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Key Documents

SML0657

Sigma-Aldrich

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

≥98% (HPLC)

Synonym(s):

W 5 hydrochloride, W-5 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H22N2O2S · HCl
CAS Number:
Molecular Weight:
342.88
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder or crystals

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

room temp

SMILES string

[S](=O)(=O)(NCCCCCCN)c1c2c(ccc1)cccc2.Cl

InChI

1S/C16H22N2O2S.ClH/c17-12-5-1-2-6-13-18-21(19,20)16-11-7-9-14-8-3-4-10-15(14)16;/h3-4,7-11,18H,1-2,5-6,12-13,17H2;1H

InChI key

HOCSVIGHWPLMFC-UHFFFAOYSA-N

Biochem/physiol Actions

N-(6-Aminohexyl)-1-naphthalenesulfonamide (W-5) is a cell permeable calmodulin antagonist that binds directly to the enzyme.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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P Menè et al.
Journal of the American Society of Nephrology : JASN, 7(7), 983-990 (1996-07-01)
Sustained Ca2+ influx follows discharge of intracellularly stored Ca2+ in a variety of cell types previously equilibrated in Ca(2+)-free media, including cultured human mesangial cells. This Ca2+ influx pathway has been referred to as capacitative Ca2+ entry or Ca2+ release-activated
T Watanabe et al.
Biochimica et biophysica acta, 1304(2), 161-169 (1996-11-22)
In a previous study, we characterized prostanoid and thrombin receptors expressed on a megakaryoblastic cell line, MEG-01s (Blood 78, 2328-2336, 1991). In this study, we examines the mechanism of cross-talk between intracellular Ca2+ ([Ca2+]i) and cAMP signalings through prostanoid and
S Suzuki et al.
Journal of cardiovascular pharmacology, 36(5), 609-616 (2000-11-07)
Apolipoprotein (apo) A-I generates high-density lipoprotein (HDL) by removing cellular cholesterol and phospholipid on the interaction with cells as a main source of plasma HDL. The reaction is induced by dibutylyl cyclic (dbc) adenosine monophosphate (AMP) in RAW 264, mouse
M Gröner et al.
Cell calcium, 19(2), 105-111 (1996-02-01)
Chemotactic stimulation by cAMP elicits Ca2+ entry across the plasma membrane and uptake into intracellular Ca2+ stores. In order to better understand Ca2+ regulation in Dictyostelium we measured 45Ca2+ uptake in homogenates of aggregation competent cells. Besides the InsP3-sensitive store
Hiromichi Takano et al.
Brain research, 962(1-2), 41-47 (2003-01-25)
Depolarization has been known to play an important role in the neuronal damage that occurs following cerebral ischemia. In the present study, we investigated the roles of calmodulin (CaM) and CaM-dependent enzymes in depolarization-induced neuronal cell death. Treatment of primary

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