Cyclo(Arg-Gly-Asp-D-Phe-Cys) (Cyclo RGDfC) is a cyclic RGD peptide with high affinity for αvβ3 that disrupts cellular integrin interactions. Cyclo(Arg-Gly-Asp-D-Phe-Cys) inhibits the pluripotency gene expression of embryonic stem cells (ESCs) and inhibits the tumorigenic potential of mESCs in vivo. Cyclo(Arg-Gly-Asp-D-Phe-Cys) may be utilized in tumor-related research.

Physicochemical Properties

Molecular Formula	C24H34N8O7S
Molecular Weight	578.64
Exact Mass	578.227
CAS #	862772-11-0
Related CAS #	Cyclo(Arg-Gly-Asp-D-Phe-Cys) TFA
PubChem CID	11330668
Appearance	White to off-white solid powder
LogP	-2.2
Hydrogen Bond Donor Count	9
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	9
Heavy Atom Count	40
Complexity	969
Defined Atom Stereocenter Count	4
SMILES	C1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN=C(N)N)CS)CC2=CC=CC=C2)CC(=O)O
InChi Key	WNYJVAMZRBTOPE-YVSFHVDLSA-N
InChi Code	InChI=1S/C24H34N8O7S/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/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)/t14-,15+,16-,17-/m0/s1
Chemical Name	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
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	αvβ3
ln Vitro	Cyclo(Arg-Gly-Asp-D-Phe-Cys) (0.5 mM; 24 h) reduces the expression of Oct 4, Sox 2, and Nanog, three mESC transcription factors [1]. Inhibiting integrin gene expression in the mESC-col I (type I collagen) construct is Cyclo(Arg-Gly-Asp-D-Phe-Cys) (0.5 mM) [1]. Cyclo(Arg-Gly-Asp-D-Phe-Cys) (0.5 mM) treatment caused mESCs to cluster and separate from the surface [1].
ln Vivo	In either scenario, leukemia inhibitory factor (LIF) (injection in both legs) (SCID) mice treated with cyclo(Arg-Gly-Asp-D-Phe-Cys) (0.5 mM, 24 h)-treated mESCs do not cause teratomas, indicating that integrin interactions are necessary for the process of mESC tumor formation in vivo [1].
Cell Assay	RT-PCR[1] Cell Types: MESCs Tested Concentrations: 0.5 mM Incubation Duration: 24 h Experimental Results: Down-regulated Oct 4, Nanog, Sox 2 by 99%, 97.5%, and 90% respectively.
References	[1]. 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.

Solubility Data

Solubility (In Vitro)

DMSO : 50 mg/mL (86.41 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (4.32 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (4.32 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (4.32 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.7282 mL	8.6410 mL	17.2819 mL
	5 mM	0.3456 mL	1.7282 mL	3.4564 mL
	10 mM	0.1728 mL	0.8641 mL	1.7282 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.