Synthesis of cholera toxin B subunit glycoconjugates using site-specific orthogonal oxime and sortase ligation reactions.
Synthesis of cholera toxin B subunit glycoconjugates using site-specific orthogonal oxime and sortase ligation reactions.
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DOI:
10.3389/fchem.2022.958272
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发表时间:
2022
影响因子:
5.5
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中科院分区:
文献类型:
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The chemoenzymatic synthesis of a series of dual N- and C-terminal–functionalized cholera toxin B subunit (CTB) glycoconjugates is described. Mucin 1 peptides bearing different levels of Tn antigen glycosylation [MUC1(Tn)] were prepared via solid-phase peptide synthesis. Using sortase-mediated ligation, the MUC1(Tn) epitopes were conjugated to the C-terminus of CTB in a well-defined manner allowing for high-density display of the MUC1(Tn) epitopes. This work explores the challenges of using sortase-mediated ligation in combination with glycopeptides and the practical considerations to obtain high levels of conjugation. Furthermore, we describe methods to combine two orthogonal labeling methodologies, oxime- and sortase-mediated ligation, to expand the biochemical toolkit and produce dual N- and C-terminal–labeled conjugates.
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影响因子:
16.6
作者:
Branson, Thomas R.;McAllister, Tom E.;Garcia-Hartjes, Jaime;Fascione, Martin A.;Ross, James F.;Warriner, Stuart L.;Wennekes, Tom;Zuilhof, Han;Turnbull, W. Bruce
通讯作者:
Turnbull, W. Bruce
影响因子:
4.7
作者:
Balmforth, Matthew R.;Haigh, Jessica;Turnbull, W. Bruce
通讯作者:
Turnbull, W. Bruce
影响因子:
4.7
作者:
Chen, JH;Zeng, WG;Rose, K
通讯作者:
Rose, K
影响因子:
15
作者:
Godula, Kamil;Bertozzi, Carolyn R.
通讯作者:
Bertozzi, Carolyn R.
影响因子:
4.6
作者:
Chen L;Cohen J;Song X;Zhao A;Ye Z;Feulner CJ;Doonan P;Somers W;Lin L;Chen PR
通讯作者:
Chen PR