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GRGDSPC Sale

目录号 : GC33313

GRGDSPC是一种含7个氨基酸的多肽,是一种末端巯基化的细胞粘附肽。

GRGDSPC Chemical Structure

Cas No.:91575-26-7

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Sample solution is provided at 25 µL, 10mM.

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实验参考方法

Kinase experiment:

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.

产品描述

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

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].

[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.

Chemical Properties

Cas No. 91575-26-7 SDF
Canonical SMILES Gly-Arg-Gly-Asp-Ser-Pro-Cys
分子式 C25H42N10O11S 分子量 690.73
溶解度 Soluble in Water 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 1.4477 mL 7.2387 mL 14.4774 mL
5 mM 0.2895 mL 1.4477 mL 2.8955 mL
10 mM 0.1448 mL 0.7239 mL 1.4477 mL
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Research Update

Using GRGDSPC peptides to improve re-endothelialization of decellularized pancreatic scaffolds

Artif Organs 2020 Apr;44(4):E172-E180.PMID:31736099DOI:10.1111/aor.13602.

Engineering of functional vascularized pancreatic tissues offers an alternative way to solve the perpetual shortage of organs for transplantation. However, revascularization remains a major bottleneck in biological engineering, which limited the further clinical applications of this strategy. In this study, an efficient approach for enhancing re-endothelialization of rat decellularized pancreatic scaffolds (DPS) was presented, by conjugating with GRGDSPC peptide to maximize coverage of the vessel walls with human umbilical vein endothelial cells (HUVECs). First, pancreas was perfused with 1% Triton X-100 and 0.1% ammonium hydroxide to remove the cellular components. Subsequently, GRGDSPC was covalently coupled to the vasculature of DPS and re-seeded with HUVECs via perfusion of the portal vein in the bioreactor. After the re-endothelialized scaffolds were created, in vitro and in vivo experiments were undertaken to evaluate the angiogenesis. Our results demonstrated that GRGDSPC-conjugated scaffolds could support the survival and accelerated the proliferation of HUVECs; angiogenesis was also significantly improved over untreated scaffolds. In conclusion, GRGDSPC-conjugated scaffolds showed great potential for the generation of functional bioengineered pancreatic tissue suitable for long-term transplantation.

Development and characterization of GRGDSPC-modified poly(lactide-co-glycolide acid) porous microspheres incorporated with protein-loaded chitosan microspheres for bone tissue engineering

Colloids Surf B Biointerfaces 2014 Oct 1;122:439-446.PMID:25074502DOI:10.1016/j.colsurfb.2014.04.024.

Scaffolds that can achieve cell adhesion and controlled release of protein drugs are very promising in bone tissue engineering. Due to their biocompatibility and injectablity, poly(lactide-co-glycolide acid) (PLGA) porous microspheres (PLGA-pMS) present potential scaffolds in bone tissue engineering. However, their application is hampered by the burst release of protein drugs and hydrophobicity that leads to poor cell adhesion. To overcome these drawbacks, we developed novel PLGA-pMS by incorporating bovine serum albumin (BSA) loaded chitosan microspheres (CS-MS) in Gly-Arg-Gly-Asp-Ser-Pro-Cys (GRGDSPC) modified PLGA-pMS (CS-MS/PLGA-pMS). GRGDSPC was used to enhance the hydrophilicity and cell affinity of the porous microspheres. Results showed that PLGA-pMS had a size of 446.77±19.46μm, with an average surface pore size of 21.56±3.02μm, whereas CS-MS had a size of 15.98±0.96μm and 16.35±0.38μm (5% and 10% TPP-prepared CS-MS, respectively). A scanning electron microscope (SEM) and a confocal laser scanning microscope (CLSM) revealed that CS-MS were partly embedded in the PLGA matrices and the integrity of CS-MS was retained. Thermogravimetry analyzer (TGA) also demonstrated that CS-MS were incorporated into PLGA-pMS. The CS-MS/PLGA-pMS had a size of 454.02±16.09μm, with a BSA encapsulation efficiency of 53.19±1.67% and 62.16±3.44% (5% and 10% TPP-prepared CS-MS, respectively). CS-MS/PLGA-pMS exhibited a sustained FITC-BSA release for 28 days. Modification of GRGDSPC significantly improved adhesion of MG-63 cells on the porous microspheres. In conclusion, CS-MS/PLGA-pMS may act as potential bifunctional scaffolds for bone tissue engineering.

Effect of culture complex of BMSCs and sodium hydroxide- and GRGDSPC-treated PET on the reconstruction of injured anterior cruciate ligament in a rabbit model

Int J Clin Exp Med 2015 May 15;8(5):6902-13.PMID:26221227doi

Ligament reconstruction is an effective therapy for anterior cruciate ligament (ACL) rupture. Polyethylene terephthalate (PET) artificial ligaments have recently gained popularity in clinical ACL reconstruction for its advantage in the improvement of keen function. However, the application of PET in clinical treatment is limited by its poor bioactivity and biocompatibility. Recently, bone marrow-derived mesenchymal stem cells (BMSCs) have been widely studied in regenerative medical therapy due to their multi-lineage differentiation. Previous study also indicated that BMSCs may promote the healing of tendon-bone interface of injured ligament. We speculate that BMSCs may enhance the curative effect of PET artificial ligament on the tendon-bone-healing in ligament reconstruction. In this study, the PET materials were first modified with sodium hydroxide hydrolysis and GRGDSPC peptide which was able to improve its bioactivity and biocompatibility. Then, the effects of modified PET materials on the adhesion, proliferation and differentiation of BMSCs were examined. The in vitro co-culture of BMSCs and modified PET showed the modified PET promoted the adhesion, proliferation and differentiation of BMSCs. Further, the effect of culture complex of BMSCs and modified PET artificial ligament co-culture system on the injured ligament reconstruction was investigated in vivo. Results showed not only better growth and differentiation of BMSCs but also satisfactory healing of the injured ligament was observed after implantation of this culture complex into the injured ligament of rabbits. Our study provides a brand-new solution for ACL reconstruction.

Combined 1H-NMR and molecular dynamics studies on conformational behavior of a model heptapeptide, GRGDSPC

Chem Biol Drug Des 2014 Nov;84(5):567-77.PMID:24766780DOI:10.1111/cbdd.12346.

Among various strategies, the de novo design and in silico approaches are being used to develop the short peptides, models of modified peptides, and mimetics as clinically useful drugs with improved stability and bioavailability. The resulting models will help to isolate the factors behind the folded structure formation and contribute useful information about de novo peptide design. The combined (1)H-NMR spectroscopic and molecular dynamics methods were used to investigate the conformational behavior of an Arg-Gly-Asp (RGD)-containing peptide, GRGDSPC, the cell-binding heptapeptide of extracellular matrix protein, fibronectin. The formation of two fused weak β-turns of type II (HB, 4→1) and type II' (HB, 7→4) from simulation studies has been consistent with NMR data. The sustainable 'S'-shaped molecular structure (which remained unchanged during the entire simulation) and the conformational transitions due to interconversions between multiple turns initiated at Asp(4), Ser(5), and Cys(7) imply that the peptide is flexible in nature. Thus, the model of 'S'-shaped structure with flexible multiple turns for GRGDSPC peptide may provide the structural rationale for antagonistic properties of this heptapeptide toward the treatment of integrin-mediated cellular abnormal behaviors such as thrombosis and metastasis.

Tissue engineering of heart valves: PEGylation of decellularized porcine aortic valve as a scaffold for in vitro recellularization

Biomed Eng Online 2013 Sep 5;12:87.PMID:24006837DOI:10.1186/1475-925X-12-87.

Background: Poly (ethylene glycol) (PEG) has attracted broad interest for tissue engineering applications. The aim of this study was to synthesize 4-arm -PEG-20kDa with the terminal group of diacrylate (4-arm-PEG-DA) and evaluate its dual functionality for decellularized porcine aortic valve (DAV) based on its mechanical and biological properties. Methods: 4-arm-PEG-DA was synthesized by graft copolymerization of linear PEG 20,000 monomers, and characterized by IR1H NMR and 13C NMR; PEGylation of DAV was achieved by the Michael addition reaction between propylene acyl and thiol, its effect was tested by uniaxial planar tensile testing, hematoxylin and eosin (HE) and scanning electron microscopy (SEM). Gly-Arg-Gly-Asp-Ser-Pro-Cys (GRGDSPC) peptides and vascular endothelial growth factor-165 (VEGF165) were conjugated onto DAV by branched PEG-DA (GRGDSPC-PEG-DAV-PEG-VEGF165). Results: Mechanical testing confirmed that PEG-cross-linking significantly enhanced the tensile strength of DAV. Immunofluoresce confirmed the GRGDSPC peptides and VEGF165 were conjugated effectively onto DAV; the quantification of conjunction was completed roughly using spectrophotometry and ELISA. The human umbilical vein endothelial cells (HUVECs) grew and spread well on the GRGDSPC-PEG-DAV-PEG-VEGF165. Conclusions: Therefore, PEGylation of DAV not only can improve the tensile strength of DAV, and can also mediate the conjugation of bioactive molecule (VEGF165 and GRGDSPC peptides) on DAV, which might be suitable for further development of tissue engineered heart valve.