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L-Propargylglycine

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Description
L-Propargylglycine is an inhibitor of the enzyme.l-propargylglycine (LPG) irreversibly inhibited the enzyme from Crotalus adamanteus and Crotalus atrox in a dose- and time-dependent manner. Inactivation was irreversible which was significantly protected by the substrate l-phenylalanine.
CAS Number
23235-01-0
Stability
≥ 2 years
Purity
>98% (HPLC)
Weight
113.11
Molecular Formula
C5H7NO2
Notes
Research use only, not for human use.
Receptor
Others

Chemical Information

L-Propargylglycine

L-propargylglycine is a non-proteinogenic L-alpha-amino acid that is L-alanine in which one of the methyl hydrogens has been replaced by an ethynyl group. It causes the irreversible inactivation of gamma-cystathionase (also known as cystathionine gamma-lyase) and is used as an affinity labeling reagent for gamma-cystathionase and other enzymes. It has a role as an EC 2.5.1.48 (cystathionine gamma-synthase) inhibitor, an EC 1.4.3.2 (L-amino-acid oxidase) inhibitor and an EC 2.6.1.2 (alanine transaminase) inhibitor. It is a terminal acetylenic compound and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a L-propargylglycine zwitterion.

CAS Number23235-01-0
PubChem CID168091
IUPAC Name(2S)-2-aminopent-4-ynoic acid
Molecular FormulaC5H7NO2
Molecular Weight113.11
XLogP-2.8
Topological Polar Surface Area63.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count8
Formal Charge0
Complexity133
SMILES
C#CC[C@@H](C(=O)O)N
InChI
InChI=1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)/t4-/m0/s1
InChIKey
DGYHPLMPMRKMPD-BYPYZUCNSA-N
Chemical Structure
2D Structure
2D structure of L-Propargylglycine
CAS: 23235-01-0
CID: 168091
Formula: C5H7NO2
MW: 113.11
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight113.11
XLogP3-2.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass113.047678466
Monoisotopic Mass113.047678466
Topological Polar Surface Area63.3 Ų
Heavy Atom Count8
Formal Charge0
Complexity133
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes