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Merck
CN

SML0717

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
NACRES:
NA.77
PubChem Substance ID:
329825589
UNSPSC Code:
12352200
MDL number:
MFCD00058030

Key Documents

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Product Name

W-13, ≥98% (HPLC)

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

SMILES string

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

InChI key

IKMXJMNRHREPOD-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

room temp

Quality Level

100

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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 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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000144914
0000066101
0000027130
083M4739V

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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
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
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
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
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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Articles

Phosphodiesterases

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

Discover Bioactive Molecules for Nucleotides

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

磷酸二酯酶类

环核苷酸磷酸二酯酶 (PDEs) 催化 cAMP 和/或 cGMP 的水解。存在有11种不同的哺乳动物PDE家族。

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