Organic Letters
Letter
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In conclusion, adipic acid diselenoester 4, a practical
homobifunctional cross-linker featuring an improved balance
between reactivity and stability, is presented for covalent
protein conjugation with high efficacy under mild conditions.
The scope of utility of 4 is exemplified by the diversity of small
molecular haptens, including monosaccharide (Tn antigen),
disaccharide (STn antigen), peptide (MUC5AC), fluorescent
dye (NBD), and nicotine. The intermediates of activated
selenoesters are of high stability and can be purified by
chromatography.
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ASSOCIATED CONTENT
* Supporting Information
The Supporting Information is available free of charge on the
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S
Detailed experimental procedures, NMR spectra, and
MALDI-TOF MS spectra (PDF)
AUTHOR INFORMATION
Corresponding Authors
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Author Contributions
†X.-G.Y. and X.-F.G. contributed equally.
Notes
The authors declare no competing financial interest.
(15) (a) Du, J.-J.; Gao, X.-F.; Xin, L.-M.; Lei, Z.; Liu, Z.; Guo, J. Org.
Lett. 2016, 18, 4828−4831. (b) Gao, X.-F.; Du, J.-J.; Liu, Z.; Guo, J.
Org. Lett. 2016, 18, 1166−1169. (c) Gao, X. F.; Sun, W. M.; Li, X. M.;
Liu, X. J.; Wang, L. S.; Liu, Z.; Guo, J. Catal. Commun. 2016, 73, 103−
108.
ACKNOWLEDGMENTS
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We are grateful to the National Natural Science Foundation of
China (Nos. 21272084 and 21402058) and the Fundamental
Research Funds for the Central Universities (Nos.
CCNU16A02001 and CCNU15A05017) for support of this
research.
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R. E.; Chan, B.; Radom, L.; Payne, R. J. J. Am. Chem. Soc. 2015, 137,
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