Toward Fully Synthetic  N ‐Linked Glycoproteins | Zendy

Miller Justin S. | Zendy; Dudkin Vadim Y. | Zendy; Lyon Gholson J. | Zendy; Muir Tom W. | Zendy; Danishefsky Samuel J. | Zendy

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Toward Fully Synthetic N ‐Linked Glycoproteins

Author(s) -

Miller Justin S.,

Dudkin Vadim Y.,

Lyon Gholson J.,

Muir Tom W.,

Danishefsky Samuel J.

Publication year - 2003

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200390131

Subject(s) - glycopeptide , acylation , glycan , amination , residue (chemistry) , chemistry , native chemical ligation , asparagine , peptide , combinatorial chemistry , glycoprotein , yield (engineering) , homogeneous , reductive amination , biochemistry , amino acid , chemical synthesis , in vitro , mathematics , materials science , antibiotics , combinatorics , metallurgy , catalysis

Substantial quantities of fully synthetic, homogeneous, N ‐linked glycopeptides may be accessed by a highly convergent and flexible protocol. Only four transformations are required to generate naturally linked glycopeptides in high yield. Amination of a free glycan is followed by acylation with an asparagine residue of a peptide and Fmoc deprotection; native chemical ligation completes the puzzle to afford N ‐linked glycopeptides (see scheme). Fmoc=9‐fluorenylmethoxycarbonyl.

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