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Synthesis and ring‐opening (co)polymerization of L‐lysine N ‐carboxyanhydrides containing labile side‐chain protective groups by Juan Rodríguez Hernández; Harm‐Anton Klok is a Materials Science article available to read on EtoBox.

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## Abstract This contribution describes the synthesis and ring‐opening (co)polymerization of several L‐lysine __N__‐carboxyanhydrides (NCAs) that contain labile protective groups at the ε‐NH~2~ position. Four of the following L‐lysine NCAs were investigated: __N__^ε^‐trifluoroacetyl‐L‐lysine __N__‐carboxyanhydride, __N__^ε^‐(__tert__‐butoxycarbonyl)‐L‐lysine __N__‐carboxyanhydride, __N__^ε^‐(9‐fluorenylmethoxycarbonyl)‐L‐lysine __N__‐carboxyanhydride, and __N__^ε^‐(6‐nitroveratryloxycarbonyl)‐L‐lysine __N__‐carboxyanhydride. In contrast to the harsh conditions that are required for acidolysis of benzyl carbamate moieties, which are usually used to protect the ε‐NH~2~ position of L‐lysine during NCA polymerization, the protective groups of the L‐lysine NCAs presented here can be removed under mildly acidic or basic conditions or by photolysis. As a consequence, these monomers may allow access to novel peptide hybrid materials that cannot be prepared from ε‐benzyloxycarbonyl‐L‐lysine __N__‐carboxyanhydride (Z‐Lys NCA) because of side reactions that accompany the removal of the Z groups. By copolymerization of these L‐lysine NCAs with labile protective groups, either with each other o

Who reads Synthesis and ring‐opening (co)polymerization of L‐lysine N ‐carboxyanhydrides containing labile side‐chain protective groups?

Author

Juan Rodríguez Hernández; Harm‐Anton Klok

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0887-624X)

Published

2003

Language

EN

Field

Materials Science (Physical Sciences)