Gly-arg-gly-asp-ser

Base Information

• Chemical Name: Gly-arg-gly-asp-ser
• CAS No.: 96426-21-0
• Molecular Formula: C17H30N8O9
• Molecular Weight: 490.473
• DSSTox Substance ID: DTXSID60914518
• Nikkaji Number: J474.383K
• ChEMBL ID: CHEMBL417553
• Mol file: 96426-21-0.mol

Synonyms:Gly-Arg-Gly-Asp-Ser;glycyl-arginyl-glycyl-aspartyl-serine;GRGDS

Chemical Property of Gly-arg-gly-asp-ser

Chemical Property:

• Appearance/Colour: solid
• Refractive Index: 1.664
• PKA: 2.85±0.10(Predicted)
• PSA: 299.15000
• Density: 1.66 g/cm³
• LogP: -2.21460
• Storage Temp.: −20°C
• XLogP3: -7.9
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 16
• Exact Mass: 490.21357456
• Heavy Atom Count: 34
• Complexity: 785

Purity/Quality:

97% ^*data from raw suppliers

Gly-Arg-Gly-Asp-Ser ≥97% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(C(=O)NCC(=O)NC(CC(=O)O)C(=O)NC(CO)C(=O)O)NC(=O)CN)CN=C(N)N
• Isomeric SMILES: C(C[C@@H](C(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)O)NC(=O)CN)CN=C(N)N
• Uses: 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 micefor 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 fibronectinfor 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

Technology Process of Gly-arg-gly-asp-ser

There total 10 articles about Gly-arg-gly-asp-ser which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

H-Gly-Arg(Mts)-Gly-Asp(OChx)-Ser(Bzl)-OH*TFA → (S)-3-{2-[(S)-2-(2-Amino-acetylamino)-5-guanidino-pentanoylamino]-acetylamino}-N-((S)-1-carboxy-2-hydroxy-ethyl)-succinamic acid (96426-21-0)

Guidance literature:

With trifluorormethanesulfonic acid; methyl-phenyl-thioether; 3-methyl-phenol; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 ℃;

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + N-α-9-fluorenylmethoxycarbonyl-aspartic acid (136083-57-3,136083-73-3,119062-05-4) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + Fmoc-L-Arg-OH (91000-69-0,130752-32-8) → (S)-3-{2-[(S)-2-(2-Amino-acetylamino)-5-guanidino-pentanoylamino]-acetylamino}-N-((S)-1-carboxy-2-hydroxy-ethyl)-succinamic acid (96426-21-0)

Guidance literature:

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

With piperidine; In N,N-dimethyl-formamide; for 0.25h;

N-(fluoren-9-ylmethoxycarbonyl)glycine; N-α-9-fluorenylmethoxycarbonyl-aspartic acid; Fmoc-L-Arg-OH; Further stages;

DOI:10.1039/c4tb00375f

Reference yield:

Boc-Gly-Arg(Pbf)-Gly-Asp(OtBu)-Ser(OtBu)-ODpm → (S)-3-{2-[(S)-2-(2-Amino-acetylamino)-5-guanidino-pentanoylamino]-acetylamino}-N-((S)-1-carboxy-2-hydroxy-ethyl)-succinamic acid (96426-21-0)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 2h;

upstream raw materials:

C₃₉H₅₆N₈O₁₁S

Boc-Gly-Arg(Mts)-Gly-Asp-Ser(Bzl)-OPse

Boc-Gly-Arg(Mts)-Gly-Asp(OCHx)-Ser(Bzl)-OPse

N-(fluoren-9-ylmethoxycarbonyl)glycine