Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA

• CAT Number: I042049
• Molecular Formula: C26H35F3N8O9S
• Molecular Weight: 692.66
• Purity: ≥95%
• Synonyms: 2-[(2S,5R,8R,11S)-5-benzyl-11-[3-(diaminomethylideneamino)propyl]-3,6,9,12,15-pentaoxo-8-(sulfanylmethyl)-1,4,7,10,13-pentazacyclopentadec-2-yl]acetic acid;2,2,2-trifluoroacetic acid
• InChI: InChI=1S/C24H34N8O7S.C2HF3O2/c25-24(26)27-8-4-7-14-20(36)28-11-18(33)29-16(10-19(34)35)22(38)31-15(9-13-5-2-1-3-6-13)21(37)32-17(12-40)23(39)30-14;3-2(4,5)1(6)7/h1-3,5-6,14-17,40H,4,7-12H2,(H,28,36)(H,29,33)(H,30,39)(H,31,38)(H,32,37)(H,34,35)(H4,25,26,27);(H,6,7)/t14-,15+,16-,17-;/m0./s1
• InChIKey: CXHGNOQJFDRALD-ZSXFUQLHSA-N
• SMILES: C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCN=C(N)N)CS)CC2=CC=CC=C2)CC(=O)O.C(=O)(C(F)(F)F)O

Cyclo(Arg-Gly-Asp-D-Phe-Cys) (Cyclo RGDfC) TFA, a cyclic RGD peptide which has high affinity to αvβ3, can disrupt cell integrin interactions. Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA inhibits pluripotent marker expression in embryonic stem cells (ESCs) and the tumorigenic potential of mESCs in vivo. Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA can be used in the research of tumors[1].
Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA (0.5 mM; 24 h) down-regulates the transcription factors Oct 4, Sox 2 and Nanog of mESCs[1].
Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA (0.5 mM) inhibits integrin gene expression mESC-col I (type I collagen) constructs[1].
Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA (0.5 mM)-treated mESC leads to the formation of aggregates and detachment from the surface[1].
Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA (0.5 mM, 24 h)-treated mESCs in the presence/absence of Leukemia inhibitory factor (LIF) (injected in both thighs) generated teratomas in severe combined immunodeficiency (SCID) mice, which indicates that the process of mESC tumor formation in vivo is dependent on integrin interaction[1].

Reference

[1]. Hazenbiller O, et al. Reduction of pluripotent gene expression in murine embryonic stem cells exposed to mechanical loading or Cyclo RGD peptide. BMC Cell Biol. 2017 Nov 14;18(1):32.
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