ECMDB: gamma-Glutamyl-L-putrescine (ECMDB12230) (M2MDB000830)

Identification Taxonomy Physical Properties Biological Properties Spectra Concentrations Links References Enzymes (2)XML

Proteins (71)

Record Information

Version

2.0

Creation Date

2012-05-31 14:21:08 -0600

Update Date

2015-06-03 17:19:03 -0600

Secondary Accession Numbers

ECMDB12230

Identification

Name:

gamma-Glutamyl-L-putrescine

Description

Gamma-glutamyl-L-putrescine is involved in the putrescine degradation pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms:

γ-Glu-Put
γ-glutamylputrescine
g-Glu-put
g-Glutamyl-L-putrescine
g-Glutamyl-putrescine
g-Glutamylputrescine
g-L Glutamylputrescine
g-L-Glutamylputrescine
Gamma-Glu-put
Gamma-Glutamyl-putrescine
Gamma-Glutamylputrescine
Gamma-L Glutamylputrescine
Gamma-L-Glutamylputrescine
N-(4-Aminobutyl)-L-glutamine
γ-Glu-put
γ-Glutamyl-L-putrescine
γ-Glutamyl-putrescine
γ-Glutamylputrescine
γ-L Glutamylputrescine
γ-L-Glutamylputrescine

Chemical Formula:

C₉H₁₉N₃O₃

Weight:

Average: 217.2655
Monoisotopic: 217.142641489

InChI Key:

WKGTVHGVLRCTCF-ZETCQYMHSA-N

InChI:

InChI=1S/C9H19N3O3/c10-5-1-2-6-12-8(13)4-3-7(11)9(14)15/h7H,1-6,10-11H2,(H,12,13)(H,14,15)/t7-/m0/s1

CAS number:

Not Available

IUPAC Name:

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

Traditional IUPAC Name:

gamma-L-glutamylputrescine

SMILES:

NCCCCNC(=O)CC[C@H](N)C(O)=O

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:48005 )
L-glutamine derivative (CHEBI:48005 )
gamma-glutamylputrescine (CHEBI:48005 )

Physical Properties

State:

Solid

Charge:

Melting point:

Not Available

Experimental Properties:

Property	Value	Source

Predicted Properties

Property	Value	Source
Water Solubility	17.7 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-4.3	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	2.24	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	118.44 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	55.47 m³·mol⁻¹	ChemAxon
Polarizability	23.61 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:

SMPDB Pathways:

Putrescine Degradation II	PW002054
arginine metabolism	PW000790
ornithine metabolism	PW000791

KEGG Pathways:

Arginine and proline metabolism ec00330
Metabolic pathways eco01100

EcoCyc Pathways:

putrescine degradation II PWY0-1221

Concentrations

Not Available

Spectra

Spectra:

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00e9-9220000000-3692792059eddd8d9f96	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-8900000000-aab563ac8a20e723243f	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0g4r-5960000000-6180b7658814525b0797	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05g0-9600000000-f8149e3203a0b1d7aced	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-9000000000-e06ccbcc40dccfcaffc0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-1690000000-e23420d285d0b5032a09	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kk-6920000000-aab09866c47cb1656ce2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0076-9200000000-14640b35aad6a5f4e420	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014j-0490000000-6bc9f244b715f8e50983	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-4970000000-8697edbdcab7a385d0d5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-237772c5fd2e73d9777b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-2090000000-cfa5ea65ae63fcdc766b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-008i-8920000000-15903d56fd570da0c9a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9000000000-3a89ef16c334673591db	View in MoNA
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	View in JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	View in JSpectraViewer

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
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	48005
HMDB ID	HMDB12230
Pubchem Compound ID	20841830
Kegg ID	C15699
ChemSpider ID	20148392
Wikipedia ID	Not Available
BioCyc ID	GAMMA-GLUTAMYL-PUTRESCINE
EcoCyc ID	GAMMA-GLUTAMYL-PUTRESCINE

Enzymes

Protein Details

1. Gamma-glutamylputrescine oxidoreductase

General function:: Involved in oxidoreductase activity
Specific function:: Involved in the breakdown of putrescine via the oxidation of L-glutamylputrescine
Gene Name:: puuB
Uniprot ID:: P37906
Molecular weight:: 47169

Reactions

Gamma-glutamylputrescine + H(2)O + O(2) = Gamma-glutamyl-gamma-aminobutyraldehyde + NH(3) + H(2)O(2).

Protein Details

2. Gamma-glutamylputrescine synthetase

General function:: Involved in glutamate-ammonia ligase activity
Specific function:: Involved in the breakdown of putrescine via the biosynthesis of gamma-L-glutamylputrescine
Gene Name:: puuA
Uniprot ID:: P78061
Molecular weight:: 53177

Reactions

ATP + L-glutamate + putrescine = ADP + phosphate + gamma-L-glutamylputrescine.

gamma-Glutamyl-L-putrescine (ECMDB12230) (M2MDB000830)

Structure for #<Compound:0xaf72e624>

Enzymes

Reactions

Reactions