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DOI | 10.1073/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 |
ISSN | 00278424 |
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
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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 |
推荐引用方式 GB/T 7714 | 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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