Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

SNAP

Cayman Chemical Item Number 82250

S-Nitroso-N-Acetyl-D,L-Penicillamine (CAS 67776-06-1)

SNAP (CAS 67776-06-1)

See more	NO Donors (26) Nitric Oxide (101)

Description

SNAP is an S-nitrosothiol which serves as a NO donor and a potent vasodilator. Its stability in solution varies from seconds to hours depending on temperature, buffer composition and metal content.^1,2,3,4 At pH 6-8 and 37°C, the half-life of SNAP is approximately six hours in the presence of transition metal ion chelators.^5,4

1 Butler, A.R., and Rhodes, P. Chemistry, analysis, and biological roles of S-nitrosothiols. Anal Biochem 249 1-9 (1997).

2 Gasco, A., Fruttero, R., and Sorba, G. NO-donors: An emerging class of compounds in medicinal chemistry. Farmaco 51 617-635 (1996).

3 Cook, J.A., Kim, S.Y., Teague, D., et al. Convenient colorimetric and fluorometric assays for S-nitrosothiols. Anal Biochem 238 150-158 (1996).

4 Roy, B., d'Hardemare, A.M., and Fontecave, M. New thionitrites: Synthesis, stability, and nitric oxide generation. J Org Chem 59 7019-7026 (1994).

5 Singh, R.J., Hogg, N., Joseph, J., et al. Mechanism of nitric oxide release from S-nitrosothiols. J Biol Chem 271 18596-18603 (1996).

Synonyms	S-Nitroso-N-Acetyl-D,L-Penicillamine
Formal Name	N-(acetyloxy)-3-nitrosothiovaline
CAS Number	67776-06-1
Molecular Formula	C₇H₁₂N₂O₄S
Formula Weight	220.2
Formulation	A crystalline solid
Purity	>98%
Stability	1 year
Storage	-20°C
Shipping	Room temperature in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard O=NSC(C)(C)C(NC(=O)C)C(=O)O

Background Reading

Gasco, A., Fruttero, R., and Sorba, G. NO-donors: An emerging class of compounds in medicinal chemistry. Farmaco 51 617-635 (1996).

Gibson, A., Babbedge, R., Brave, S.R., et al. An investigation of some S-nitrosothiols, and of hydroxy-arginine, on the mouse anococcygeus. Br J Pharmacol 107 715-721 (1992).

Cook, J.A., Kim, S.Y., Teague, D., et al. Convenient colorimetric and fluorometric assays for S-nitrosothiols. Anal Biochem 238 150-158 (1996).

Butler, A.R., and Rhodes, P. Chemistry, analysis, and biological roles of S-nitrosothiols. Anal Biochem 249 1-9 (1997).

Singh, R.J., Hogg, N., Joseph, J., et al. Mechanism of nitric oxide release from S-nitrosothiols. J Biol Chem 271 18596-18603 (1996).

Roy, B., d'Hardemare, A.M., and Fontecave, M. New thionitrites: Synthesis, stability, and nitric oxide generation. J Org Chem 59 7019-7026 (1994).

Askew, S.C., Barnett, D.J., McAninly, J., et al. Catalysis by Cu2+ of nitric oxide release from S-nitrosothiols (RSNO). J Chem Soc Perkin Trans II 2 741-745 (1995).

Show all 7 Hide all but first 3

Size	Price	Quantity	Subtotal
10 mg	$31.00		$0.00
25 mg	$74.00		$0.00
50 mg	$140.00		$0.00
100 mg	$248.00		$0.00
Bulk	Contact
		Cart Total	$0.00

Pricing updated 2012-02-12. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

S-Nitroso-L-glutathione

Spermine NONOate

Show all 8 Hide all but first 3

Downloads

	Download Product Insert 77 Kb PDF
	Download Material Safety Data Sheet (MSDS) 69 Kb PDF
	Printer-friendly version of this page small PDF (usually less than 100 Kb)
	• US Letter paper 8½″ × 11″
	• A4 paper 21cm × 29.7cm
	Chemical structure definitions are available for many Cayman products. See Chemical Structure Database for details.

Batch-specific Information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs	Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases	Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule	Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640