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Cilengitide trifluoroacetic acid salt

SIGMA/SML1594 - ≥95% (HPLC)

Synonym: 2,2,2-trifluoroacetate; Cyclo(L-arginylglycyl-L-a-aspartyl-D-phenylalanyl-N-methyl-L-valyl), 2,2,2-trifluoroacetate; EMD 121974; NSC 707544; c(RGDF(NMe)V)

CAS Number: 188968-51-6 (free base)
Empirical Formula (Hill Notation): C27H40N8O7 · xC2HF3O2
Molecular Weight: 588.66 (free base basis)
Linear Formula: C27H40N8O7 · xC2HF3O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1594-5MG 5 mg
 $195.00
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45-SML1594-25MG 25 mg
 $749.00
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assay ≥95% (HPLC)
color white to beige
form powder
InChI 1S/C27H40N8O7/c1-15(2)22-25(41)33-17(10-7-11-30-27(28)29)23(39)31-14-20(36)32-18(13-21(37)38)24(40)34-19(26(42)35(22)3)12-16-8-5-4-6-9-16/h4-6,8-9,15,17-19,22H,7,10-14H2,1-3H3,(H,31,39)(H,32,36)(H,33,41)(H,34,40)(H,37,38)(H4,28,29,30)/t17-,18-,19+,22-/m0/s1
InChI key AMLYAMJWYAIXIA-VWNVYAMZSA-N
Quality Level 100 
SMILES string N1([C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@@H](C1=O)Cc2ccccc2)CC(=O)O)CCCNC(=N[H])N)C(C)C)C
solubility H2O: 20 mg/mL, clear
storage temp. −20°C
Application: Cilengitide trifluoroacetic acid salt has been used as an inhibitor of integrin αvβ5.
Biochem/physiol Actions: Cilengitide is a vascular targeting agent (VTA) that acts as an integrin antagonist.
Biochem/physiol Actions: Cilengitide is a vascular targeting agent (VTA) that acts as an integrin antagonist. Cilengitide is a cyclized Arg-Gly-Glu(RGD)-containing pentapeptide that selectively blocks activation of the αvβ3 and αvβ5 integrins.
Biochem/physiol Actions: It exhibits antitumor activity in glioblastoma multiforme tumors. Integrins are heterodimers of α and β chain. They are transmembrane receptors which are responsible for cell-to-cell and cell-extracellular matrix interactions. They control tumor angiogenesis, invasion and migration.
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352106

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