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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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Ferzin Sethna et al.
Journal of neuroscience research, 94(5), 401-408 (2016-02-13)
Group I metabotropic glutamate receptors (mGluR), including mGluR1 and mGluR 5 (mGluR1/5), are coupled to Gq and modulate activity-dependent synaptic plasticity. Direct activation of mGluR1/5 causes protein translation-dependent long-term depression (LTD). Although it has been established that intracellular Ca(2+) and
Danying Zhou et al.
Frontiers in microbiology, 11, 2021-2021 (2020-09-26)
Yokenella regensburgei, a member of the family Enterobacteriaceae, is usually isolated from environmental samples and generally resistant to early generations of cephalosporins. To characterize the resistance mechanism of Y. regensburgei strain W13 isolated from the sewage of an animal farm
Barbara Speranza et al.
Food microbiology, 87, 103393-103393 (2020-01-18)
Four wild strains of Saccharomyces cerevisiae and the collection strain S. cerevisiae var. boulardii ATCC MYA-796 were used as test organisms to study the effect of some environmental conditions on the formation of biofilm by potentially probiotic yeasts. In a
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)
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
View All Related Papers

Articles

Phosphodiesterases

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

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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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