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About This Item
Empirical Formula (Hill Notation):
C15H12FNO3
CAS Number:
Molecular Weight:
273.26
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Quality Segment
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
white
solubility
DMF: 25 mg/mL, DMSO: 25 mg/mL, ethanol: 5 mg/mL, methanol: 5 mg/mL
shipped in
ambient
storage temp.
2-8°C
SMILES string
Fc1ccc(cc1)C(=O)Nc2c(cccc2)C(=O)OC
InChI
1S/C15H12FNO3/c1-20-15(19)12-4-2-3-5-13(12)17-14(18)10-6-8-11(16)9-7-10/h2-9H,1H3,(H,17,18)
InChI key
KIAPWMKFHIKQOZ-UHFFFAOYSA-N
General description
A cell-permeable methylanthranilate analog that reversibly inhibits vesicular traffic from ER to Golgi in mammalian cells (IC50 = 20 µM in BSC1 cells) by inducing tubulation and collapsing of the Golgi membrane and redirecting the traffic back to ER. Acts as a potent and selective modifier of Golgi ARF1 GTPase activity. Unlike another membrane traffic inhibitor Brefeldin A (BFA; Cat. No. 203729), its effect seems to be limited to Golgi, as no effect can be detected on endocytic organelles, such as endosomes and TGN (trans-Golgi network). Its inhibitory mechanism and target(s) appear to be quite different from those of BFA and thus serves as a valuable alternative that complements BFA in membrane traffic studies.
Biochem/physiol Actions
Cell permeable: yes
Primary Target
Golgi ARF1 GTPase
Golgi ARF1 GTPase
Product does not compete with ATP.
Reversible: yes
Target IC50: 20 µM inhibiting vesicular traffic from ER to Golgi in BSC1 cells
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Feng. Y., et al. 2003. Proc. Natl. Acad. Sci. USA100, 6469.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Harmful (C)
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Storage Class
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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