Synthesis of Hyaluronic Acid Cross-Linkers

HE Yn-li;LOU Hong-xing;WNG Yu-ling;CHEN Jin-ying

Chinese Pharmaceutical Journal ›› 2006, Vol. 41 ›› Issue (17) : 1350-1352.

Chinese Pharmaceutical Journal ›› 2006, Vol. 41 ›› Issue (17) : 1350-1352.
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Synthesis of Hyaluronic Acid Cross-Linkers

  • HE Yan-li1,2,LOU Hong-xiang1,WANG Yu-ling2,CHEN Jian-ying2
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Abstract

OBJECTIVE To investigate the synthesis of bis-(sulfosuccinimidyl)suberate(BS3),3,3′-dithiobis(sulfosuccinimidyl)propionate(DTSSP), 4,4′-dithiobis(sulfosuccinimidyl)butylate(DTSSB), and find a convenient, small-toxicity and low-cost process.METHODS Sulfo-N-hydroxy succinimide sodium was prepared from maleic anhydride, via four steps, including addition, cyclization, reduction and cyclizative condensation. The target compound was obtained by sulfo-N-hydroxy succinimide sodium reacting with corresponding dicarboxylic acid.RESULTS The target compound was provided through a five-step procedure starting from maleic anhydride with corresponding total yields of 31%,24%and 35% respectively. The structure was verified by 1H-NMR and HRMS.CONCLUSION The synthetic route is cost-efficient, facile and suitable for the large-scale preparation of the target compounds.

Key words

chemical synthesis / hyaluronic acid / cross-linker / sulfo-N-hydroxy succinimide sodium

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HE Yn-li;LOU Hong-xing;WNG Yu-ling;CHEN Jin-ying. Synthesis of Hyaluronic Acid Cross-Linkers [J]. Chinese Pharmaceutical Journal, 2006, 41(17): 1350-1352

References

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