N(6)-(1-carboxyethyl)-L-lysine (CHEBI:60125)

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CHEBI:60125 - N⁶-(1-carboxyethyl)-L-lysine

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ChEBI ID	CHEBI:60125
ChEBI Name	N⁶-(1-carboxyethyl)-L-lysine
Stars
ASCII Name	N(6)-(1-carboxyethyl)-L-lysine
Definition	A L-lysine derivative formed during the reaction between methylglyoxal and protein. CEL is a homologue of N^ε-(carboxymethyl)lysine (CML), an advanced glycation end-product that is formed on reaction of glyoxal or glycolaldehyde with protein and on oxidative cleavage of fructoselysine, the Amadori adduct formed on glycation of protein by glucose.
Secondary ChEBI ID	CHEBI:21870
Last Modified	18 December 2014
Submitter	sjupe
Downloads	Molfile

Formula	C9H18N2O4
Net Charge	0
Average Mass	218.253
Monoisotopic Mass	218.12666
SMILES	CC(NCCCC[C@H](N)C(=O)O)C(=O)O
InChI	InChI=1S/C9H18N2O4/c1-6(8(12)13)11-5-3-2-4-7(10)9(14)15/h6-7,11H,2-5,10H2,1H3,(H,12,13)(H,14,15)/t6?,7-/m0/s1
InChIKey	XCYPSOHOIAZISD-MLWJPKLSSA-N

Roles Classification

Chemical Roles:

Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).

Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).

ChEBI Ontology

Outgoing Relation(s)
	N⁶-(1-carboxyethyl)-L-lysine (CHEBI:60125) is a L-lysine derivative (CHEBI:25095)
	N⁶-(1-carboxyethyl)-L-lysine (CHEBI:60125) is a non-proteinogenic L-α-amino acid (CHEBI:83822)

IUPAC Name
N⁶-(1-carboxyethyl)-L-lysine

Synonyms	Source
CEL	SUBMITTER
N^ε-(1-carboxyethyl)lysine	ChEBI
N^ε-(carboxyethyl)lysine	ChEBI
N^ε-(1-carboxyethyl)-L-lysine	ChEBI

Citations