P. aeruginosa Metabolome Database: 5-L-Glutamyl-taurine (PAMDB000654)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes Transporters

Proteins (3280)

Record Information

Version

1.0

Update Date

1/22/2018 11:54:54 AM

Metabolite ID

PAMDB000654

Identification

Name:

5-L-Glutamyl-taurine

Description:

5-L-Glutamyl-taurine is an intermediate in taurine and hypotaurine metabolism. 5-L-Glutamyl-taurine is produced from Taurine via the enzyme gamma-glutamyltranspeptidase (EC 2.3.2.2).

Structure

🔍MOL SDF PDB SMILES InChI View Structure

Synonyms:

5-Glutamyl-taurine

Chemical Formula:

C₇H₁₄N₂O₆S

Average Molecular Weight:

254.261

Monoisotopic Molecular Weight:

254.05725688

InChI Key:

WGXUDTHMEITUBO-YFKPBYRVSA-N

InChI:

InChI=1S/C7H14N2O6S/c8-5(7(11)12)1-2-6(10)9-3-4-16(13,14)15/h5H,1-4,8H2,(H,9,10)(H,11,12)(H,13,14,15)/t5-/m0/s1

CAS number:

Not Available

IUPAC Name:

(2S)-2-amino-4-[(2-sulfoethyl)carbamoyl]butanoic acid

Traditional IUPAC Name:

(2S)-2-amino-4-[(2-sulfoethyl)carbamoyl]butanoic acid

SMILES:

N[C@@H](CCC(=O)NCCS(O)(=O)=O)C(O)=O

Chemical Taxonomy

Taxonomy Description

This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Amino fatty acid
Fatty acyl
Fatty acid
N-acyl-amine
Fatty amide
Alkanesulfonic acid
Sulfonyl
Sulfonic acid derivative
Sulfonic acid
Secondary carboxylic acid amide
Carboxamide group
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid amide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State:

Solid

Charge:

-1

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	9.99 mg/mL	ALOGPS
logP	-2.3	ALOGPS
logP	-3.6	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.79 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	52.69 m³·mol^-1	ChemAxon
Polarizability	23.24 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:

(5-L-Glutamyl)-peptide + Taurine <> Peptide + 5-L-Glutamyl-taurine

Pathways:

Taurine and hypotaurine metabolism pae00430

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-1690000000-5a8d4b6641b218cf8506	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-2920000000-360e2479ab5fa4d3ed08	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9400000000-bf155960a2593c2884d1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2290000000-148d482f4c7749eb7d10	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ff9-7970000000-1c9d1a98595ca5fdde6c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-008c-9200000000-e084fb39cebaaa6d3226	View in MoNA

References

References:

Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510

Synthesis Reference:

Not Available

Material Safety Data Sheet (MSDS)

Not Available

Links

External Links:

Resource	Link
CHEBI ID	Not Available
HMDB ID	HMDB04195
Pubchem Compound ID	68759
Kegg ID	C05844
ChemSpider ID	62003
Wikipedia ID	Not Available
BioCyc ID	Not Available

Enzymes

Protein Details

• Gamma-glutamyltranspeptidase

General function:: Involved in gamma-glutamyltransferase activity
Specific function:: (5-L-glutamyl)-peptide + an amino acid = peptide + 5-L-glutamyl amino acid
Gene Name:: ggt
Locus Tag:: PA1338
Molecular weight:: 59.9 kDa

Reactions

A (5-L-glutamyl)-peptide + an amino acid = a peptide + a 5-L-glutamyl amino acid.
Glutathione + H(2)O = L-cysteinylglycine + L-glutamate.

Protein Details

• Putative aliphatic sulfonates transport permease protein ssuC

General function:: Involved in transporter activity
Specific function:: Part of a binding-protein-dependent transport system for aliphatic sulfonates. Probably responsible for the translocation of the substrate across the membrane
Gene Name:: ssuC
Locus Tag:: PA3443
Molecular weight:: 28.5 kDa

Transporters

Protein Details

• Putative aliphatic sulfonates transport permease protein ssuC

General function:: Involved in transporter activity
Specific function:: Part of a binding-protein-dependent transport system for aliphatic sulfonates. Probably responsible for the translocation of the substrate across the membrane
Gene Name:: ssuC
Locus Tag:: PA3443
Molecular weight:: 28.5 kDa

5-L-Glutamyl-taurine (PAMDB000654)

Structure for 5-L-Glutamyl-taurine (PAMDB000654)

Enzymes

Reactions

Transporters