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Synthesis and characteristics of polydepsipeptide with pendant thiol groups

✍ Scribed by Tatsuro Ouchi; Hidenori Seike; Tatsuya Nozaki; Yuichi Ohya

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
289 KB
Volume
36
Category
Article
ISSN
0887-624X

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✦ Synopsis

To obtain water-soluble oligodepsipeptide with pendant thiol groups, the alternating co-oligomer [oligo(Glc-alt-Cys)], consisting of glycolic acid (Glc) and L- cysteine (Cys) residues as a-hydroxy acid and a-amino acid residues, respectively, was prepared by means of ring-opening homo-oligomerization of cyclo[Glc-Cys(MBzl)] and subsequent deprotection of methoxybenzyl groups. Moreover, to modify the properties of poly(lactic acid) [poly(LA)] and to introduce pendant thiol groups to poly(LA), the terpolymer of LA, Glc, and Cys {poly[LA-(Glc-Cys)]} was synthesized through ringopening and copolymerization of L-lactide with the protected cyclodepsipeptide, cyclo[Glc-Cys(MBzl)] and subsequent deprotection of methoxybenzyl groups. By changing the mol fraction of (Glc-Cys) unit, the solubility, thermal transition, degradation behavior of the modified poly(LA), and the water contact angle of its film could be varied.

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