Mechanisms and kinetics of tryptophan N-nitrosation in a gastro-intestinal model.

Abstract:

:The reaction of nitrite with different amino acids containing secondary amino groups was tested under simulated in-vitro conditions of the digestive tract. After treatment, tryptophan was the only amino acid that exhibited specific UV absorbance of nitrosamines at 335nm, supporting the assumption that it is the main source of endogenous nitrosamines. The combined effect of pH (from 2 to 6.5) and nitrite (from 0.1 to 20mM) was analyzed and the mechanisms and kinetic laws of tryptophan N-nitrosation were determined. The model was then completed by the addition of iron and various antioxidants in concentrations reflecting different diets. The results clearly demonstrated that, in the presence of iron, large amounts of N-nitroso-tryptophan can be formed even at neutral pH, as in the intestine. Antioxidants (ascorbic acid, trolox C, β carotene, chlorogenic acid, phytic acid and butylated-hydroxytoluene) had various impacts on the extent of N-nitrosation, depending on the iron level.

journal_name

Food Chem

journal_title

Food chemistry

authors

de La Pomélie D,Santé-Lhoutellier V,Gatellier P

doi

10.1016/j.foodchem.2016.08.131

subject

Has Abstract

pub_date

2017-03-01 00:00:00

pages

487-495

eissn

0308-8146

issn

1873-7072

pii

S0308-8146(16)31379-6

journal_volume

218

pub_type

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