gamma-glutamylleucine

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Name: gamma-glutamylleucine
Description: gamma-glutamylleucine is a dipeptide composed of gamma-glutamate and leucine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and der... ivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-glutamylleucine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. gamma-glutamylleucine is a biomarker for the consumption of whey protein. It is found in urine (PMID: 3782411 ). It is a glutamyl-L-amino acid obtained by formal condensation of the gamma-carboxyl group of glutamic acid with the amino group of leucine. It has a role as a human metabolite. It is a conjugate acid of a gamma-Glu-Leu(1-). (HMDB0011171; CHEBI:68433, 27-August-2019)

Age group comparisons
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample
18384253	Age 40.8 ± 5.6, Gender ⚥	0.96 (mean value of the compound area)	LC-MS; GC-MS	plasma
18384253	Age 24.5 ± 3, Gender ⚥	1.02 (mean value of the compound area)	LC-MS; GC-MS	plasma
18384253	Age 55.6 ± 3.7, Gender ⚥	0.85 (mean value of the compound area)	LC-MS; GC-MS	plasma
27374292	Age [25–35] (median=32), Gender ♀ (Japanese)	0.753119 (average level of metabolite)	UHPLC-MS/MS Positive mode	serum
27374292	Age [55–65] (median=60), Gender ♀ (Japanese)	0.89568 (average level of metabolite)	UHPLC-MS/MS Positive mode	serum

Linear regression
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

log2 ratio/log2(FC)
PMID	Age/Age interval, Gender	Value (unit of measurement)	Method	Sample

Synonym:

γ-Glu-Leu; L-γ-glutamyl-L-leucine; gamma-Glu-Leu; L-gamma-Glu-L-Leu; L-gamma-glutamyl-L-leucine;gamma-Glu-Leu; L-γ-Glu-L-Leu
Chemical Formula:

C11H20N2O5
Exact Mass g/mol:

260.1372220
Systematic name:

(2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-4-methylpentanoic acid
SMILES:

CC(C)CC(C(=O)O)NC(=O)CCC(C(=O)O)N
InChI:

InChI=1S/C11H20N2O5/c1-6(2)5-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h6-8H,3-5,12H2,1-2H3,(H,13,14)(H,15,16)(H,17,18)/t7-,8-/m0/s1
InChI Key:

MYFMARDICOWMQP-YUMQZZPRSA-N
CAS number:

2566-39-4

Metabolite location:

Human organism, Body part, Human body biofluids, Biofluid tissues, Blood, Plasma, Tissue, Excreta material, Feces
Metabolite source:

Homo sapiens, endogenous metabolite

Age group comparisons

Method: LC-MS; GC-MS

Sample: plasma

PMID: 18384253

Age group comparisons

Method: LC-MS; GC-MS

Sample: plasma

PMID: 18384253

Age group comparisons

Method: UHPLC-MS/MS Positive mode

Sample: serum

PMID: 27374292