| Identification | Back Directory | [Name]
DL-PROPARGYLGLYCINE | [CAS]
64165-64-6 | [Synonyms]
NSC21940
DL-Pra-OH
H-DL-Prg-OH
H-DL-PRA-OH
DL-PROPARGYLGLYCINE
DL-PROPARGYL-GLY-OH
DL-Gly(Propargyl)-OH
H-PROPARGYL-DL-GLY-OH
H-DL-GLY(PROPARGYL)-OH
H-PROPARGYL-DL-GLYCINE
2-AMINO-4-PENTYNOIC ACID
DL-Propargylglycine hydrochloride
DL-PROPARGYLGLYCINE, CYSTATHIONINE G
DL-Propargylglycine DL-Propargylglycine
DL-Propargylglycine cystathionine γ-lyase inhibitor
H-Propargyl-DL-Gly-OH, (RS)-2-AMino-4-pentynoic acid | [Molecular Formula]
C5H7NO2 | [MDL Number]
MFCD00056728 | [MOL File]
64165-64-6.mol | [Molecular Weight]
113.11 |
| Chemical Properties | Back Directory | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO (up to 10 mg/ml) or in Water (up tp 10 mg/ml). | [form ]
Crystalline Powder | [color ]
White to off-white | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months. |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Description]
Propargylglycine (64165-64-6) is an irreversible inhibitor of the hydrogen sulfide biosynthesis enzyme, cystathione-γ-lyase. It inhibits H2S production in rat liver preparations (IC50=55 μM) and inhibits the rise in plasma H2S in rats with hemorrhagic shock2. Propargylglycine reduces inflammation in a rodent carrageenan-induced hindpaw edema model3 and ameliorates gentamycin-induced nephrotoxicity1. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 76, p. 3484, 1954 DOI: 10.1021/ja01642a036
Tetrahedron Letters, 22, p. 1787, 1981 DOI: 10.1016/S0040-4039(01)90439-3 | [Biochem/physiol Actions]
DL-Propargylglycine (PAG) is an irreversible inhibitor of the enzyme cystathionine γ-lyase (GCL), a key enzyme involved in glutathione synthesis and the metabolic transsulfuration pathway which regulates homocysteine concentration and mediates cysteine synthesis. Treatment of animal disease models with PAG was shown to alleviate symptoms of diseases that impair the formation or action of hydrogen sulfide (H2S). | [References]
1) Dam et al. (2012), Inhibition of cystathione gamma-lyase and the biosynthesis of endogenous hydrogen sulphide ameliorates gentamicin-induced nephrotoxicity; Eur. J. Pharmacol., 685 165
2) Mok et al. (2004), Role of hydrogen sulphide in haemorrhagic shock in the rat: protective effect of inhibitors of hydrogen sulphide biosynthesis; Br. J. Pharmacol., 143 881
3) Bhatia et al. (2005),Hydrogen sulphide is a mediator of carrageenan-induced hindpaw edema in the rat; Br. J. Pharmacol., 145 141 |
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