Literature DB >> 24190788

Enzymatic synthesis and characterization of N(5)-(carboxymethyl)-L-ornithine and N (6)-(carboxymethyl)-L-lysine.

S P Miller1, J A Donkersloot, J Thompson.   

Abstract

This report describes the enzyme-catalyzed synthesis, characterization, and chromatographic separation of N(6)-(carboxymethyl)-L-lysine and N(5)-(carboxymethyl)-L-ornithine. The two N (ω) -(carboxyalkyl)amino acids are formed via a reductive condensation between glyoxylate and theε- orδ-amino groups of lysine and ornithine, respectively. Both reactions are catalyzed by the NADPH-dependent enzyme, N(5)-(carboxyethyl)ornithine synthase [EC 1.5.1.24], found in some strains of the lactic acid bacteriumLactococcus lactis subsp.lactis.

Entities:  

Year:  1994        PMID: 24190788     DOI: 10.1007/BF00805846

Source DB:  PubMed          Journal:  Amino Acids        ISSN: 0939-4451            Impact factor:   3.520


  24 in total

1.  Some chemical properties of carboxymethyl derivatives of amino acids.

Authors:  C C Chin; F Wold
Journal:  Arch Biochem Biophys       Date:  1975-04       Impact factor: 4.013

2.  The nature of the amino acid residues involved in the inactivation of ribonuclease by iodoacetate.

Authors:  H G GUNDLACH; W H STEIN; S MOORE
Journal:  J Biol Chem       Date:  1959-07       Impact factor: 5.157

3.  Amino acid sequence of the pyruvate and the glyoxylate active-site lysine peptide of Escherichia coli 2-keto-4-hydroxyglutarate aldolase.

Authors:  C J Vlahos; E E Dekker
Journal:  J Biol Chem       Date:  1986-08-25       Impact factor: 5.157

4.  Oxidative degradation of glucose adducts to protein. Formation of 3-(N epsilon-lysino)-lactic acid from model compounds and glycated proteins.

Authors:  M U Ahmed; J A Dunn; M D Walla; S R Thorpe; J W Baynes
Journal:  J Biol Chem       Date:  1988-06-25       Impact factor: 5.157

5.  Biosynthesis and stereochemical configuration of N5-(1-carboxyethyl)ornithine. An unusual amino acid produced by Streptococcus lactis.

Authors:  S P Miller; J Thompson
Journal:  J Biol Chem       Date:  1987-11-25       Impact factor: 5.157

6.  N-EPSILON-(CARBOXYMETHYL)LYSINE, A CONSTITUENT OF HUMAN URINE.

Authors:  S K Wadman; P K De Bree; F J Van Sprang; J P Kamerling; J Haverkamp; J F Vliegenthart
Journal:  Clin Chim Acta       Date:  1975-03-24       Impact factor: 3.786

7.  Formation of pentosidine during nonenzymatic browning of proteins by glucose. Identification of glucose and other carbohydrates as possible precursors of pentosidine in vivo.

Authors:  D G Dyer; J A Blackledge; S R Thorpe; J W Baynes
Journal:  J Biol Chem       Date:  1991-06-25       Impact factor: 5.157

8.  Transposon-encoded sucrose metabolism in Lactococcus lactis. Purification of sucrose-6-phosphate hydrolase and genetic linkage to N5-(L-1-carboxyethyl)-L-ornithine synthase in strain K1.

Authors:  J Thompson; N Y Nguyen; D L Sackett; J A Donkersloot
Journal:  J Biol Chem       Date:  1991-08-05       Impact factor: 5.157

9.  A bacteriophage T7 RNA polymerase/promoter system for controlled exclusive expression of specific genes.

Authors:  S Tabor; C C Richardson
Journal:  Proc Natl Acad Sci U S A       Date:  1985-02       Impact factor: 11.205

10.  Carboxyethyllysine in a protein: native carbonyl reductase/NADP(+)-dependent prostaglandin dehydrogenase.

Authors:  M Krook; D Ghosh; R Strömberg; M Carlquist; H Jörnvall
Journal:  Proc Natl Acad Sci U S A       Date:  1993-01-15       Impact factor: 11.205

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  1 in total

1.  Urinary excretion of amino acids and their advanced glycation end-products (AGEs) in adult kidney transplant recipients with emphasis on lysine: furosine excretion is associated with cardiovascular and all-cause mortality.

Authors:  Svetlana Baskal; Adrian Post; Daan Kremer; Alexander Bollenbach; Stephan J L Bakker; Dimitrios Tsikas
Journal:  Amino Acids       Date:  2021-10-24       Impact factor: 3.520

  1 in total

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