids VIII. The synthesis of 4-carboline carbonic acids, Journal of Biological Chemistry, 113, pp. 759-765, (1936)

[13]

Kinae N., Yamashita M., Takahashi M., Ooishi H., Tomita I., Kanamori H., Isolation of ß-carboline derivatives from Maillard reaction mixtures that are mutagenic after nitrite treatment, Developments in Food Science, 13, pp. 343-352, (1986)

[14]

Kosuge T., Tsuji K., Wakabayashi K., Okamoto T., Shudo K., Titaka Y., Hai A., Sugimura T., Kawachi T., Nagao M., Yahagi T., Seino Y., Isolation and structure studies of mutagenic principles in amino acid pyrolysates, Chemical and Pharmaceutical Bulletin, 26, pp. 611-619, (1978)

[15]

Manabe S., Kanai Y., Ishikawa S., Wada O., Carcinogenic tryptophan pyrolysis products. Potent inhibitors of type A monoamine oxidase and the platelet response to 5-hydroxytryptamine, Journal of Clinical Chemistry and Clinical Biochemistry, 26, pp. 265-270, (1988)

[16]

Massey R.C., Crews C., Dermis J.M., McWeeny D.J., Startin J.R., Knowles M.E., Identification of a major new involatile N-nitroso compound in smoked bacon, Analytica, 174, pp. 327-330, (1985)

[17]

Nagao M., Yahagi T., Honda M., Seino Y., Kawachi T., Sugimura T., Comutagenic actions of norharaman derivatives with 4-dimethylamino-azobenzene and related compounds, Cancer Letters, 3, pp. 339-346, (1977)

[18]

Ochiai M., Wakabayashi K., Sugimura T., Nagao M., Mutagenicities of indole and 30 derivatives after nitrite treatment, Mutation Research, 172, pp. 189-197, (1986)

[19]

Papavergou E.J., Tetrahydro-ß-carboline-3-carboxylic Acids in Smoked Foods, (1990)

[20]

Potthast K., Eigner G., 1985, Formaldehyde in smokehouse smoke and smoked meat products., Fleischwirtschaft, 65, pp. 1180-1182, (1985)

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