A reagent for peptide synthesis. Copoly(ethylene-N-hydroxymaleimide)

Laufer, Daniel A.; Chapman, Tim; Marlborough, D. I.; Vaidya, V. M.; Blout, E. R.

doi:10.1021/ja01012a045

Cited by 58 publications

(15 citation statements)

References 1 publication

(1 reference statement)

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“…Wieland and Birr (245,246) used sulfone-activated phenyl esters prepared from a copolymer of p,p'-dihydroxydiphenyl sulfone and formaldehyde. Maneke and Haake (1 10) studied esters of poly (5-vinyl-8-hydroxyquinaldine), and thiophenyl esters (1 62) and N-hydroxysuccinimide esters have also been examined (162,92,249). Laufer et al (92) reported the synthesis of 17 crystalline tri-t o octapeptides using Boc-amino acids bound to copoly(ethy1ene-N-hydroxymaleimide).…”

Section: Polymer-supported Active Estersmentioning

confidence: 99%

Solid‐Phase Peptide Synthesis

Merrifield¹

1969

Advances in Enzymology - And Related Areas of Molecular Biology

407

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Section: Polymer-supported Active Estersmentioning

confidence: 99%

Solid‐Phase Peptide Synthesis

Merrifield¹

1969

Advances in Enzymology - And Related Areas of Molecular Biology

407

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“…The primary amine in the peptide can react with NHS ester producing stable amide bonds at the tip of the PEG arm. 18 When exposed to hydrophilic media, the RGD group is expected to provide good ligand accessibility to cell receptors. In this contribution, we examine the initial adhesion of HUVECs, cord blood ECFCs and HBOECs to surfaces under well-defined flow conditions.…”

Section: Introductionmentioning

confidence: 99%

Adhesion of Endothelial Cells and Endothelial Progenitor Cells on Peptide-Linked Polymers in Shear Flow

Wang

Cooper

2013

Tissue Engineering Part A

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The initial adhesion of human umbilical vein endothelial cells (HUVECs), cord blood endothelial colony-forming cells (ECFCs), and human blood outgrowth endothelial cells (HBOECs) was studied under radial flow conditions. The surface of a variable shear-rate device was either coated with polymer films or covered by synthetic fibers. Spin-coating was applied to produce smooth polymer films, while fibrous scaffolds were generated by electrospinning. The polymer was composed of hexyl methacrylate, methyl methacrylate, poly(ethylene glycol) methacrylate (PEGMA), and CGRGDS peptide. The peptide was incorporated into the polymer system by coupling to an acrylate-PEG-N-hydroxysuccinimide comonomer. A shear-rate-dependent increase of the attached cells with time was observed with all cell types. The adhesion of ECs increased on RGD-linked polymer surfaces compared to polymers without adhesive peptides. The number of attached ECFCs and HBOECs are significantly higher than that of HUVECs within the entire shear-rate range and surfaces examined, especially on RGD-linked polymers at low shear rates. Their superior adhesion ability of endothelial progenitor cells under flow conditions suggests they are a promising source for in vivo seeding of vascular grafts and shows the potential to be used for self-endothelialized implants.

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“…The product melted at 131-132ЊC and was The procedure of Laufer and associates 3 was used for the conversion of maleic anhydride residues in indistinguishable from an authentic sample of Boc-Leu-Gly-OMe. the graft copolymer into the residues of NHS.…”

Section: Synthesis Of Boc-leu-gly-omementioning

confidence: 99%

Copoly(styrene-divinylbenzene)-g-poly(maleic anhydride-styrene): Preparation through radiation induced grafting and application in organic synthesis

Pande

Gupta

1997

J. Appl. Polym. Sci.

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Poly(styrene-divinylbenzene beads, preirradiated in air, were graft-copolymerized with mixtures of maleic anhydride and styrene. A detailed study of grafting was made under various reaction parameters. The succinic anhydride residues of a sample of copoly(styrene-divinylbenzene)-g-poly(maleic anhydride-styrene) with 111% grafting were chemically transformed into N-hydroysuccinimide (Resin I) and N-bromosuccinimide (Resin II) residues. The esters derived from Resin I (analogous to the N-hydroxysuccinimide esters) were good acylating agents and their use was explored for the synthesis of peptides. Resin II was used for the bromination of benzylic substrates. The spent resins were found to be reusable without much loss to their capacity.

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A reagent for peptide synthesis. Copoly(ethylene-N-hydroxymaleimide)

Cited by 58 publications

References 1 publication

Solid‐Phase Peptide Synthesis

Solid‐Phase Peptide Synthesis

Adhesion of Endothelial Cells and Endothelial Progenitor Cells on Peptide-Linked Polymers in Shear Flow

Copoly(styrene-divinylbenzene)-g-poly(maleic anhydride-styrene): Preparation through radiation induced grafting and application in organic synthesis

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