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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

Assay

≥98% (HPLC)

form

powder or crystals

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

room temp

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A Takahashi et al.
Pancreas, 21(3), 231-239 (2000-10-20)
The mouse intestinal neuroendocrine tumor cell line STC-1 secretes cholecystokinin (CCK) and other hormones. We investigated the role of Ca2+, calmodulin (CaM), and protein kinase C (PKC) in the regulation of CCK release from STC-1 cells. Phorbol 12-myristate 13-acetate (TPA)
C S Im et al.
The Plant cell, 8(12), 2245-2253 (1996-12-01)
The Chlamydomonas reinhardtii nuclear gene gsa, which encodes the early chlorophyll biosynthetic enzyme glutamate 1-semialdehyde aminotransferase (GSAT), is specifically induced by blue light in cells synchronized in a 12-hr-light and 12-hr-dark regime. Light induction required the presence of a nitrogen
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
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
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
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