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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:
61714-25-8
Molecular Weight:
342.88
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Quality Level

100

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.
N-(6-Aminohexyl)-1-naphthalenesulfonamide (W-5) is a cell permeable calmodulin antagonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
053M4748V

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K Ahmad et al.
Archives of andrology, 35(3), 187-208 (1995-11-01)
The role of Ca2+, calmodulin, and protein phosphatases on motility and hyperactivation of noncapacitated, capacitating, and detergent-permeabilized reactivated human sperm was examined. In noncapacitated sperm, W7 inhibited percent motility (%MOT), curvilinear velocity (VCL), amplitude of lateral head displacement (ALH), and
Y Tanaka et al.
Proceedings of the National Academy of Sciences of the United States of America, 92(8), 3244-3248 (1995-04-11)
The ryanodine receptor-like Ca2+ channel (RyRLC) is responsible for Ca2+ wave propagation and Ca2+ oscillations in certain nonmuscle cells by a Ca(2+)-induced Ca2+ release (CICR) mechanism. Cyclic ADP-ribose (cADPR), an enzymatic product derived from NAD+, is the only known endogenous
Deirdre C Lawe et al.
Molecular biology of the cell, 14(7), 2935-2945 (2003-07-15)
Ca2+ is an essential requirement in membrane fusion, acting through binding proteins such as calmodulin (CaM). Ca2+/CaM is required for early endosome fusion in vitro, however, the molecular basis for this requirement is unknown. An additional requirement for endosome fusion
C Yang et al.
Molecular endocrinology (Baltimore, Md.), 14(2), 317-326 (2000-02-16)
It has been previously reported that calmodulin plays a regulatory role in the insulin stimulation of glucose transport. To examine the basis for this observation, we examined the effect of a panel of calmodulin antagonists that demonstrated a specific inhibition
S K Choi et al.
Biochemical and biophysical research communications, 207(1), 452-459 (1995-02-06)
Nitric oxide (NO) synthase activity was detected in fat body and the Malpighian tubles of the silkworm, Bombyx mori. Main NO synthase activity in the fat body was Ca(2+)/calmodulin-dependent, inducible by bacterial lipopolysaccharide (LPS) and required NADPH, FAD, FMN, dithiothreitol
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