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F9803

Sigma-Aldrich

FTI-277 trifluoroacetate salt

≥95% (HPLC), film

Synonym(s):

N-[4-[2(R)-Amino-3-mercaptopropyl]amino-2-phenylbenzoyl]methionine methyl ester trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C22H29N3O3S2 · xC2HF3O2
CAS Number:
170006-73-2
Molecular Weight:
447.61 (free base basis)
MDL number:
MFCD06795840
UNSPSC Code:
12352200
PubChem Substance ID:
329799790
NACRES:
NA.77

Quality Level

100

assay

≥95% (HPLC)

form

film

storage condition

desiccated

solubility

H2O: ≥2 mg/mL

shipped in

dry ice

storage temp.

−70°C

SMILES string

OC(=O)C(F)(F)F.COC(=O)[C@H](CCSC)NC(=O)c1ccc(NC[C@@H](N)CS)cc1-c2ccccc2

InChI

1S/C22H29N3O3S2.C2HF3O2/c1-28-22(27)20(10-11-30-2)25-21(26)18-9-8-17(24-13-16(23)14-29)12-19(18)15-6-4-3-5-7-15;3-2(4,5)1(6)7/h3-9,12,16,20,24,29H,10-11,13-14,23H2,1-2H3,(H,25,26);(H,6,7)/t16-,20+;/m1./s1

InChI key

GJEFFRDWFVSCOJ-PXPMWPIZSA-N

Application

Farnesyltransferase inhibitor 277 (FTI-277) has been used to:
  • inhibit protein farnesylation in breast cell lines.
  • in marrow-isolated adult multilineage inducible cells (MIAMI).
  • inhibition of farnesyl transferase in CV-1 in Origin with SV40 genes cells (COS-7).

Biochem/physiol Actions

Farnesyltransferase inhibitor 277 (FTI-277) mediates apoptosis in multiple myeloma and is regarded as a potential therapeutic agent.
Highly potent (pM/nM) Ras CAAX peptidomimetic which antagonizes both H and K-Ras oncogenic signaling. Inhibitor of farnesyltransferase (Ftase) IC50 = 50 nM.

Packaging

Very hygroscopic material, package in a dry room with deoxygenated MeOH and pump down the solvent. Store with desiccant.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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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Endothelial protective genes induced by statin is mimicked by FTI-277 and GGTI-298 drug combination-mediated ERK5 activation
Chu UB, et al.
Biochimica et Biophysica Acta, 1850(7), 1415-1425 (2015)
Progerin expression disrupts critical adult stem cell functions involved in tissue repair
Pacheco LM, et al.
Aging (Albany. NY.), 6(12), 1049-1063 (2014)
The farnesyl transferase inhibitor, FTI-277, inhibits growth and induces apoptosis in drug-resistant myeloma tumor cells
Bolick SCE, et al.
Leukemia, 17(2), 451-457 (2003)
Bingchen Han et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 30(2), 672-687 (2021-07-19)
Triple-negative breast cancer (TNBC) has a high propensity for organ-specific metastasis. However, the underlying mechanisms are not well understood. Here we show that the primary TNBC tumor-derived C-X-C motif chemokines 1/2/8 (CXCL1/2/8) stimulate lung-resident fibroblasts to produce the C-C motif
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
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