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G5169

Sigma-Aldrich

GGTI 298 trifluoroacetate salt hydrate

≥90% (HPLC), film

Sinonimo/i:

N-[[4-(2-(R)-Amino-3-mercaptopropyl)amino]-2-naphthylbenzoyl]leucine methyl ester trifluoroacetate salt hydrate

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About This Item

Formula empirica (notazione di Hill):
C27H33N3O3S · C2HF3O2 · xH2O
Numero CAS:
1217457-86-7
Peso molecolare:
593.66 (anhydrous basis)
Numero MDL:
MFCD06409252
Codice UNSPSC:
51111800
ID PubChem:
24724490
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥90% (HPLC)

Forma fisica

film
lyophilized

Impurezze

<10% dimer

Colore

colorless

Punto di fusione

99.5-100 °C

Solubilità

DMSO: >20 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

OC(=O)C(F)(F)F.COC(=O)[C@H](CC(C)C)NC(=O)c1ccc(NC[C@@H](N)CS)cc1-c2cccc3ccccc23

InChI

1S/C27H33N3O3S.C2HF3O2/c1-17(2)13-25(27(32)33-3)30-26(31)23-12-11-20(29-15-19(28)16-34)14-24(23)22-10-6-8-18-7-4-5-9-21(18)22;3-2(4,5)1(6)7/h4-12,14,17,19,25,29,34H,13,15-16,28H2,1-3H3,(H,30,31);(H,6,7)/t19-,25+;/m1./s1
WALKWJPZELDSKT-UFABNHQSSA-N

Informazioni sul gene

human ... PGGT1B(5229)

Applicazioni

GGTI 298 trifluoroacetate salt hydrate has been used as a geranylgeranyltransferase I (GGTase I) inhibitor:
  • to study the anticancer effects of statins along with GGTI 298
  • to study its combinatorial effects with FTI-277 on statin-mediated activation of extracellular signal-regulated kinase 5 (ERK5) in the human endothelium
  • to evaluate the effect of protein geranylgeranylation (GG) inhibition on the breast cancer stem cell (CSC) population

Azioni biochim/fisiol

GGTI 298 is a cell-permeable, prodrug form of the geranylgeranyltransferase I (GGTase I) inhibitor GGTI-297. It inhibits the processing of Rap 1A without effecting the processing of H-Ras.

Caratteristiche e vantaggi

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Mohamad Assi et al.
International journal of molecular sciences, 21(17) (2020-09-06)
KRAS is a powerful oncogene responsible for the development of many cancers. Despite the great progress in understanding its function during the last decade, the study of KRAS expression, subcellular localization, and post-translational modifications remains technically challenging. Accordingly, many facets
Christophe Ginestier et al.
Stem cells (Dayton, Ohio), 30(7), 1327-1337 (2012-05-19)
There is increasing evidence that breast tumors are organized in a hierarchy, with a subpopulation of tumorigenic cancer cells, the cancer stem cells (CSCs), which sustain tumor growth. The characterization of protein networks that govern CSC behavior is paramount to
Rebecca Bertolio et al.
Nature communications, 10(1), 1326-1326 (2019-03-25)
Sterol regulatory element binding proteins (SREBPs) are a family of transcription factors that regulate lipid biosynthesis and adipogenesis by controlling the expression of several enzymes required for cholesterol, fatty acid, triacylglycerol and phospholipid synthesis. In vertebrates, SREBP activation is mainly
Rik van der Kant et al.
Cell stem cell, 24(3), 363-375 (2019-01-29)
Genetic, epidemiologic, and biochemical evidence suggests that predisposition to Alzheimer's disease (AD) may arise from altered cholesterol metabolism, although the molecular pathways that may link cholesterol to AD phenotypes are only partially understood. Here, we perform a phenotypic screen for
P Jiang et al.
British journal of cancer, 111(8), 1562-1571 (2014-08-06)
The increasing usage of statins (the 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors) has revealed a number of unexpected beneficial effects, including a reduction in cancer risk. We investigated the direct anticancer effects of different statins approved for clinical use on human breast
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