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SML0717

Sigma-Aldrich

W-13

≥98% (HPLC)

Synonym(s):

N-(4-Aminobutyl)-5-chloro-2-naphthalenesulfonamide hydrochloride, W13

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About This Item

Empirical Formula (Hill Notation):
C14H17ClN2O2S · HCl
CAS Number:
88519-57-7
Molecular Weight:
349.28
MDL number:
MFCD00058030
UNSPSC Code:
12352200
PubChem Substance ID:
329825589
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

room temp

SMILES string

Cl.NCCCCNS(=O)(=O)c1cccc2c(Cl)cccc12

InChI

1S/C14H17ClN2O2S.ClH/c15-13-7-3-6-12-11(13)5-4-8-14(12)20(18,19)17-10-2-1-9-16;/h3-8,17H,1-2,9-10,16H2;1H

InChI key

IKMXJMNRHREPOD-UHFFFAOYSA-N

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Biochem/physiol Actions

W-13 has also been shown to inhibit the transcytosis of IgA, recycling of transferrin and overall alter the endocytic pathway in Madin-Darby canine kidney cells.
W-13 is a membrane-permeable calmodulin antagonist. W-13 inhibits Ca2+-calmodulin-dependent phosphodiesterase and has been shown to inhibit the EGF-dependent activation of EGFR in N7xHERc fibroblasts.

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.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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The calmodulin antagonist, W-13, alters transcytosis, recycling, and the morphology of the endocytic pathway in Madin-Darby canine kidney cells.
Apodaca G
The Journal of Biological Chemistry (1994)
Antonio Bevilacqua et al.
Foods (Basel, Switzerland), 9(8) (2020-08-08)
Five yeast strains (four wild Saccharomyces cerevisiae strains and a collection strain-S. cerevisiae var. boulardii) were encapsulated in alginate beads. Encapsulation yield was at least 60% (100% for some strains) and yeasts survived in beads for 30 days at 4
Albert Lu et al.
The Journal of cell biology, 184(6), 863-879 (2009-03-18)
Ras proteins are small guanosine triphosphatases involved in the regulation of important cellular functions such as proliferation, differentiation, and apoptosis. Understanding the intracellular trafficking of Ras proteins is crucial to identify novel Ras signaling platforms. In this study, we report
Sebastian Piłsyk et al.
International journal of molecular sciences, 21(20) (2020-10-23)
The astA gene encoding an alternative sulfate transporter was originally cloned from the genome of the Japanese Aspergillus nidulans isolate as a suppressor of sulfate permease-deficient strains. Expression of the astA gene is under the control of the sulfur metabolite
H Hiyoshi et al.
British journal of cancer, 106(11), 1807-1815 (2012-04-26)
Cellular quiescence is a state of reversible proliferation arrest that is induced by anti-mitogenic signals. The endogenous cardiac glycoside ouabain is a specific ligand of the ubiquitous sodium pump, Na,K-ATPase, also known to regulate cell growth through unknown signalling pathways.
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Cyclic nucleotide phosphodiesterases (PDEs) catalyze the hydrolysis of cAMP and/or cGMP. There are 11 different mammalian PDE families.

Phosphodiesterases

Cyclic nucleotide phosphodiesterases (PDEs) catalyze the hydrolysis of cAMP and/or cGMP. There are 11 different mammalian PDE families.

Phosphodiesterases

Cyclic nucleotide phosphodiesterases (PDEs) catalyze the hydrolysis of cAMP and/or cGMP. There are 11 different mammalian PDE families.

Phosphodiesterases

Cyclic nucleotide phosphodiesterases (PDEs) catalyze the hydrolysis of cAMP and/or cGMP. There are 11 different mammalian PDE families.

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