Synthesis and enzymatic hydrolysis of polydepsipeptides with functionalized pendant groups
Authors:
- 1 June 1996
- journal article
- research article
- Published by Wiley in Macromolecular Chemistry and Physics
- Vol. 197 (6) , 1823-1833
Abstract
Water‐soluble polydepsipeptides with functionalized side‐chain groups, i.e., alternating copolymers, consisting of glycolic acid (Glc) and L‐lysine (L‐Lys), L‐aspartic acid (L‐Asp) or L‐glutamic acid (L‐Glu) residues as α‐hydroxy acid and α‐amino acid residues, respectively, were synthesized, and their biodegradation behavior was investigated. Three kinds of polydepsipeptides, poly(Glc‐alt‐Lys), poly(Glc‐alt‐Asp) and poly(Glc‐alt‐Glu), were synthesized by means of ring‐opening polymerization of the corresponding cyclodepsipeptides and subsequent deprotection of benzyl and benzyloxycarbonyl groups. In order to estimate the main‐chain cleavage behavior of polydepsipeptides with functionalized side‐chain groups, the hydrolysis behavior of the obtained water‐soluble polydepsipeptides was first investigated in phosphate buffer solution with or without an enzyme in vitro.Keywords
This publication has 13 references indexed in Scilit:
- Synthesis and RGD peptide modification of a new biodegradable copolymer: poly(lactic acid-co-lysine)Journal of the American Chemical Society, 1993
- Sequential polydepsipeptides as biodegradable carriers for drug delivery systemsJournal of Biomedical Materials Research, 1990
- The ring‐opening polymerization of D,L‐lactide in the melt initiated with tetraphenyltinJournal of Applied Polymer Science, 1984
- Studies on peptides. 103. Chemical synthesis of a crystalline protein with the full enzymic activity of ribonuclease AJournal of the American Chemical Society, 1981
- Efficient deprotection of NG-tosylarginine with a thioanisole–trifluoromethanesulphonic acid systemJournal of the Chemical Society, Chemical Communications, 1980
- Biodegradable polymers for use in surgery—polyglycolic/poly(actic acid) homo- and copolymers: 1Polymer, 1979
- Modified Benzyloxycarbonyl Groups for Protection of ε-Amino Group of LysineBulletin of the Chemical Society of Japan, 1970
- The Synthesis of Protein Analogue. XXIII-XXV. XXIV. The Syntheses of ω-Benzyl Esters of α-Amino-α, co-dicarboxylic Acids and the Properties of their PolymersNippon kagaku zassi, 1961
- Polymers of some basic and acidic α-amino-acidsJournal of the Chemical Society (Resumed), 1955
- Poly-condensation of α-Amino Acid Derivatives. III. Poly-lysine1Journal of the American Chemical Society, 1948