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H-Gly-Arg-Gly-Asp-Ser-Pro-Cys-OH trifluoroacetate salt

Names

[ CAS No. ]:
91575-26-7

[ Name ]:
H-Gly-Arg-Gly-Asp-Ser-Pro-Cys-OH trifluoroacetate salt

[Synonym ]:
L-Cysteine, N-[1-[N-[N-[N-(N2-glycyl-L-arginyl)glycyl]-L-α-aspartyl]-L-seryl]-L-prolyl]-
H-GLY-ARG-GLY-ASP-SER-PRO-CYS-OH
Glycyl-L-arginylglycyl-L-alpha-aspartyl-L-seryl-L-prolyl-L-cysteine
GRGDSPC

Biological Activity

[Description]:

GRGDSPC, a 7-amino acid peptide, is a thiolated cell adhesion peptide.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Cancer
Peptides

[In Vitro]

GRGDSPC is conjugated to acrylated dextran via thiol-acrylate reaction to regulate the interactions of human mesenchymal stem cells (hMSCs) with the photocrosslinkable hydrogels. To determine the conjugation kinetics and efficiency of GRGDSPC peptide to DEX-MAES16, various GRGDSPC concentrations (i.e., 5, 10 and 20 mg/1 g DEX-MAES16) are conjugated to the acrylated Dextran (DEX) macromer over time (0.25, 0.5, 1 and 3h) in PBS at pH 7.8 and the free thiol groups of unreacted peptides are quantified using Ellman’s assay. In addition, the reaction kinetics of the thiol-peptide to acrylated (DEX-MAES16) and methacrylated (DEX-HEMA16) macromers are compared. As early as 15 min conjugation, with 5, 10 and 20 mg of GRGDSPC peptide/1 g modified DEX, the peptide conjugation efficiencies with DEX-MAES are 105.40, 94.10 and 87.45%, respectively, while for the reaction with the DEX-HEMA they are 0.73, 15.78 and 18.42%, respectively. After 1h, the GRGDSPC conjugation with DEX-MAES is completed with the peptide concentration of 10 mg, but only 35.66% of the thiol groups of the peptide react with DEX-HEMA. The reaction kinetics are also monitored at 3 h of conjugation, and all of the 20 mg GRGDSPC peptide reacts with acrylated DEX compared to only 32.53% for the methacrylated DEX at this time point[1].

[Kinase Assay]

GRGDSPC at various concentrations (5, 10, 20 mg peptide/g DEX-MAES) is mixed with the 40% theoretical mono(2-acryloyloxyethyl) succinate (MAES) (16% actual)-modified DEX macromer solution containing 0.05% Igracure D-2959 for 0.25-3 h at room temperature to examine conjugation efficiency and kinetics. The peptide conjugation efficiency is determined using Ellman’s assay. In addition, conjugation efficiency of the peptide to acrylated DEX (DEX-MAES16) and methacrylated DEX (DEX-HEMA16) with similar degrees of acrylate and methacrylate modification, respectively, are compared[1].

[References]

[1]. Nguyen MK, et al. Photocrosslinkable, biodegradable hydrogels with controlled cell adhesivity for prolonged siRNAdelivery to hMSCs to enhance their osteogenic differentiation. J Mater Chem B. 2017 Jan 21;5(3):485-495.


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Chemical & Physical Properties

[ Density]:
1.67±0.1 g/cm3 (20 °C, 760 mmHg)

[ Molecular Formula ]:
C25H42N10O11S

[ Molecular Weight ]:
690.72600

[ Exact Mass ]:
690.27600

[ PSA ]:
387.36000


Related Compounds