Solid-phase synthesis and characterization of O-dimannosylated heptadecapeptide analogues of human insulin-like growth factor 1 (IGF-1)
- 1 January 1992
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 13,p. 1699-1707
- https://doi.org/10.1039/p19920001699
Abstract
N α -Fmoc-3-O-[Ac4-α-D-Manp-(1→2)-Ac3-α-D-Manp-1-]-Thr-OPfp, 7, and Nα-Fmoc-3-O-[Ac4-α-D-Manp-(1→2)-Ac3-α-D-Manp-1-]-Ser-OPfp, 8, were prepared and used as building blocks in automated continuous-flow solid-phase glycopeptide synthesis of two O-glycosylated heptadecapeptide analogues of human insulin-like growth factor 1. The corresponding non-glycosylated fragments were also prepared, and comparative NMR studies regarding the influence of the sugar moiety on the peptide backbone showed only limited effects due to glycosylation.Keywords
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