| Identification | Back Directory | [Name]
ARG-GLY-ASP | [CAS]
99896-85-2 | [Synonyms]
RGD
F-336
H2N-RGD-OH
ARG-GLY-ASP
L-ARG-GLY-ASP
H-ARG-GLY-ASP-OH
RGD PEPTIDE (CORE)
ARG-GLY-ASP PEPTIDE
Arg-Gly-Asp acetate
ARG-GLY-ASP USP/EP/BP
Arg-Gly-Asp >=97% (TLC)
Rgd tripeptide sequence
Arg-Gly-Asp, ≥97% (HPLC)
RGD (Arg-Gly-Asp) Peptides
Arginyl-glycyl-asparagilin
ARGINYL-GLYCYL-ASPARTIC ACID
Arginyl - glycyl - aspartate
H-Arg-Gly-Asp-OH≥ 98% (HPLC)
L-Arginylglycyl-L-aspartic acid
L-Aspartic acid, L-arginylglycyl-
N-(N-L-Arginylglycyl)-L-aspartic acid
L-Aspartic acid, N-(N-L-arginylglycyl)- | [Molecular Formula]
C12H22N6O6 | [MDL Number]
MFCD00057952 | [MOL File]
99896-85-2.mol | [Molecular Weight]
346.34 |
| Chemical Properties | Back Directory | [Melting point ]
153-155℃ (ethyl ether ) | [density ]
1.61±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in 0.1N acetic acid at 20mg/ml | [form ]
Powder | [pka]
2.85±0.10(Predicted) | [color ]
White to off-white | [biological source]
synthetic | [Water Solubility ]
Soluble to 12 mg/mL
(34.64 mM) in Water | [Sequence]
Arg-Gly-Asp | [InChIKey]
IYMAXBFPHPZYIK-BQBZGAKWSA-N | [SMILES]
C(O)(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)N |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white powder | [Uses]
Arg-Gly-Asp has been used:
- to saturate the cell surface Arg-Gly-Asp (RGD) receptors and inhibit marrow stromal cell (MSC) attachment to peptide modified hydrogel
- in adhesion assay
- in inhibition assay to confirm the β1-integrin-dependency of cell adhesion
- in textile fabrication and RGD textile functionalization
- to engineer a population of human dermal fibroblasts with impaired migration
- to modify glass substrate and evaluate the behavior of human bone marrow mesenchymal stem cells (hBM-MSCs)
- in the cell culture of human mammary epithelial cells
| [Definition]
ChEBI:Arg-Gly-Asp is an oligopeptide. | [General Description]
Arg-Gly-Asp (RGD) is an integrin binding site, which belongs to the class of adhesive proteins. It functions as a brain tumor targeting ligand. | [Biological Activity]
synthetic peptides containing the arginine-glycine-aspartate (rgd) were extensively used as inhibitors of integrin-ligand interactions in studies of cell adhesion, migration, growth and differentiation, since the rgd motif is an integrin-recognition motif found in many ligands. | [Biochem/physiol Actions]
Primary sequence involved with the binding of proteins to cell surfaces | [in vitro]
rgd peptide can induce apoptosis in the absence of signals and integrin-mediated cell clustering. previous study demonstrates that rgd peptides promote apoptosis through activation of conformation changes enhancing pro-caspase-3 activation and autoprocessing [1]. | [in vivo]
anima study suggested that the rgd-4c-fitc-peptide bound to both endothelial and tumor cells in vivo and that peptide targeting should allow the delivery of therapeutic drugs to both endothelial and tumor cells [2]. | [target]
integrin-ligand interaction | [storage]
Store at -20°C | [References]
[1] nature. 1999 feb 11;397(6719):534-9.rgd peptides induce apoptosis by direct caspase-3 activation. buckley cd1, pilling d, henriquez nv, parsonage g, threlfall k, scheel-toellner d, simmons dl, akbar an, lord jm, salmon m.
[2] cancer res. 2002 sep 15;62(18):5139-43. arginine-glycine-aspartic acid (rgd)-peptide binds to both tumor and tumor-endothelial cells in vivo. zitzmann s1, ehemann v, schwab m. |
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