6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
- Product Name
- 6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
- CAS No.
- 1139889-93-2
- Chemical Name
- 6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline
- Synonyms
- Golgicide A;Golgicide A (GCA);Golgicide A - CAS 1139889-93-2 - Calbiochem;6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline;6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline USP/EP/BP;rel-(3aR,9bS)-6,8-Difluoro-4-(pyridin-3-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline;3H-Cyclopenta[c]quinoline, 6,8-difluoro-3a,4,5,9b-tetrahydro-4-(3-pyridinyl)-, (3aR,9bS)-rel-
- CBNumber
- CB12518793
- Molecular Formula
- C17H14F2N2
- Formula Weight
- 284.3
- MOL File
- 1139889-93-2.mol
6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Property
- storage temp.
- Store at RT
- solubility
- insoluble in H2O; ≥12.95 mg/mL in DMSO; ≥2.27 mg/mL in EtOH with ultrasonic
- form
- Off-white solid
- color
- White to off-white
- CAS DataBase Reference
- 1139889-93-2
N-Bromosuccinimide Price
- Product number
- 345862
- Product name
- Golgicide A - CAS 1139889-93-2 - Calbiochem<br />A cell-permeable quinoline compound that selectively targets ArfGEF GBF1, but not BIG1/2, and attenuates GBF1-mediated cellular vesicle traffickings in a reversible manner.
- Packaging
- 10mg
- Price
- $159
- Updated
- 2024/03/01
- Product number
- 3584
- Product name
- Golgicide A
- Purity
- ≥98%(HPLC)
- Packaging
- 10
- Price
- $223
- Updated
- 2021/12/16
- Product number
- G766500
- Product name
- Golgicide A
- Packaging
- 25mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- 255389
- Product name
- Golgicide A
- Packaging
- 10mg
- Price
- $480
- Updated
- 2021/12/16
- Product number
- CS-0019687
- Product name
- Golgicide A
- Purity
- 99.17%
- Packaging
- 10mg
- Price
- $115
- Updated
- 2021/12/16
6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Chemical Properties,Usage,Production
Uses
Golgicide A, a potent, highly specific, reversible inhibitor of the cis-Golgi ArfGEF GBF1.
Definition
ChEBI: Golgicide A is a diastereoisomeric mixture comprising racemic cis- and racemic trans-goglioside A in a 10:1 ratio. It is a potent and rapidly reversible GBF1 (Golgi-specific brefeldin A-resistance guanine nucleotide exchange factor 1) inhibitor. The (3aS,4R,9bR) isomer is the most active (see Bioorg. Med. Chem. Lett., 2012, 22, 5177-5181). It has a role as a cis-Golgi ArfGEF GBF inhibitor. It contains a cis-golgicide A and a trans-golgicide A.
General Description
A cell-permeable quinoline compound that selectively targets ArfGEF GBF1, but not BIG1/2, and attenuates GBF1-mediated cellular vesicle traffickings in a reversible manner. Phenotypic comparisons in Vero (African Green Monkey Kidney epithelial) cultures reveal that selective blockage of GBF1 function by GCA (10 μM) or by FGB1-E794K dominant-inactive expression affects medial- and cis-Golgi similarly to that seen with BFA (Cat. No. 203729), however, the non-GBF1-specific BFA (10 μg/ml or 35.6 μM) causes additional GBF1-independent morphologic effects on TGN, notably the rapid dispersal of Golgi-associated coat proteins AP-1 and GGA3, which are not seen with GCA treatment. Endocytic/retrograde transport studies using GCA establishes that GBF1 function is not required for the transport of bacterial toxins to the endosomes, however the retrograde transport of StxB (shiga toxin B subunit) from endosomes to TGN and Golgi is GBF1-dependent (100% inhibition of StxB sulfation at 10 μM), accounting for GCA′s (10 μM) ability to completely prevent Vera cells from Stx-induced (up to 100 ng/ml) inhibition of cellular protein synthesis.
storage
Store at RT
6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline Preparation Products And Raw materials
Raw materials
Preparation Products
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