PMID: 11906260Mar 22, 2002Paper

Synthesis of sulfhydryl cross-linking poly(ethylene glycol)-peptides and glycopeptides as carriers for gene delivery

Bioconjugate Chemistry
Youmie ParkK G Rice

Abstract

Sulfhydryl cross-linking poly(ethylene glycol) (PEG)-peptides and glycopeptides were prepared and tested for spontaneous polymerization by disulfide bond formation when bound to plasmid DNA, resulting in stable PEG-peptide and glycopeptide DNA condensates. A 20 amino acid synthetic peptide possessing a single sulfhydryl group on the N-terminal cysteine, with two or five internal acetamidomethyl (Acm)-protected cysteine residues, was reacted with either PEG vinyl sulfone or iodoacetamide tyrosinamide triantennary N-glycan. Following RP-HPLC purification, Acm groups were removed by silver tetrafluoroborate to generate sulfhydryl cross-linking PEG-peptides and glycopeptide that were characterized by either (1)H NMR or LC-MS. Sulfhydryl cross-linking PEG-peptides and glycopeptides were found to bind to plasmid DNA and undergo disulfide cross-linking resulting in stable DNA condensates with potential utility for in vivo gene delivery.

References

Jan 1, 1997·Bioconjugate Chemistry·M S WadhwaK G Rice
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Citations

Mar 17, 2004·Journal of Controlled Release : Official Journal of the Controlled Release Society·Susan Park, Kevin E Healy
Dec 2, 2011·Accounts of Chemical Research·Sejin SonWon Jong Kim
Mar 22, 2007·Bioconjugate Chemistry·Chang-po ChenKevin G Rice
Dec 9, 2009·Bioconjugate Chemistry·Nicholas J BaumhoverKevin G Rice
Aug 28, 2007·International Journal of Nanomedicine·Jihua HaoNiren Murthy
Oct 20, 2006·Journal of Drug Targeting·Devika Soundara Manickam, David Oupický
Dec 21, 2012·Expert Opinion on Drug Delivery·Soma Patnaik, Kailash C Gupta
Jan 18, 2003·Journal of Pharmaceutical Sciences·Christopher M Wiethoff, C Russell Middaugh
Mar 5, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Hanqi WangJingping Qu
Jun 24, 2008·Journal of Controlled Release : Official Journal of the Controlled Release Society·Mark StevensonLeonard W Seymour
Oct 7, 2015·Journal of Controlled Release : Official Journal of the Controlled Release Society·Samuel T Crowley, Kevin G Rice
Feb 24, 2007·Journal of Controlled Release : Official Journal of the Controlled Release Society·Michael NeuThomas Kissel
Jan 18, 2005·Journal of Controlled Release : Official Journal of the Controlled Release Society·A G Gómez-ValadésJ C Perales
Oct 22, 2011·Bioconjugate Chemistry·Véronique Bennevault-CeltonPatrick Midoux
Nov 22, 2007·Journal of Peptide Science : an Official Publication of the European Peptide Society·Petr NiederhafnerJan Jezek
Nov 22, 2007·Journal of Peptide Science : an Official Publication of the European Peptide Society·Petr NiederhafnerJan Jezek
Oct 1, 2010·Advanced Materials·Sonja BauhuberAchim Göpferich
Nov 29, 2002·Gene Therapy·T Niidome, L Huang
Mar 29, 2014·Macromolecular Bioscience·David Oupický, Jing Li
Nov 28, 2012·Advanced Healthcare Materials·Chaoliang HeXuesi Chen
Dec 14, 2007·Organic & Biomolecular Chemistry·K Eszter BorbasJonathan S Lindsey
Jun 22, 2006·Journal of the American Chemical Society·Sathya SrinivasachariTheresa M Reineke
Apr 24, 2009·Molecular Pharmaceutics·Christian A Fernandez, Kevin G Rice
Jun 8, 2019·Molecular Pharmaceutics·Mikiko UenoYuichi Yamasaki
Dec 13, 2006·Biomacromolecules·Michael NeuThomas Kissel

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