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DOI10.1073/pnas.2005164118
Selenomethionine as an expressible handle for bioconjugations
Flood D.T.; Hintzen J.C.J.; Knouse K.W.; Hill D.E.; Lu C.; Cistrone P.A.; Chen J.S.; Otomo T.; Dawson P.E.
发表日期2021
ISSN00278424
卷号118期号:8
英文摘要Site-selective chemical bioconjugation reactions are enabling tools for the chemical biologist. Guided by a careful study of the selenomethionine (SeM) benzylation, we have refined the reaction to meet the requirements of practical protein bioconjugation. SeM is readily introduced through auxotrophic expression and exhibits unique nucleophilic properties that allow it to be selectively modified even in the presence of cysteine. The resulting benzylselenonium adduct is stable at physiological pH, is selectively labile to glutathione, and embodies a broadly tunable cleavage profile. Specifically, a 4-bromomethylphenylacetyl (BrMePAA) linker has been applied for efficient conjugation of complex organic molecules to SeMcontaining proteins. This expansion of the bioconjugation toolkit has broad potential in the development of chemically enhanced proteins. © 2021 National Academy of Sciences. All rights reserved.
英文关键词Bioconjugation; Protein chemistry; Selenomethionine
语种英语
来源期刊Proceedings of the National Academy of Sciences of the United States of America
文献类型期刊论文
条目标识符http://gcip.llas.ac.cn/handle/2XKMVOVA/180580
作者单位Department of Chemistry, Scripps Research, San Diego, CA 92037, United States; Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, United States; Automated Synthesis Facility, Scripps Research Institute, San Diego, CA 92037, United States; Department of Integrative Structural and Computational Biology, Scripps Research Institute, San Diego, CA 92037, United States
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Flood D.T.,Hintzen J.C.J.,Knouse K.W.,et al. Selenomethionine as an expressible handle for bioconjugations[J],2021,118(8).
APA Flood D.T..,Hintzen J.C.J..,Knouse K.W..,Hill D.E..,Lu C..,...&Dawson P.E..(2021).Selenomethionine as an expressible handle for bioconjugations.Proceedings of the National Academy of Sciences of the United States of America,118(8).
MLA Flood D.T.,et al."Selenomethionine as an expressible handle for bioconjugations".Proceedings of the National Academy of Sciences of the United States of America 118.8(2021).
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