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Merck

G5169

GGTI 298 trifluoroacetate salt hydrate

≥90% (HPLC), film

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C27H33N3O3S · C2HF3O2 · xH2O
Número CAS:
1217457-86-7
Peso molecular:
593.66 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
24724490
UNSPSC Code:
51111800
MDL number:
MFCD06409252

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InChI key

WALKWJPZELDSKT-UFABNHQSSA-N

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

assay

≥90% (HPLC)

form

film, lyophilized

impurities

<10% dimer

color

colorless

mp

99.5-100 °C

solubility

DMSO: >20 mg/mL

storage temp.

−20°C

Quality Level

100

Gene Information

human ... PGGT1B(5229)

Categorías relacionadas

Application

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 Actions

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.

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
101M4608V
090M4635
128K46021
128K4602
044K4608

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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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