Peptomer aluminum oxide nanoparticle conjugates as systemic and mucosal vaccine candidates: synthesis and characterization of a conjugate derived from the C4 domain of HIV-1MN gp120

Bioconjugate Chemistry
A FreyF A Robey

Abstract

Peptomers are polymers composed of peptides that are specifically cross-linked in a head-to-tail fashion. Recently, a peptomer composed of an amphipathic peptide from the C4 domain of HIV-1MN gp120 was shown to display a prominent alpha-helical conformation that, as an immunogen, elicited rabbit antibodies recognizing native and recombinant gp120 [Robey et al. (1995) J. Biol. Chem. 270, 23918-23921]. For the present study, we synthesized a conjugate composed of the C4 peptomer covalently linked to calcinated aluminum oxide nanoparticles. The nanoparticles were first reacted with (3-aminopropy])-triethoxysilane to provide an amine load of 15.9 mmol of R-NH2/g of solid. The amine-modified aluminum oxide nanoparticles then were reacted with N-acetylhomocysteine thiolactone at pH 10 to place a reactive thiol on the nanoparticles. A bromoacetylated C4 peptomer, modified at the epsilon-amines of lysine residues, then was reacted with the thiolated nanoparticles to give the peptomer covalently linked to aluminum oxide via a thioether bond. The peptomer load was determined to be 16 mg of peptomer/g of particles, a 55% theoretical yield. Particle shape and size of the peptomer-conjugated alumina were analyzed by electron microscopy and ...Continue Reading

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Citations

Oct 1, 2008·Histochemistry and Cell Biology·Paul Debbage, Werner Jaschke
Jan 23, 1999·Journal of Immunological Methods·A FreyD Zurakowski
Aug 30, 2007·Proceedings of the National Academy of Sciences of the United States of America·Vince PozsgayJohn B Robbins
Nov 1, 2005·Expert Review of Molecular Diagnostics·Amarnath Maitra
Mar 2, 2006·Expert Opinion on Drug Delivery·Vijay I KulkarniRayasa R Murthy
Apr 4, 2014·The Journal of Membrane Biology·Christel Le BonFabrice Giusti
Dec 23, 2014·Nanomedicine·Mariusz Skwarczynski, Istvan Toth
Dec 21, 2004·International Journal of Pharmaceutics·Savita BishtAmarnath Maitra
Feb 11, 2016·Chemical Society Reviews·Neus FeliuWolfgang J Parak
Feb 7, 2015·Environmental Science. Processes & Impacts·Mingluan XingMeibian Zhang
Jun 16, 2001·Journal of Cellular Biochemistry·C HebertJ J Sauk
Dec 18, 2009·Chembiochem : a European Journal of Chemical Biology·Christian A Olsen

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