L-gamma-glutamyl-L-glutamic acid
Basic information
- CAS
1116-22-9- Standard SMILES
N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O- InChIKey
OWQDWQKWSLFFFR-WDSKDSINSA-N- Molecular formula
- C10H16N2O7
- Average molar mass
- 276.24 g/mol
- Monoisotopic mass
- 276.09575085
Overview
Gamma-Glu-Glu is a dipeptide obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of another glutamic acid. It has a role as a human metabolite. It is functionally related to a L-glutamic acid. It is a conjugate acid of a gamma-Glu-Glu(2-).
Names & identifiers
- Preferred name
- L-gamma-glutamyl-L-glutamic acid
- IUPAC
- (2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid
- English name
- H-gamma-Glu-Glu-OH
- Molecular formula
- C10H16N2O7
- Molecular weight
- 276.24
Names & synonyms
1116-22-9gamma-Glutamylglutamategamma-glutamylglutamic acidL-gamma-glutamyl-L-glutamic acid6018KCN7X2(2S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]pentanedioic acid(2S)-2-(((4S)-4-amino-4-carboxybutanoyl)amino)pentanedioic acidRefChem:924402214-233-2H-Gamma-Glu-Glu-OH(S)-2-((S)-4-Amino-4-carboxybutanamido)pentanedioic acidgamma-L-glutamyl-L-glutamic acid
Show more names
GGluGluγ-Glu-GluG Glu GluH-GLU(GLU)-OHγGlu-L-Glu-OHH-g-Glu-Glu-OH
gamma-GLU-GLUG-Glu-GluH-Glu(Glu-OH)-OHN-gamma-L-Glutamyl-L-glutamic acidMFCD00002630(5-L-Glutamyl)-L-glutamateL-|A-Glutamyl-L-glutamic acid(2~{S})-2-[[(4~{S})-4-azanyl-5-oxidanyl-5-oxidanylidene-pentanoyl]amino]pentanedioic acid
Database identifiers
- CAS
1116-22-9
Properties
Computed structural properties
- XLogP
- -4.3
- Topological polar surface area
- 167 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 9
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 369
Experimental & physicochemical properties
Physical DescriptionSolid
Collision Cross Section152.43 Ų [M-H2O-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 179 · 179-182 °C
- Boiling point
- 419.15 °C · 419.15°C (rough estimate)
- Density
- 1.3652 · 1.3652 (rough estimate)
- refractive index
- 1.455 · 1.4550 (estimate)
- storage temp.
- -20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly)
- form
- Powder
- pka
- 2.21 · 2.21±0.10(Predicted)
- color
- White
- LogP
- -2.603 · -2.603 (est)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 29241990
- safety_code
- 24/25
Chemistry & industry
Applications
UsesL-γ-Glutamyl-L-glutamic acid is the isomer of D-γ-Glutamyl-D-glutamic acid (HY-118090A), and can be used as an experimental control. D-γ-Glutamyl-D-glutamic acid is a poly(γ-glutamic acid) of clusters of D- and D-glutamic acid repeating units in a linear chain[1].
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: A dipeptide obtained by formal condensation of the gamma-carboxy group of glutamic acid with the amino group of another glutamic acid.
Related reactions
1 records
Compound notes
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