G1269

Gly-Arg-Gly-Asp-Ser-Pro-Lys

≥97% (HPLC)

• Synonyme(s) : GRGDSPK
• Formule empirique (notation de Hill): C₂₈H₄₉N₁₁O₁₁
• Numéro CAS: 111119-28-9
• Poids moléculaire : 715.76
• Numéro MDL: MFCD00076462
• Code UNSPSC : 12352209
• ID de substance PubChem : 24895055
• Nomenclature NACRES : NA.32

Propriétés

• Source biologique: human
• Niveau de qualité: 200
• Pureté: ≥97% (HPLC)
• Forme: powder
• Technique(s): blocking: suitable; ligand binding assay: suitable
• Température de stockage: −20°C
• Chaîne SMILES: NCCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC(=O)CN)C(O)=O
• InChI: 1S/C28H49N11O11/c29-8-2-1-5-16(27(49)50)37-25(47)19-7-4-10-39(19)26(48)18(14-40)38-24(46)17(11-22(43)44)36-21(42)13-34-23(45)15(35-20(41)12-30)6-3-9-33-28(31)32/h15-19,40H,1-14,29-30H2,(H,34,45)(H,35,41)(H,36,42)(H,37,47)(H,38,46)(H,43,44)(H,49,50)(H4,31,32,33)/t15-,16-,17-,18-,19-/m0/s1
• Clé InChI: ZRVZOBGMZWVJOS-VMXHOPILSA-N
• Informations sur le gène: human ... ITGA2B(3674) , ITGAV(3685)

Description

Amino Acid Sequence

Gly-Arg-Gly-Asp-Ser-Pro-Lys

Description générale

Gly-Arg-Gly-Asp-Ser-Pro-Lys is a RGD peptide. Naturally occurring RGD peptides, present in the ECM (extracellalar matrix) proteins, are involved in facilitating integrin-mediated cell adhesion to matrix proteins. RGD peptide is present as repeats in cell-adhesion protein, such as fibronectin and vitronectin. This tripeptide is recognized by cells by specific integrins (e.g. β1 , β3 , and β5 subunits), present on the cell surface and associated with the actin filament via the FA (focal adhesion)-complex.

Application

Gly-Arg-Gly-Asp-Ser-Pro-Lys (RGD peptide) has been used-

• as a blocking peptide to inhibit integrin-fibronectin binding
• in adhesion assay performed on porcine trophectoderm to study the influence of TGFβ (transforming growth factor) on cell adhesion
• for incubation of MC3T3-E1 osteoblast cells to determine its effect on cell adhesion measured by AFM (atomic force microscopy)
• for the preparation of RGD.Flt23k.NR nanoparticles
• to determine the involvement of RGD-integrin bonding in cell adhesion process

Actions biochimiques/physiologiques

Fibronectin analog that binds to integrins.

Informations sur la sécurité

• 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)