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G5169

Sigma-Aldrich

GGTI 298 trifluoroacetate salt hydrate

≥90% (HPLC), film

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H33N3O3S · C2HF3O2 · xH2O
CAS Number:
1217457-86-7
Molecular Weight:
593.66 (anhydrous basis)
MDL number:
MFCD06409252
UNSPSC Code:
51111800
PubChem Substance ID:
24724490
NACRES:
NA.77

Quality Level

100

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

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

InChI key

WALKWJPZELDSKT-UFABNHQSSA-N

Gene Information

human ... PGGT1B(5229)

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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