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362339

Glyco-SNAP-2

Name: Glyco-SNAP-2
Brand: MM

A water-soluble nitric oxide (NO) donor that exhibits greater stability (t1/2 = 27 hours) than that of SNAP.

Synonym(s):

Glyco-SNAP-2, N-(2-Deoxy-α,β-D-glucopyranose-2-)-N²-acetyl-S-nitroso-D,L-penicillaminamide

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₂₃N₃O₈S

CAS Number:

188849-82-3

Molecular Weight:

381.40

UNSPSC Code:

12352200

NACRES:

NA.77

PubChem Substance ID:

3413551

Assay:

≥95% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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Properties

Quality Level

100

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze, protect from light

color

green

solubility

aqueous buffer: >100 mg/mL, methanol: soluble, water: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

CC(=O)NC(C(=O)NC1C(C(C(OC1O)CO)O)O)C(C)(C)SN=O

InChI

1S/C13H23N3O8S/c1-5(18)14-10(13(2,3)25-16-23)11(21)15-7-9(20)8(19)6(4-17)24-12(7)22/h6-10,12,17,19-20,22H,4H2,1-3H3,(H,14,18)(H,15,21)

InChI key

MPJKBQQBYUJGPA-UHFFFAOYSA-N

Description

General description

A nitric oxide donor that exhibits greater stability than SNAP in aqueous medium, in both the presence and absence of EDTA. The half life of Glyco-SNAP-2 in aqueous medium is 27.4 h at room temperature, in the absence of EDTA, compared to 10.3 h for SNAP. The compound consists of a S-nitroso-N-acetylpencilamine moiety, which acts as a NO-donor, and a sugar fragment, which provides the desired hydrophobicity.

A water-soluble nitric oxide (NO) donor that exhibits greater stability (t_½ = 27 hours) than that of SNAP. Exhibits properties similar to those of Glyco-SNAP-1 (Cat. No. 362338).

Biochem/physiol Actions

Cell permeable: no

Primary Target
Water-soluble nitric oxide (NO) donor

Product does not compete with ATP.

Reversible: no

Preparation Note

Unstable in solution; reconstitute just prior to use.

Other Notes

Hou, Y., et al. 1999. Methods Enzymol. 301, 242.
Ramirez, J., et al. 1996. Bioorg. Med. Chem. Lett.6, 2575.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c