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Molecules 2013, 18(11), 13979-13991; doi:10.3390/molecules181113979
Article

The Synthesis and Characterization of Hydroxyapatite-β-Alanine Modified by Grafting Polymerization of γ-Benzyl-L-glutamate-N-carboxyanhydride

1, 2, 1, 1 and 1,*
1 Engineering Research Center of Biopolymer Functional Materials of Yunnan, Yunnan University of Nationalities, Kunming 650500, China 2 Institute of Chemical Engineering, Kunming University of Science and Technology, Kunming 650500, China
* Author to whom correspondence should be addressed.
Received: 14 October 2013 / Revised: 8 November 2013 / Accepted: 8 November 2013 / Published: 13 November 2013
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Abstract

In this study, hydroxyapatite (HAP) was surface-modified by the addition of β-alanine (β-Ala), and the ring-opening polymerization of γ-benzyl-L-glutamate-N-carboxy-anhydride (BLG-NCA) was subsequently initiated. HAP containing surface poly-γ-benzyl-L-glutamates (PBLG) was successfully prepared in this way. With the increase of PBLG content in HAP-PBLG, the solubility of HAP-PBLG increased gradually and it was ultimately soluble in chloroform. HAP-PLGA with surface carboxyl groups was obtained by the catalytic hydrogenation of HAP-PBLG. In the process of HAP modification, the morphology changes from rod to sheet and from flake to needle. The effect of BLG-NCA concentration on the character of hydroxyapatite-β-alanine-poly(γ-benzyl-L-glutamate) (HAP-PBLG) was investigated. The existence of amino acids on the HAP surfaces was confirmed in the resulting Fourier transform infrared (FTIR) spectra. The resulting powder X-ray diffraction patterns indicated that the crystallinity of HAP decreased when the ratio of BLG-NCA/HAP-NH2 increased to 20/1. Transmission electron microscopy (TEM) indicated that the particle size of HAP-PBLG decreased significantly and that the resulting particles appeared less agglomerated relative to that of the HAP-NH2 crystals. Furthermore, 1H-NMR spectra and FTIR spectra revealed that hydroxyapatite-β-alanine-poly (L-glutamic acid) (HAP-PLGA) was able to successfully bear carboxylic acid groups on its side chains.
Keywords: hydroxyapatite; β-alanine; γ-benzyl-L-glutamate-N-carboxyanhydride; surface modification; hydroxyapatite-β-alanine-poly(γ-benzyl-L-glutamates) hydroxyapatite; β-alanine; γ-benzyl-L-glutamate-N-carboxyanhydride; surface modification; hydroxyapatite-β-alanine-poly(γ-benzyl-L-glutamates)
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Shan, Y.; Qin, Y.; Chuan, Y.; Li, H.; Yuan, M. The Synthesis and Characterization of Hydroxyapatite-β-Alanine Modified by Grafting Polymerization of γ-Benzyl-L-glutamate-N-carboxyanhydride. Molecules 2013, 18, 13979-13991.

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