G4391

Gly-Arg-Gly-Asp-Ser

≥97% (HPLC)

• Empirical Formula (Hill Notation): C₁₇H₃₀N₈O₉
• CAS Number: 96426-21-0
• Molecular Weight: 490.47
• MDL number: MFCD00076459
• UNSPSC Code: 12352209
• PubChem Substance ID: 24895169
• NACRES: NA.32

Properties

• Quality Level: 200
• 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)

Description

Amino Acid Sequence

Gly-Arg-Gly-Asp-Ser

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.[1]

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[2]
• 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) [3]
• 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[4]
• 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[5]

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.[6]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)