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F9803

Sigma-Aldrich

FTI-277 trifluoroacetate salt

≥95% (HPLC), film

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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)
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
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)
Progerin expression disrupts critical adult stem cell functions involved in tissue repair
Pacheco LM, et al.
Aging (Albany. NY.), 6(12), 1049-1063 (2014)
Daisuke Tsuji et al.
Biochemical and biophysical research communications, 556, 93-98 (2021-04-13)
Sepsis remains a leading cause of mortality in critically ill patients and is characterized by multi-organ dysfunction. Mitochondrial damage has been proposed to be involved in the pathophysiology of sepsis. In addition to metabolic impairments resulting from mitochondrial dysfunction, mitochondrial
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