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SML0717

Sigma-Aldrich

W-13

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C14H17ClN2O2S · HCl
CAS-Nummer:
88519-57-7
Molekulargewicht:
349.28
MDL-Nummer:
MFCD00058030
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825589
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

H2O: 20 mg/mL, clear

Lagertemp.

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

InChIKey

IKMXJMNRHREPOD-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

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 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.

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
083M4739V

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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
Larisa V Smolyaninova et al.
Cell calcium, 68, 5-13 (2017-11-14)
In rat vascular smooth muscle cells (RVSMC), 3-h Na
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
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)
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Artikel

Phosphodiesterases

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

Verwandter Inhalt

Discover Bioactive Small Molecules for Cyclic Nucleotides

Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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