G4391
Gly-Arg-Gly-Asp-Ser
≥97% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C17H30N8O9
CAS Number:
Molecular Weight:
490.47
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
Form:
powder
Assay:
≥97% (HPLC)
Quality Level
assay
≥97% (HPLC)
form
powder
composition
Peptide content, ≥60%
technique(s)
blocking: suitable, cell culture | mammalian: suitable
storage temp.
−20°C
SMILES string
NCC(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CO)C(O)=O
InChI
1S/C17H30N8O9/c18-5-11(27)23-8(2-1-3-21-17(19)20)14(31)22-6-12(28)24-9(4-13(29)30)15(32)25-10(7-26)16(33)34/h8-10,26H,1-7,18H2,(H,22,31)(H,23,27)(H,24,28)(H,25,32)(H,29,30)(H,33,34)(H4,19,20,21)/t8-,9-,10-/m0/s1
InChI key
RGNVSYKVCGAEHK-GUBZILKMSA-N
Gene Information
human ... ITGB3(3690)
General description
Gly-Arg-Gly-Asp-Ser peptide sequence is identical to the cell-binding region of fibronectin protein. Arg-Gly-Asp (RGD) region is found in various proteins, and is crucial for facilitating cell-adhesive activity.
Application
Gly-Arg-Gly-Asp-Ser has been used-
- as an antigen to determine whether integrin α4 or α5 hinders the adhesion of day 3 postirradiation thymocytes to thymic epithelial cells, in mice
- for the treatment of collagen IV-coated dishes to study the role of integrins α1, αv, β1, and β3 in Sca-1+ progenitor cell differentiation into SMCs (smooth muscle cells)
- as a blocking peptide for the pre-incubation of Nisseria meningitides strains, to perform blocking experiments to study the interactions between these bacterial strains and fibronectin
- for the pre-treatment of EL-4 cells infected by AdCMV-GFP (cytomegalovirus-green fluorescent protein), to study whether interaction with cellular integrins is essential for the transduction of adenovirus
Biochem/physiol Actions
Antagonist of integrin function
Gly-Arg-Gly-Asp-Ser inhibits metastasis in syngeneic mice or in mice lacking platelet function, when co-injected with B16-Fl0 melanoma cells.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Yves Lecarpentier et al.
PloS one, 14(10), e0222683-e0222683 (2019-10-02)
Mesenchymal stem cells (MSCs) were obtained from human bone marrow and amplified in cultures supplemented with human platelet lysate in order to generate myofibroblasts. When MSCs were seeded in solid collagen scaffolds, they differentiated into myofibroblasts that were observed to
T Eberhard et al.
Infection and immunity, 66(4), 1791-1794 (1998-04-07)
Adhesion of Neisseria meningitidis strains to extracellular matrix (ECM) and purified matrix components was examined. Most strains bound to subendothelial ECM as well as to immobilized fibronectin and types I, III, and V collagen. Strains from healthy carriers adhered significantly
PCL-PEG-based nanoparticles grafted with GRGDS peptide: preparation and surface analysis by XPS.
Vincent Pourcelle et al.
Biomacromolecules, 8(12), 3977-3983 (2007-11-28)