O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine

The specificity of O-methylisourea (OMIU) to bind to the ε-amino group of Lys, an important supposition for the OMIU-reactive Lys analysis of foods, feeds, ingredients, and digesta, was investigated. Crystalline L-Lys incubated under standard conditions with OMIU resulted in low homoarginine recoveries. The reaction of OMIU with the α-amino group of Lys was confirmed by MS analysis, with double derivatized Lys being identified. None of the changes in reaction conditions (OMIU pH, OMIU to Lys ratio, and reaction time) with crystalline L-Lys resulted in 100% recovery of homoarginine. The average free Lys content in ileal digesta of growing pigs and broilers was found to be 13% of total Lys, which could result in a significant underestimation of the reactive Lys content. The reaction of OMIU with α-amino groups may necessitate analysis of free Lys to accurately quantify reactive lysine in samples containing a large proportion of Lys with a free α-amino group.

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Main Authors: Hulshof, Tetske G., Rutherfurd, Shane M., Sforza, Stefano, Bikker, Paul, van der Poel, Thomas, Hendriks, Wouter H.
Format: Article/Letter to editor biblioteca
Language:English
Subjects:Guanidination reaction, Reaction conditions, Reactive lysine, Specificity,
Online Access:https://research.wur.nl/en/publications/o-methylisourea-can-react-with-the-α-amino-group-of-lysine-implic
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spelling dig-wur-nl-wurpubs-5149772024-09-30 Hulshof, Tetske G. Rutherfurd, Shane M. Sforza, Stefano Bikker, Paul van der Poel, Thomas Hendriks, Wouter H. Article/Letter to editor Journal of Agricultural and Food Chemistry 65 (2017) 4 ISSN: 0021-8561 O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine 2017 The specificity of O-methylisourea (OMIU) to bind to the ε-amino group of Lys, an important supposition for the OMIU-reactive Lys analysis of foods, feeds, ingredients, and digesta, was investigated. Crystalline L-Lys incubated under standard conditions with OMIU resulted in low homoarginine recoveries. The reaction of OMIU with the α-amino group of Lys was confirmed by MS analysis, with double derivatized Lys being identified. None of the changes in reaction conditions (OMIU pH, OMIU to Lys ratio, and reaction time) with crystalline L-Lys resulted in 100% recovery of homoarginine. The average free Lys content in ileal digesta of growing pigs and broilers was found to be 13% of total Lys, which could result in a significant underestimation of the reactive Lys content. The reaction of OMIU with α-amino groups may necessitate analysis of free Lys to accurately quantify reactive lysine in samples containing a large proportion of Lys with a free α-amino group. en application/pdf https://research.wur.nl/en/publications/o-methylisourea-can-react-with-the-α-amino-group-of-lysine-implic 10.1021/acs.jafc.6b03096 https://edepot.wur.nl/408654 Guanidination reaction Reaction conditions Reactive lysine Specificity https://creativecommons.org/licenses/by-nc-nd/4.0/ Wageningen University & Research
institution WUR NL
collection DSpace
country Países bajos
countrycode NL
component Bibliográfico
access En linea
databasecode dig-wur-nl
tag biblioteca
region Europa del Oeste
libraryname WUR Library Netherlands
language English
topic Guanidination reaction
Reaction conditions
Reactive lysine
Specificity
Guanidination reaction
Reaction conditions
Reactive lysine
Specificity
spellingShingle Guanidination reaction
Reaction conditions
Reactive lysine
Specificity
Guanidination reaction
Reaction conditions
Reactive lysine
Specificity
Hulshof, Tetske G.
Rutherfurd, Shane M.
Sforza, Stefano
Bikker, Paul
van der Poel, Thomas
Hendriks, Wouter H.
O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
description The specificity of O-methylisourea (OMIU) to bind to the ε-amino group of Lys, an important supposition for the OMIU-reactive Lys analysis of foods, feeds, ingredients, and digesta, was investigated. Crystalline L-Lys incubated under standard conditions with OMIU resulted in low homoarginine recoveries. The reaction of OMIU with the α-amino group of Lys was confirmed by MS analysis, with double derivatized Lys being identified. None of the changes in reaction conditions (OMIU pH, OMIU to Lys ratio, and reaction time) with crystalline L-Lys resulted in 100% recovery of homoarginine. The average free Lys content in ileal digesta of growing pigs and broilers was found to be 13% of total Lys, which could result in a significant underestimation of the reactive Lys content. The reaction of OMIU with α-amino groups may necessitate analysis of free Lys to accurately quantify reactive lysine in samples containing a large proportion of Lys with a free α-amino group.
format Article/Letter to editor
topic_facet Guanidination reaction
Reaction conditions
Reactive lysine
Specificity
author Hulshof, Tetske G.
Rutherfurd, Shane M.
Sforza, Stefano
Bikker, Paul
van der Poel, Thomas
Hendriks, Wouter H.
author_facet Hulshof, Tetske G.
Rutherfurd, Shane M.
Sforza, Stefano
Bikker, Paul
van der Poel, Thomas
Hendriks, Wouter H.
author_sort Hulshof, Tetske G.
title O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
title_short O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
title_full O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
title_fullStr O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
title_full_unstemmed O-methylisourea can react with the α-amino group of lysine : Implications for the analysis of reactive lysine
title_sort o-methylisourea can react with the α-amino group of lysine : implications for the analysis of reactive lysine
url https://research.wur.nl/en/publications/o-methylisourea-can-react-with-the-α-amino-group-of-lysine-implic
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