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Merck

362339

Glyco-SNAP-2

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

Key Documents

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Product Name

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

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

SMILES string

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

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Reversible: no
Cell permeable: no
Primary Target
Water-soluble nitric oxide (NO) donor
Product does not compete with ATP.

Disclaimer

Toxicity: Standard Handling (A)

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 (t½ = 27 hours) than that of SNAP. Exhibits properties similar to those of Glyco-SNAP-1 (Cat. No. 362338).

Other Notes

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

Preparation Note

Unstable in solution; reconstitute just prior to use.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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