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G4391

Sigma-Aldrich

Gly-Arg-Gly-Asp-Ser

≥97% (HPLC)

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About This Item

Formule empirique (notation de Hill):
C17H30N8O9
Numéro CAS:
96426-21-0
Poids moléculaire :
490.47
Numéro MDL:
MFCD00076459
Code UNSPSC :
12352209
ID de substance PubChem :
24895169
Nomenclature NACRES :
NA.32

Pureté

≥97% (HPLC)

Forme

powder

Composition

Peptide content, ≥60%

Technique(s)

blocking: suitable
cell culture | mammalian: suitable

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

RGNVSYKVCGAEHK-GUBZILKMSA-N

Informations sur le gène

human ... ITGB3(3690)

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Amino Acid Sequence

Gly-Arg-Gly-Asp-Ser

Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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)
Annasara Hansson et al.
International journal of pharmaceutics, 439(1-2), 73-80 (2012-10-11)
Herein we describe the preparation of a nanoparticulate system formed from an RGD-functionalized chitosan derivative by complexation with chondroitin sulfate. These bioactive complexes were developed to promote wound healing by inducing adhesion and subsequently migration of skin cells. The particles
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
Yukie Aizawa et al.
Biomaterials, 33(21), 5198-5205 (2012-05-09)
Cell-cell interactions are critical to understanding functional tissues. A number of stem cell populations have been shown to receive key regulatory information from endothelial cells (ECs); however, the role of ECs in the retinal stem and progenitor cell (RSPC) niche
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