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G5169

Sigma-Aldrich

GGTI 298 trifluoroacetate salt hydrate

≥90% (HPLC), film

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C27H33N3O3S · C2HF3O2 · xH2O
CAS-Nummer:
1217457-86-7
Molekulargewicht:
593.66 (anhydrous basis)
MDL-Nummer:
MFCD06409252
UNSPSC-Code:
51111800
PubChem Substanz-ID:
24724490
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥90% (HPLC)

Form

film
lyophilized

Verunreinigungen

<10% dimer

Farbe

colorless

mp (Schmelzpunkt)

99.5-100 °C

Löslichkeit

DMSO: >20 mg/mL

Lagertemp.

−20°C

SMILES String

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

InChIKey

WALKWJPZELDSKT-UFABNHQSSA-N

Angaben zum Gen

human ... PGGT1B(5229)

Anwendung

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

Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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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
Yusuke Marikawa et al.
Molecular human reproduction, 27(4) (2021-03-08)
Early embryos are vulnerable to environmental insults, such as medications taken by the mother. Due to increasing prevalence of hypercholesterolemia, more women of childbearing potential are taking cholesterol-lowering medications called statins. Previously, we showed that inhibition of the mevalonate pathway
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
Dipranjan Laha et al.
Autophagy, 15(12), 2063-2075 (2019-03-22)
Macroautophagy/autophagy is involved in myeloid cellular repair, destruction, and osteoclast differentiation; conversely, KLF2 (kruppel-like factor 2 [lung]) regulates myeloid cell activation and differentiation. To investigate the specific role of KLF2 in autophagy, osteoclastic differentiation was induced in monocytes in presence
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
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