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Synthesis, Characterization and Application of Bisphenol a Glycerolate Dimethacrylate Cross-Linked Polystyrene (PS-BGD): A Flexible Support for Gel Phase Peptide Synthesis

[ Vol. 10 , Issue. 2 ]

Author(s):

M. A. Siyad and G. S. Vinod Kumar   Pages 318 - 327 ( 10 )

Abstract:


Novel, symmetrically distributed bisphenol A glycerolate dimethacrylate cross-linked polystyrene support (PS-BGD) for solid phase organic synthesis is presented here. PS-BGD support was synthesized in various mole densities of BGD by suspension copolymerization method. The swelling nature of PS-BGD in various polar/non-polar media was tested and used to compare with commercially available Merrifield, TentaGel and CLEAR supports. The formation of co-polymer was characterized using 13C NMR and FTIR techniques. The size, shape and morphological feature of beads were imaged using scanning electron microscopy. Functional modifications at different stages of reactions were qualitatively analyzed by FTIR and quantitatively analyzed by UV and volumetric methods. The physico-chemical stabilities in various synthetic reagent and solvent conditions were checked by recording FTIR and compared with initial spectrum. Efficiency of novel support was demonstrated by synthesizing classically difficult ACP peptide on PS-BGD and compared to SAT resin. Finally, biologically potent linear as well as single disulphide bonded peptides were synthesized and presented here. The purities of peptides were evaluated by HPLC and corresponding masses by MALDI-TOF analysis.

Keywords:

Solid phase synthesis, peptide, polystyrene, cyclic peptide, resin

Affiliation:

Chemical Biology, Molecular Medicine Division, Rajiv Gandhi Centre for Biotechnology, Poojappura, Thiruvananthapuram- 695 014, Kerala, India.



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