An RGD-containing tetrapeptide
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H-Arg-Gly-Asp-Cys-OH (trifluoroacetate salt)

Item No. 34543

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S,12S,15R)-1,6-diamino-12-(carboxymethyl)-1-imino-15-(mercaptomethyl)-7,10,13-trioxo-2,8,11,14-tetraazahexadecan-16-oic acid, trifluoroacetate salt
Synonyms
  • H-RGDC-OH
Molecular Formula
C15H27N7O7S • XCF3COOH
Formula Weight
449.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC([C@H](CS)NC([C@H](CC(O)=O)NC(CNC([C@@H](N)CCCNC(N)=N)=O)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C15H27N7O7S.C2HF3O2/c16-7(2-1-3-19-15(17)18)12(26)20-5-10(23)21-8(4-11(24)25)13(27)22-9(6-30)14(28)29;3-2(4,5)1(6)7/h7-9,30H,1-6,16H2,(H,20,26)(H,21,23)(H,22,27)(H,24,25)(H,28,29)(H4,17,18,19);(H,6,7)/t7-,8-,9-;/m0./s1
InChi Key
AJFGGKXZCJCXNM-YWUTZLAHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $69

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    50 mg

    $297

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    100 mg

    $525

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    Product Description

    H-Arg-Gly-Asp-Cys-OH is a tetrapeptide that contains the arginine-glycine-aspartate (RGD) motif, a sequence that acts as a recognition site for various adhesion proteins.1 It inhibits the binding of fibrinogen to endothelial cells and ADP-stimulated platelets with IC50 values of 320 and 35 µM, respectively.2 Implantation of titanium rods coated with H-Arg-Gly-Asp-Cys-OH increases bone formation in rat femurs.3 H-Arg-Gly-Asp-Cys-OH has been conjugated to polyethylenimine to improve gene transfection efficiency.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Park, H.S., Kim, C., and Kang, Y.K. Preferred conformations of RGDX tetrapeptides to inhibit the binding of fibrinogen to platelets. Biopolymers 63(5), 298-313 (2002).

    2. Tranqui, L., Andrieux, A., Hudry-Clergeon, G., et al. Differential structural requirements for fibrinogen binding to platelets and to endothelial cells. J. Cell Biol. 108(6), 2519-2527 (1989).

    3. Ferris, D.M., Moodie, G.D., Dimond, P.M., et al. RGD-coated titanium implants stimulate increased bone formation in vivo. Biomaterials 20(23-24), 2323-2331 (1999).

    4. Kunath, K., Merdan, T., Hegener, O., et al. Integrin targeting using RGD-PEI conjugates for in vitro gene transfer. J. Gene Med. 5(7), 588-599 (2003).