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Synthesis and spectroscopic characterization of insulin derivatives containing one or two poly(ethylene oxide) chains at specific positions
Author(s) -
Ehrat M.,
Luisi P. L.
Publication year - 1983
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360220169
Subject(s) - ethylene oxide , chemistry , insulin , oxide , alcohol , poly ethylene , ethylene , amino acid , polymer chemistry , coupling (piping) , combinatorial chemistry , organic chemistry , copolymer , biochemistry , polymer , materials science , medicine , catalysis , metallurgy , endocrinology
We describe a synthetic method aimed at specifically coupling poly(ethylene oxide) (PEO) to proteins without altering their spectroscopic properties. To do so, we have first modified the alcohol end group of PEO to an acid end group (PEO‐COOH). Coupling of PEO‐COOH to Gly A 1 methylsulfonylethyloxycarbonyl (Msc) protected insulin yielded N αB1 , N ϵB29 ‐(PEO) 2 ‐insulin. Conversely, coupling of PEO‐COOH to insulin whose Gly A 1 and Lys B 29 amino groups were protected with Msc yielded N αB1 ‐PEO‐insulin. The products were obtained in a spectroscopically pure form and characterized by uv and CD spectroscopy. Conformational and biological studies are in progress.