99896-85-2 Usage
Description
ARG-GLY-ASP, also known as Arg-Gly-Asp or RGD peptide, is a tripeptide composed of the amino acids arginine, glycine, and aspartic acid. It is known for its specific binding to cell surface receptors, particularly integrins, and plays a crucial role in cell adhesion, migration, and proliferation. Due to its biological activity, ARG-GLY-ASP has found applications in various fields, including tissue engineering, drug delivery, and cell biology research.
Uses
Used in Tissue Engineering:
ARG-GLY-ASP is used as a functional component in peptide-modified hydrogels for promoting cell adhesion and migration. The RGD peptide sequence helps to enhance the interaction between the hydrogel and cells, leading to improved tissue integration and regeneration.
Used in Adhesion Assays:
In cell biology research, ARG-GLY-ASP is used as a saturating agent to block cell surface RGD receptors, inhibiting marrow stromal cell (MSC) attachment to peptide-modified hydrogels. This application aids in understanding the role of specific cell adhesion molecules in cell behavior.
Used in Inhibition Assays:
ARG-GLY-ASP is employed in inhibition assays to confirm the β1-integrin-dependency of cell adhesion. By using the RGD peptide, researchers can investigate the specific interactions between cells and their extracellular matrix, providing insights into cell signaling and adhesion mechanisms.
Used in Textile Fabrication:
In the textile industry, ARG-GLY-ASP is used for RGD textile functionalization, which allows for the engineering of textiles with specific cell adhesive properties. This can lead to the development of innovative materials for medical applications, such as wound dressings or implants.
Used in Cell Culture:
ARG-GLY-ASP is used in the cell culture of human mammary epithelial cells, human dermal fibroblasts, and human bone marrow mesenchymal stem cells (hBM-MSCs) to modify their behavior and enhance their attachment, migration, and proliferation on various substrates.
Overall, ARG-GLY-ASP is a versatile molecule with applications in various industries, including biomedical research, tissue engineering, and textile manufacturing, due to its ability to modulate cell adhesion and migration.
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].
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.
Check Digit Verification of cas no
The CAS Registry Mumber 99896-85-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,8,9 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 99896-85:
(7*9)+(6*9)+(5*8)+(4*9)+(3*6)+(2*8)+(1*5)=232
232 % 10 = 2
So 99896-85-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H22N6O6/c13-4-6(19)12(17,10(23)24)7(9(21)22)8(20)5(14)2-1-3-18-11(15)16/h5,7H,1-4,13-14,17H2,(H,21,22)(H,23,24)(H4,15,16,18)
99896-85-2Relevant articles and documents
Synthesis of Modified RGD-Based Peptides and Their in vitro Activity
Hamdan, Fatima,Bigdeli, Zahra,Asghari, S. Mohsen,Sadremomtaz, Afsaneh,Balalaie, Saeed
supporting information, p. 282 - 288 (2019/01/14)
Arg-Gly-Asp (RGD) peptides represent the most outstanding recognition motif involved in cell adhesion that binds to the αvβ3 integrin, which has been targeted for cancer therapy. Various RGD-containing peptides and peptidomimetics have been designed and synthesized to selectively inhibit this integrin. In this study, the synthesis of RGD-based peptides through the incorporation of the short bioactive peptide Phe-Ala-Lys-Leu-Phe (FAKLF) at the C and N termini of RGD has been achieved by using a solid-phase peptide synthesis approach. The peptides were purified by means of preparative RP-HPLC and their structures were confirmed through HRMS (ESI). The MTT assay revealed that the RGD and FAKLF peptides inhibited the proliferation of human umbilical vein endothelial cells (HUVECs) in a dose-dependent manner, with IC50 values of 3000 and 500 ng mL?1, respectively. Interestingly, a drastic improvement was observed in the antiproliferative activity of the combined structures of the FAKLFRGD and RGDFAKLF peptides, leading to IC50 values of 200 and 136.7 ng mL?1, respectively. Meanwhile, based on apoptosis results, the potential of peptides to induce apoptosis, in accordance with their antiproliferative activity, indicated that the RGD and FAKLF peptides, and the peptides synthesized based on their combinations induced cell apoptosis in a dose-dependent manner followed by inhibition of the proliferation of endothelial cells. Moreover, the incorporation of d-leucine increased the induction of apoptosis by these peptides.
Preparation and biological activities of a bivalent poly(ethylene glycol) hybrid containing an active site and its synergistic site of fibronectin.
Susuki, Yuichi,Hojo, Keiko,Okazaki, Ikuko,Kamata, Haruhiko,Sasaki, Masahiko,Maeda, Mitsuko,Nomizu, Motoyoshi,Yamamoto, Yoko,Nakagawa, Shinsaku,Mayumi, Tadanori,Kawasaki, Koichi
, p. 1229 - 1232 (2007/10/03)
A bivalent poly(ethylene glycol) or PEG hybrid of fibronectin-related peptides was prepared. An active site peptide (RGD) and its synergistic site peptide (PHSRN) of fibronectin were conjugated with an amino acid-type PEG (aaPEG) to form PHSRN-aaPEG-RGD.
Tripeptides useful as immunostimulants as well as in the prevention of metastases
-
, (2008/06/13)
The present invention is referred to tripeptides having the following general formula: where X=L-Arg or D-Arg and Y=L-Asp or D-Asp. These tripeptides, endowed with both immunostimulant and antimetastatic properties, are active not only after parenteral administration, but also after oral treatment. The invention is also related to the procedure for the preparation of said compounds.