GGTI 298 (trifluoroacetate salt)

Post-translational protein prenylation, a process catalyzed by three different enzymes, occurs at the C-terminal of a number of proteins involved in cell growth control and oncogenesis. One of these enzymes, geranylgeranyltransferase I (GGTase I) modifies cysteines of proteins with CAAX terminal sequences, preferring either leucine or isoleucine in the X-position. The Rho family of proteins are typically geranylgeranylated by GGTase I. GGTI 298 is a CAAX peptidomimetic that selectively inhibits GGTase I with little effect on other prenylation enzymes such as farnesyltransferase. It has been shown to arrest human tumor cells (IC50 = 10 µM for A549 cells) in G0/G1 and induce apoptosis by inhibiting proteasome activity and up-regulating the expression of the cyclin-dependent kinase inhibitor p21.Formal Name: N-[4-[[(2R)-2-amino-3-mercaptopropyl]amino]-2-(1-naphthalenyl)benzoyl]-L-leucine, methyl ester, 2,2,2-trifluoroacetate. CAS Number: 1217457-86-7. Molecular Formula: C27H33N3O3S . CF3COOH. Formula Weight: 593.7. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMSO: 10 mg/ml. lambdamax: 221, 283 nm. SMILES: SC[C@H](N)CNC1=CC=C(C(N[C@H](C(OC)=O)CC(C)C)=O)C(C2=C3C(C=CC=C3)=CC=C2)=C1.FC(F)(C(O)=O)F. InChi Code: 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.