ECMDB: L-Alanyl-L-Glutamate (ECMDB20481) (M2MDB001297)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (1)XML

Proteins (1)

Record Information

Version

2.0

Creation Date

2012-05-31 14:47:00 -0600

Update Date

2015-06-03 17:20:05 -0600

Secondary Accession Numbers

ECMDB20481

Identification

Name:

L-Alanyl-L-Glutamate

Description

L-ala-L-glu is a member of the chemical class known as Hybrid Peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta).

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms:

Ala-glu
L-Alanine-L-glutamate
L-Alanine-L-glutamic acid
L-Alanyl-L-Glutamic acid

Chemical Formula:

C₈H₁₃N₂O₅

Weight:

Average: 217.1992
Monoisotopic: 217.082446536

InChI Key:

VYZAGTDAHUIRQA-UHFFFAOYSA-M

InChI:

InChI=1S/C8H14N2O5/c1-4(9)7(13)10-5(8(14)15)2-3-6(11)12/h4-5H,2-3,9H2,1H3,(H,10,13)(H,11,12)(H,14,15)/p-1

CAS number:

Not Available

IUPAC Name:

2-[(2-amino-1-hydroxypropylidene)amino]pentanedioic acid

Traditional IUPAC Name:

2-[(2-amino-1-hydroxypropylidene)amino]pentanedioic acid

SMILES:

CC(N)C(O)=NC(CCC([O-])=O)C(O)=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Organonitrogen compound
Organic oxygen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Primary amine
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Not Available

Charge:

-1

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	5.93 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-3.2	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	49.11 m³·mol⁻¹	ChemAxon
Polarizability	20.56 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations:

Cytoplasm

Reactions:

L-Ala-gamma-D-Glu L-Alanyl-L-Glutamate
L-Alanyl-L-Glutamate + Water > L-Alanine + L-Glutamate
L-Alanyl-D-glutamate > L-Alanyl-L-Glutamate

SMPDB Pathways:

Not Available

KEGG Pathways:

Not Available

EcoCyc Pathways:

Not Available

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-1790000000-638a5a44a9cdd6cd6b99	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f6x-8900000000-a29e9cb6866057949106	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-7900000000-33dfb77f5b0cbe154160	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014j-1980000000-26c6e2a27af3fb608ba5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dj-3910000000-cf3061d0fb53ba1a715a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kov-9400000000-6db98f45936a93f31874	View in MoNA

References

References:

Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	Not Available
Pubchem Compound ID	25203511
Kegg ID	Not Available
ChemSpider ID	13211968
Wikipedia ID	Not Available
BioCyc ID	CPD0-1445
EcoCyc ID	CPD0-1445

Enzymes

Protein Details

1. L-Ala-D/L-Glu epimerase

General function:: Involved in cellular amino acid catabolic process
Specific function:: Catalyzes the epimerization of L-Ala-D-Glu to L-Ala-L- Glu and has a role in the recycling of the murein peptide, of which L-Ala-D-Glu is a component. Is also able to catalyze the reverse reaction and the epimerization of all the L-Ala-X dipeptides, except L-Ala-L-Arg, L-Ala-L-Lys and L-Ala-L-Pro. Is also active with L-Gly-L-Glu, L-Phe-L-Glu, and L-Ser-L-Glu, but not with L-Glu-L-Glu, L-Lys-L-Glu, L-Pro-L-Glu, L-Lys-L-Ala, or D- Ala-D-Ala
Gene Name:: ycjG
Uniprot ID:: P51981
Molecular weight:: 34674

Reactions

L-alanyl-D-glutamate = L-alanyl-L-glutamate.

L-Alanyl-L-Glutamate (ECMDB20481) (M2MDB001297)

Structure for #<Compound:0x70eb63cc>

Enzymes

Reactions