Lysylglutamic acid
Basic information
- CAS
45234-02-4- Standard SMILES
NCCCC[C@H](N)C(=O)N[C@@H](CCC(=O)O)C(=O)O- InChIKey
UGTZHPSKYRIGRJ-YUMQZZPRSA-N- Molecular formula
- C11H21N3O5
- Average molar mass
- 275.3 g/mol
- Monoisotopic mass
- 275.14812078
Overview
Lys-Glu is a dipeptide formed from L-lysine and L-glutamic acid residues. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Lysylglutamic acid
- IUPAC
- (2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]pentanedioic acid
- English name
- H-Lys-Glu-OH
- Molecular formula
- C11H21N3O5
- Molecular weight
- 275.3
Names & synonyms
lysylglutamic acid45234-02-4Lys-GluPeptide vilonVilonL-LYSYL-L-GLUTAMIC ACIDAB-0 peptideH34V7IM5MLH-Lys(H-Glu-OH)-OHCHEBI:74557DTXSID50196442RefChem:154811
Show more names
Vilon acetateL-LYS-L-GLULys-Glu-OHVilon 20mgVilon VI20Vesugen VE20Vilon peptide
DTXCID60118933H-LYS-GLU-OHUNII-H34V7IM5MLN-L-Lysyl-L-glutamic acidNormophthalCCRIS 8868(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]pentanedioic AcidCHEMBL365790
Database identifiers
- CAS
45234-02-4- PubChem CID
- 7010502
- DTXSID
DTXSID50196442- ChEMBL
CHEMBL365790- ChEBI
CHEBI:74557- UNII
- H34V7IM5ML
- Nikkaji
- J89.512A
Properties
Computed structural properties
- XLogP
- -6.3
- Topological polar surface area
- 156 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 10
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 321
Experimental & physicochemical properties
LogP-6.13
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 195 · 195-197 °C
- Boiling point
- 596.4 · 596.4±50.0 °C(Predicted)
- Density
- 1.29 · 1.290±0.06 g/cm3(Predicted)
- storage temp.
- -15 °C · -15°C
- pka
- 3 · 3.00±0.10(Predicted)
- form
- solid
- InChI
- InChI=1S/C11H21N3O5/c12-6-2-1-3-7(13)10(17)14-8(11(18)19)4-5-9(15)16/h7-8H,1-6,12-13H2,(H,14,17)(H,15,16)(H,18,19)/t7-,8-/m0/s1
- InChIKey
- UGTZHPSKYRIGRJ-YUMQZZPRSA-N
- SMILES
- C(O)(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)N
- FDA UNII
- 34 V7IM5ML · H34V7IM5ML
- UNSPSC Code
- 12352106 · 12352106
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationSynthetic or natural substances which are given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent.
Applications
DescriptionH-LYS-GLU-OH (also known as lysylglutamic acid) is a basic dipeptide containing two amino groups and two carboxyl groups. Studies have shown that this compound exerts a significant immunomodulatory effect on both young and aged rat spleen cell cultures, stimulating the proliferation of undifferentiated T lymphocytes (CD5⁺) and B lymphocytes (CD20⁺) [2]. Furthermore, this dipeptide can serve as a starting material for the preparation of various derivatives, including diketopiperazine derivatives and ε-guanidino derivatives [3].
UsesLysylglutamic acid is a dipeptide formed by combining two amino acids, Lysine (Lys) and Glutamic acid (Glu). The Ki value of the membrane transporter PEPT1 was 1.3 mM[1].
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: A dipeptide formed from L-lysine and L-glutamic acid residues.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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