DL-PROPARGYLGLYCINE Property

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.

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

DL-PROPARGYLGLYCINE Chemical Properties,Usage,Production

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.

Chemical Properties

White to off-white powder

Uses

Dl-propargylglycine is an inhibitor of hydrogen sulfide (H2S) production.

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