N(6)-Carboxymethyllysine

N(6)-Carboxymethyllysine (CML), also known as N^ε-(carboxymethyl)lysine, is an advanced glycation endproduct (AGE). CML has been the most used marker for AGEs in food analysis.^[1]

N(6)-Carboxymethyllysine

Stereo, skeletal formula of N(6)-carboxymethyllysine (S)
Names
IUPAC name N6-(Carboxymethyl)-L-lysine
Systematic IUPAC name (2S)-2-Amino-6-[(carboxymethyl)amino]hexanoic acid
Identifiers
CAS Number	5746-04-3 S Y
3D model (JSmol)	Interactive image
Beilstein Reference	4989963 S
ChEBI	CHEBI:53014 N
ChemSpider	11217184 N 110350 S N 21467765 R N
MeSH	N(6)-carboxymethyllysine
PubChem CID	15691192 26175690 R 123800 S
UNII	70YDX3Z2O7 N
CompTox Dashboard (EPA)	DTXSID80904133
InChI InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14) N Key: NUXSIDPKKIEIMI-UHFFFAOYSA-N N
SMILES NC(CCCCNCC(=O)O)C(=O)O
Properties
Chemical formula	C8H16N2O4
Molar mass	204.226 g·mol−1
Related compounds
Related alkanoic acids	gamma-Glutamylcysteine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Recently, it has been demonstrated that gut microbiota mediates an aging-associated decline in gut barrier function, allowing AGEs to leak into the bloodstream from the gut and impairing microglial function in the brain. It is suggested that the amount of CML in human blood samples may correlated with age.^[2]

A humanized monoclonal antibody which binds to N6 – carboxymethyl lysine shows considerable promise as a possible therapeutic agent for treating pancreatic cancer.^[3]