Development and Optimization of Glaser–Hay Bioconjugations |
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| Authors: | Jessica S. Lampkowski Jordan K. Villa Dr. Travis S. Young Dr. Douglas D. Young |
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| Affiliation: | 1. Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187 (USA);2. California Institute of Biomedical Research, 11119 N. Torrey Pines Rd, La Jolla, CA 92037 (USA) |
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| Abstract: | ![]()
The prevalence of bioconjugates in the biomedical sciences necessitates the development of novel mechanisms to facilitate their preparation. Towards this end, the translation of the Glaser–Hay coupling to an aqueous environment is examined, and its potential as a bioorthogonal conjugation reaction is demonstrated. This optimized, novel, and aqueous Glaser–Hay reaction is applied towards the development of bioconjugates utilizing protein expressed with an alkynyl unnatural amino acid. Unnatural amino acid technology provides a degree of bioorthognality and specificity not feasible with other methods. Moreover, the scope of the reaction is demonstrated through protein–small molecule couplings, small‐molecule–solid‐support couplings, and protein–solid‐support immobilizations. |
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| Keywords: | alkynes bioconjugation Glaser– Hay solid supports unnatural amino acids |
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