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A3281

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

Name: N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride
Brand: SIGMA

Synonym(s):

W-7

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₁ClN₂O₂S · HCl

CAS Number:

61714-27-0

Molecular Weight:

377.33

UNSPSC Code:

12352200

NACRES:

NA.77

PubChem Substance ID:

24278067

MDL number:

MFCD00012559

Beilstein/REAXYS Number:

6030174

Form:

powder

Quality level:

200

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form

powder

Quality Level

200

mode of action

cell membrane | interferes, enzyme | inhibits

storage temp.

−20°C

SMILES string

Cl[H].NCCCCCCNS(=O)(=O)c1cccc2c(Cl)cccc12

InChI

1S/C16H21ClN2O2S.ClH/c17-15-9-5-8-14-13(15)7-6-10-16(14)22(20,21)19-12-4-2-1-3-11-18;/h5-10,19H,1-4,11-12,18H2;1H

InChI key

OMMOSRLIFSCDBL-UHFFFAOYSA-N

Gene Information

human ... CAMK2A(815), CAMK2B(816)

Application

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride has been used to study its effect of on coated pit staining.

Biochem/physiol Actions

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7) is a calmodulin antagonist. It can prevent calcium-dependent protein kinase, that is sensitive to phospholipid.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Evidence for calmodulin inter-domain compaction in solution induced by W-7 binding.

M Osawa et al.

FEBS letters, 442(2-3), 173-177 (1999-02-03)

Small-angle X-ray scattering and nuclear magnetic resonance were used to investigate the structural change of calcium-bound calmodulin (Ca2+/CaM) in solution upon binding to its antagonist, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7). The radius of gyration was 17.4+/-0.3 A for Ca2+/CaM-W-7 with a molar ratio

Roles of osmolality, calcium - Potassium antagonist and calcium in activation and flagellar beating pattern of sturgeon sperm.

S M H Alavi et al.

Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 160(2), 166-174 (2011-06-10)

The present study shows the roles of osmolality, calcium (Ca(2+))-potassium (K(+)) antagonist and Ca(2+) in sperm activation and flagellar beating of a sturgeon species, sterlet (Acipenser ruthenus). Sperm motility was activated at hypoosmolality relative to seminal plasma and suppressed at

Yukiomi Tsuji et al.

Circulation, 123(20), 2192-2203 (2011-05-11)

Electrical storm (ES), characterized by recurrent ventricular tachycardia/fibrillation, typically occurs in implantable cardioverter-defibrillator patients and adversely affects prognosis. However, the underlying molecular basis is poorly understood. In the present study, we report a new experimental model featuring repetitive episodes of

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7), a calmodulin antagonist, also inhibits phospholipid sensitive calcium-dependent protein kinase

Schatzman RC, et al.

Biochimica et biophysica acta. General subjects, 755(1), 144-147 (1983)

The calmodulin antagonist W-7 inhibits the epithelial Na+/H+ exchanger via modulating membrane surface potential.

Valentin Jaumouillé et al.

Channels (Austin, Tex.), 5(4), 308-313 (2011-06-10)

NHE3 is regulated via alterations in membrane surface charge. This is achieved through altered binding of cationic regions in the cytosolic-terminus of the exchanger with the inner leaflet of the plasma membrane. Calmodulin antagonists, including W-7, regulate surface potential and

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Global Trade Item Number

SKU	GTIN
A3281-100MG	04061833267387
A3281-25MG	04061833360606
A3281-250MG	04061833267394

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