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A3281 Sigma

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride

Synonym: W-7

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Description

Biochem/physiol Actions

A calmodulin antagonist; inhibits Ca2+/calmodulin activated phosphodiesterase and myosin light chain kinase.

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This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Cyclic Nucleotides

Transmission of an extracellular signal across the cell membrane is initiated by activation of many types of hormone and neurotransmitter receptors, such as G-protein coupled receptors (GPCRs), and c...
Keywords: Antivirals, Cancer, Cardiovascular, Cellular processes, Diabetes, Diseases, Hormones, Neurotransmitters

Peer-Reviewed Papers

References

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Evidence for calmodulin inter-domain compaction in solution induced by W-7 binding. Osawa, M., et al. FEBS Lett. 442, 173-177, (1999)

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Modulation of Ca2+ channel-gated Ca2+ release by W-7 in cardiac myocytes. Suzuki, Y.J., et al. Cell Calcium 25, 191-198, (1999)

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Ca(2+)-related signaling and protein phosphorylation abnormalities play central roles in a new experimental model of electrical storm. Tsuji Y, Hojo M, Voigt N, et al. Circulation 123(20), 2192-203, (2011)

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Calmodulin expression distinguishes the smooth muscle cell population of human carotid plaque. Coen M, Marchetti G, Palagi PM, et al. Am. J. Pathol. 183(3), 996-1009, (2013)

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[Effect of inhibitors serine/threonine protein kinases and protein phosphatases on mitosis progression of synchronized tobacco by-2 cells]. Sheremet IaA, Emets AI, Azmi A, et al. Tsitol. Genet. 46(2), 3-11, (2012)

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[In vitro effect of N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide on differentiation from human adipose-derived mesenchymal stem cells to endothelial cells]. Zhai YJ, Chen J, Zhang HG, et al. Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 33(3), 306-12, (2011)

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Relevance of calmodulin/CaMKII activation for arrhythmogenesis in the AV block dog. Bourgonje VJ, Schoenmakers M, Beekman JD, et al. Heart Rhythm 9(11), 1875-83, (2012)

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The chloroplast calcium sensor CAS is required for photoacclimation in Chlamydomonas reinhardtii. Petroutsos D, Busch A, Janssen I, et al. Plant Cell 23(8), 2950-63, (2011)

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Potassium channel mutant KCNJ5 T158A expression in HAC-15 cells increases aldosterone synthesis. Oki K, Plonczynski MW, Luis Lam M, et al. Endocrinology 153(4), 1774-82, (2012)

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Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Jing Yuan et al Nat. Chem. Biol. 5, 765-71, (2009)

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RyRCa2+ leak limits cardiac Ca2+ window current overcoming the tonic effect of calmodulinin mice. Fernández-Velasco M, Ruiz-Hurtado G, Rueda A, et al. PLoS ONE 6(6), e20863, (2011)

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Ca2+ signaling regulates ecmB expression, cell differentiation and slug regeneration in Dictyostelium. Poloz Y and O'Day DH Differentiation 84(2), 163-75, (2012)

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GABA induces the differentiation of small into large cholangiocytes by activation of Ca(2+) /CaMK I-dependent adenylyl cyclase 8. Mancinelli R, Franchitto A, Glaser S, et al. Hepatology 58(1), 251-63, (2013)

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Calcium-calmodulin signaling elicits mitochondrial dysfunction and the release of cytochrome c during cadmium-induced apoptosis in primary osteoblasts. Liu W, Zhao H, Wang Y, et al. Toxicol. Lett. 224(1), 1-6, (2014)

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The calmodulin antagonist W-7 inhibits the epithelial Na+/H+ exchanger via modulating membrane surface potential. Jaumouillé V, Krishnan D, and Alexander RT Channels (Austin.) 5(4), 308-13, (2011)

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Identification of a calmodulin-binding domain in Sema4D that regulates its exodomain shedding in platelets. Mou P, Zeng Z, Li Q, et al. Blood 121(20), 4221-30, (2013)

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Calcium-calmodulin and pH regulate protein tyrosine phosphorylation in stallion sperm. González-Fernández L, Macías-García B, Velez IC, et al. Reproduction 144(4), 411-22, (2012)

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Calmodulin-sensitive adenylyl cyclases mediate AVP-dependent cAMP production and Cl- secretion by human autosomal dominant polycystic kidney cells. Pinto CS, Reif GA, Nivens E, et al. Am. J. Physiol. Renal Physiol. 303(10), F1412-24, (2012)

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Roles of osmolality, calcium - Potassium antagonist and calcium in activation and flagellar beating pattern of sturgeon sperm. Alavi SM, Gela D, Rodina M, et al. Comp. Biochem. Physiol. A. Mol. Integr. Physiol. 160(2), 166-74, (2011)

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Calmodulin protects androgen receptor from calpain-mediated breakdown in prostate cancer cells. Sivanandam A, Murthy S, Chinnakannu K, et al. J. Cell Physiol. 226(7), 1889-96, (2011)

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Characterization and expression of calmodulin gene during larval settlement and metamorphosis of the polychaete Hydroides elegans. Chen ZF, Wang H, and Qian PY Comp. Biochem. Physiol. B Biochem. Mol. Biol. 162(4), 113-9, (2012)

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Platelet-derived growth factor-BB activates calcium/calmodulin-dependent and -independent mechanisms that mediate Akt phosphorylation in the neurofibromin-deficient human Schwann cell line ST88-14. Farrer RG, Farrer JR, and DeVries GH J. Biol. Chem. 288(16), 11066-73, (2013)

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Interactions of Bordetella pertussis adenylyl cyclase toxin CyaA with calmodulin mutants and calmodulin antagonists: comparison with membranous adenylyl cyclase I. Schuler D, Lübker C, Lushington GH, et al. Biochem. Pharmacol. 83(7), 839-48, (2012)

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Electromagnetic fields instantaneously modulate nitric oxide signaling in challenged biological systems. Pilla AA Biochem. Biophys. Res. Commun. 426(3), 330-3, (2012)

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A novel calmodulin-like protein from the liver fluke, Fasciola hepatica. Russell SL, McFerran NV, Moore CM, et al. Biochimie 94(11), 2398-406, (2012)

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Calcium/calmodulin and cAMP/protein kinase-A pathways regulate sperm motility in the stallion. Lasko J, Schlingmann K, Klocke A, et al. Anim. Reprod. Sci. 132(3-4), 169-77, (2012)

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Calmodulin and PI(3,4,5)P₃ cooperatively bind to the Itk pleckstrin homology domain to promote efficient calcium signaling and IL-17A production. Wang X, Boyken SE, Hu J, et al. Sci. Signal. 7(337), ra74, (2014)

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Deletion of the calmodulin-binding domain of Grb7 impairs cell attachment to the extracellular matrix and migration. García-Palmero I and Villalobo A Biochem. Biophys. Res. Commun. 436(2), 271-7, (2013)

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Interrelationship between calmodulin (CaM) and H2O2 in abscisic acid-induced antioxidant defense in the seedlings of Panax ginseng. Parvin S, Lee OR, Sathiyaraj G, et al. Mol. Biol. Rep. 39(7), 7327-38, (2012)

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Biochemical characterization of a recombinant Swainsona canescens calcium-dependent protein kinase (ScCPK1). Srideshikan SM, Vanishree VL, and Jayabaskaran C Plant Physiol. Biochem. 54, 27-33, (2012)

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A quantitative analysis to unveil specific binding proteins for bioactive compounds. Arai T, Uehata M, Akatsuka H, et al. Protein Eng. Des. Sel. 26(4), 249-54, (2013)

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Dynamic secondary structural changes in Ca²⁺-saturated calmodulin upon interaction with the antagonist, W-7. Sasakura D, Nunomura W, and Takakuwa Y Biochem. Biophys. Res. Commun. 423(2), 360-5, (2012)

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Multidirectional effects of calmodulin kinase II on transmitter release in mature and newly formed mouse motor synapses. Bogatcheva PO and Balezina OP Bull. Exp. Biol. Med. 154(3), 316-9, (2013)

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