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Key Documents

G0923

Sigma-Aldrich

Golgicide A

≥98% (HPLC)

Synonym(s):

6,8-Difluoro-4-pyridin-3-yl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline, CID 25113626, GCA

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About This Item

Empirical Formula (Hill Notation):
C17H14F2N2
CAS Number:
Molecular Weight:
284.30
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

solubility

DMSO: >10 mg/mL

storage temp.

room temp

SMILES string

Fc1cc(F)c2NC([C@@H]3CC=C[C@@H]3c2c1)c4cccnc4

InChI

1S/C17H14F2N2/c18-11-7-14-12-4-1-5-13(12)16(10-3-2-6-20-9-10)21-17(14)15(19)8-11/h1-4,6-9,12-13,16,21H,5H2/t12-,13+,16?/m0/s1

InChI key

NJZHEQOUHLZCOX-FTLRAWMYSA-N

Application

Golgicide A has been used as an inhibitor in retrotransposition assays and as an inhibitor of Golgi-specific brefeldin A-resistance guanine nucleotide exchange factor 1 protein (GBF1) in HeLa cells.

Biochem/physiol Actions

Golgicide A is a potent, highly specific, reversible inhibitor of the cis-Golgi ArfGEF GBF1. Arf proteins are members of the Ras superfamily of small guanosine triphosphatases (GTPases) that mediate vesicular transport. Golgicide A binds within an interfacial cleft formed between Arf1 and the GBF1 Sec7 domain. Golgicide A is a unique and powerful tool for further elucidating the mechanisms underlying assembly and transport within the Golgi, comparable to the use of dynasore for studying the dynamics of dynamin-mediated clathrin coat formation.

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

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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Sravani Banerjee et al.
PLoS pathogens, 14(5), e1007086-e1007086 (2018-05-22)
RNA viruses induce specialized membranous structures for use in genome replication. These structures are often referred to as replication organelles (ROs). ROs exhibit distinct lipid composition relative to other cellular membranes. In many picornaviruses, phosphatidylinositol-4-phosphate (PI4P) is a marker of
Danelle K Seymour et al.
Proceedings of the National Academy of Sciences of the United States of America, 113(46), E7317-E7326 (2016-11-03)
The ubiquity of nonparental hybrid phenotypes, such as hybrid vigor and hybrid inferiority, has interested biologists for over a century and is of considerable agricultural importance. Although examples of both phenomena have been subject to intense investigation, no general model
Don Gilden et al.
Neurology, 84(19), 1948-1955 (2015-02-20)
Varicella-zoster virus (VZV) infection may trigger the inflammatory cascade that characterizes giant cell arteritis (GCA). Formalin-fixed, paraffin-embedded GCA-positive temporal artery (TA) biopsies (50 sections/TA) including adjacent skeletal muscle and normal TAs obtained postmortem from subjects >50 years of age were
Ying Wu et al.
BMC genomics, 19(1), 705-705 (2018-09-27)
Powdery mildew (PM) is one of the most important and widespread plant diseases caused by biotrophic fungi. Notably, while monocot (grass) PM fungi exhibit high-level of host-specialization, many dicot PM fungi display a broad host range. To understand such distinct
Silke Peter et al.
BMC genomics, 18(1), 859-859 (2017-11-12)
Pseudomonas putida is a Gram-negative, non-fermenting bacterium frequently encountered in various environmental niches. P. putida rarely causes disease in humans, though serious infections and outbreaks have been reported from time to time. Some have suggested that P. putida functions as

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