SML2726
Endosidin9
≥98% (HPLC)
Synonym(s):
5-Bromo-N-(4-Nitrophenyl)-2-thiophenesulfonamide, ES9
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About This Item
Empirical Formula (Hill Notation):
C10H7BrN2O4S2
CAS Number:
Molecular Weight:
363.21
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Product Name
Endosidin9, ≥98% (HPLC)
SMILES string
[S](=O)(=O)(Nc2ccc(cc2)[N+](=O)[O-])c1[s]c(cc1)Br
InChI
1S/C10H7BrN2O4S2/c11-9-5-6-10(18-9)19(16,17)12-7-1-3-8(4-2-7)13(14)15/h1-6,12H
InChI key
XAKPASIXPSBWRB-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Quality Level
Related Categories
Biochem/physiol Actions
Endosidin9 (ES9) is a potent inhibitor of clathrin-mediated endocytosis (CME) in Arabidopsis thaliana, HeLa cells and Drosophila neurons. It binds directly to N-terminal domain of clathrin heavy chain. Also, Endosidin9 is a mitochondrial uncoupler that displays protonophore activities leading to cytoplasm acidification.
potent and selective inhibitor of clathrin-mediated endocytosis (CME); mitochondrial uncoupler
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Wim Dejonghe et al.
Nature communications, 7, 11710-11710 (2016-06-09)
ATP production requires the establishment of an electrochemical proton gradient across the inner mitochondrial membrane. Mitochondrial uncouplers dissipate this proton gradient and disrupt numerous cellular processes, including vesicular trafficking, mainly through energy depletion. Here we show that Endosidin9 (ES9), a
Wim Dejonghe et al.
Nature chemical biology, 15(6), 641-649 (2019-04-24)
Clathrin-mediated endocytosis (CME) is a highly conserved and essential cellular process in eukaryotic cells, but its dynamic and vital nature makes it challenging to study using classical genetics tools. In contrast, although small molecules can acutely and reversibly perturb CME
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