A geranylgeranyltransferase I inhibitor
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GGTI 298 (trifluoroacetate salt)

Item No. 16176

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
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
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/ml
λmax
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    GGTI 298 is a CAAX peptidomimetic that selectively inhibits GGTase I with little effect on other prenylation enzymes such as farnesyltransferase.1 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 p21.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miquel, K., Pradines, A., Sun, J., et al. GGTI-298 induces G0-G1 block and apoptosis whereas FTI-277 causes G2-M enrichment in A549 cells. Cancer Res. 57(10), 1846-1850 (1997).

    2. Efuet, E.T., and Keyomarsi, K. Farnesyl and geranylgeranyl transferase inhibitors induce G1 arrest by targeting the proteasome. Cancer Res. 66(2), 1040-1051 (2006).

    3. Vogt, A., Sun, J., Qian, Y., et al. The geranylgeranyltransferase-I inhibitor GGTI-298 arrests human tumor cells in G0/G1 and induces p21WAF1/CIP1/SDI1 in a p53-independent manner. The Journal of Biological Chemisty 272(43), 27224-27229 (1997).