A3281
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride
Synonym(s):
W-7
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About This Item
Empirical Formula (Hill Notation):
C16H21ClN2O2S · HCl
CAS Number:
Molecular Weight:
377.33
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6030174
Form:
powder
Quality level:
Pricing and availability is not currently available.
form
powder
Quality Level
mode of action
cell membrane | interferes, enzyme | inhibits
storage temp.
−20°C
SMILES string
Cl[H].NCCCCCCNS(=O)(=O)c1cccc2c(Cl)cccc12
InChI
1S/C16H21ClN2O2S.ClH/c17-15-9-5-8-14-13(15)7-6-10-16(14)22(20,21)19-12-4-2-1-3-11-18;/h5-10,19H,1-4,11-12,18H2;1H
InChI key
OMMOSRLIFSCDBL-UHFFFAOYSA-N
Gene Information
human ... CAMK2A(815), CAMK2B(816)
Application
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride has been used to study its effect of on coated pit staining.[1]
Biochem/physiol Actions
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7) is a calmodulin antagonist. It can prevent calcium-dependent protein kinase, that is sensitive to phospholipid.
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.
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This Item | |||
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| form powder | form powder or crystals | form crystalline solid | form powder |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level - |
| storage temp. −20°C | storage temp. room temp | storage temp. 2-8°C | storage temp. - |
| mode of action cell membrane | interferes, enzyme | inhibits | mode of action - | mode of action - | mode of action - |
| Gene Information human ... CAMK2A(815), CAMK2B(816) | Gene Information - | Gene Information - | Gene Information - |
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M Osawa et al.
FEBS letters, 442(2-3), 173-177 (1999-02-03)
Small-angle X-ray scattering and nuclear magnetic resonance were used to investigate the structural change of calcium-bound calmodulin (Ca2+/CaM) in solution upon binding to its antagonist, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7). The radius of gyration was 17.4+/-0.3 A for Ca2+/CaM-W-7 with a molar ratio
Mis-assembly of clathrin lattices on endosomes reveals a regulatory switch for coated pit formation.
L H Wang et al.
The Journal of cell biology, 123(5), 1107-1117 (1993-12-01)
The clathrin-coated pit lattice is held onto the plasma membrane by an integral membrane protein that binds the clathrin AP-2 subunit with high affinity. In vitro studies have suggested that this protein controls the assembly of the pit because membrane
Valentin Jaumouillé et al.
Channels (Austin, Tex.), 5(4), 308-313 (2011-06-10)
NHE3 is regulated via alterations in membrane surface charge. This is achieved through altered binding of cationic regions in the cytosolic-terminus of the exchanger with the inner leaflet of the plasma membrane. Calmodulin antagonists, including W-7, regulate surface potential and
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A3281-100MG | 04061833267387 |
| A3281-25MG | 04061833360606 |
| A3281-250MG | 04061833267394 |