N(6)-carboxymethyllysine

Description

Description of N(6)-carboxymethyllysine with associated disease summary

A LC-MS/MS method was developed for the simultaneous determination of N(6)-carboxymethyllysine (CML) and its precursor lysine, in exhaled breath condensate (EBC). N(6)-carboxymethyllysine, or N(epsilon)-carboxymethyllysine, or abbreviated to CML, is an important biomarker of advanced glycation end products (AGEs). AGEs are formed by reaction of reducing sugars (e.g. glucose) or sugar degradation products and the amino groups of proteins (e.g. lysine) or other macromolecules. The process of AGEs accumulating in different tissues is linked to diseases such as diabetic nephropathy, diabetes mellitus, atherosclerosis, Alzheimer's diseaase, and liver cirrhosis. CML is a well-established analytical indicator of AGEs. This study revealed for the first time, that the presence of CML was detected in all EBC samples of healthy subjects and patients with diseases such as chronic obstructive pulmonary disease (COPD), diabetes, or pneumonia using highly specific LC-MS-MS method. However, this method was inappropriate for the determination of lysine. Lysine is a precursor of CML in the EBC. Separation and detection of analytes were performed by hydrophilic-ion liquid chromatography coupled with tandem mass-spectrometric detection (HILIC-MS-MS). Accuracy for analytes ranged between 89.5 and 133%. Usually, immunochemical assays are used for the analysis of CML in human body fluids or tissues; only a few studies have applied instrumental analytical methods, for example GC-MS, HPLC coupled with fluorescence detection, or tandem mass spectrometry (MS/MS) (Anal Bioanal Chem. (2007)) Description of disease(s) related to N(6)-carboxymethyllysine (CML):

Disease summary

Dialysis

No significant difference of the CML and lysine concentrations between healthy control and dialysis patients. Though the CML/lysine ratio is higher in patients undergoing dialysis, this tread does not reach the 5% level of significance (Anal Bioanal Chem. (2007)).

Summary of extracted biomedical information

Associated references with human 0

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Associated curated diseases 0

No curated diseases are identified in current reference collection.

Associated abnormalities 0

No associated abnormalities are detected in current reference collection.

There are 0 associated references with N(6)-carboxymethyllysine. Due to lack of full text of references or no associated abnormalities are detected in our text-mining workflow, we cannot extract any abnormality terms from the associated reference collection.

Associated chemicals 0

No associated chemicals are detected in current reference collection.

There are 0 associated references with N(6)-carboxymethyllysine. Due to lack of full text of references or no associated chemicals are detected in our text-mining workflow, we cannot extract any chemical terms from the associated reference collection.

Associated functions 0

No associated functions are detected in current reference collection.

There are 0 associated references with N(6)-carboxymethyllysine. Due to lack of full text of references or no associated functions are detected in our text-mining workflow, we cannot extract any function terms from the associated reference collection.

Associated genes 0

No associated genes are detected in current reference collection.

There are 0 associated references with N(6)-carboxymethyllysine. Due to lack of full text of references or no associated genes are detected in our text-mining workflow, we cannot extract any gene terms from the associated reference collection.

Chemical Information

Formula C8H16N2O4
Mass 204.226
Synonyms NECML
N(6)-carboxymethyllysine
5746-04-3
Ne-Carboxymethyl-L-lysine
N(epsilon)-(Carboxymethyl)lysine
N(epsilon)-carboxymethyl-L-lysine
N6-(Carboxymethyl)lysine
N(6)-carboxymethyl-L-lysine
N(6)-(carboxymethyl)-L-lysine
CHEBI:53014
CML
(S)-2-Amino-6-(carboxymethylamino)hexanoic acid
N6-(carboxymethyl)-L-lysine
carboxymethyllysine
AmbotzHAA5650
H-L-Lys(Cm)-OH
AC1L3XBG
Epitope ID:150904
SCHEMBL43621
lysine, N6-(carboxymethyl)-
PubChem CID 123800