DL-PROPARGYLGLYCINE
DL-PROPARGYLGLYCINE Basic information
- Product Name:
- DL-PROPARGYLGLYCINE
- Synonyms:
-
- H-PROPARGYL-DL-GLYCINE
- H-PROPARGYL-DL-GLY-OH
- H-DL-PRA-OH
- H-DL-GLY(PROPARGYL)-OH
- DL-PROPARGYLGLYCINE
- DL-PROPARGYL-GLY-OH
- 2-AMINO-4-PENTYNOIC ACID
- NSC21940
- CAS:
- 64165-64-6
- MF:
- C5H7NO2
- MW:
- 113.11
- Product Categories:
-
- Amino Acids
- Mol File:
- 64165-64-6.mol
DL-PROPARGYLGLYCINE Chemical Properties
- 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.
MSDS
- Language:English Provider:SigmaAldrich
DL-PROPARGYLGLYCINE Usage And Synthesis
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
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DL-PROPARGYLGLYCINE(64165-64-6)Related Product Information
- L-Propargylglycine
- (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID
- (R)-N-BOC-Propargylglycine
- D-PROPARGYLGLYCINE
- METHYL-2-BOC-AMINO-4-PENTENOIC ACID
- (S)-N-BOC-Propargylglycine
- (R)-2-(((benzyloxy)carbonyl)aMino)pent-4-ynoic acid
- (S)-2-(((benzyloxy)carbonyl)aMino)pent-4-ynoic acid
- 4-PENTYNOIC ACID
- DL-PROPARGYLGLYCINE
- (S)-ALPHA-PROPYNYL-PROLINE-HCL
- H-PRA-OME HCL
- H-GLY-PRO-PNA HCL
- ACETYL-DL-PROPARGYLGLYCINE ETHYL ESTER
- H-ASP-PNA HCL
- (R)-ALPHA-PROPYNYL-PROLINE-HCL
- (R)-PROPARGYLGLYCINE METHYL ESTER HYDROCHLORIDE
- N-ACETYL-DL-PROPARGYLGLYCINE