A cell-permeable antagonist of calmodulin
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A-7 (hydrochloride)

Item No. 16076

Technical Information
Formal Name
N-(10-aminodecyl)-5-chloro-1-naphthalenesulfonamide, monohydrochloride
CAS Number
79127-24-5
Molecular Formula
C20H29ClN2O2S • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.3 mg/ml
λmax
225, 296 nm
SMILES
O=S(C1=CC=CC2=C(Cl)C=CC=C21)(NCCCCCCCCCCN)=O.Cl
InChi Code
InChI=1S/C20H29ClN2O2S.ClH/c21-19-13-9-12-18-17(19)11-10-14-20(18)26(24,25)23-16-8-6-4-2-1-3-5-7-15-22;/h9-14,23H,1-8,15-16,22H2;1H
InChi Key
XDJCAQBTSCRBHS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Calmodulin is a calcium-dependent protein that regulates the activity of a diverse array of enzymes, ion channels, and other proteins and thus has diverse roles in cell function.1,2 A-7 is an analog of the napthalenesulfonamide W-7 (Item No. 14826) that has an acyl chain length of 10 carbons, rather than six. It is a potent cell-permeable antagonist of calmodulin that inhibits Ca2+/calmodulin cyclic nucleotide phosphodiesterase more potently than W-7 (IC50 = 3.2 and 26 µM, respectively).3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Benaim, G., and Villalobo, A. Phosphorylation of calmodulin. Functional implications. Eur. J. Biochem. 269(15), 3619-3631 (2002).

    2. Chin, D., and Means, A.R. Calmodulin: A prototypical calcium sensor. Trends Cell Biol. 10(8), 322-328 (2000).

    3. Hidaka, H., and Tanaka, T. Naphthalenesulfonamides as calmodulin antagonists. Methods Enzymol. 102, 185-194 (1983).

    4. Itoh, H., and Hidaka, H. Direct interaction of calmodulin antagonists with Ca2+/calmodulin-dependent cyclic nucleotide phosphodiesterase. J. Biochem. 96(6), 1721-1726 (1984).