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带有 Squaramate 修饰碱基的核苷酸和 DNA 可特异性交联含赖氨酸的肽和蛋白质。

Squaramate-Modified Nucleotides and DNA for Specific Cross-Linking with Lysine-Containing Peptides and Proteins.

机构信息

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo nam. 2, 16610, Prague 6, Czech Republic.

Department of Organic Chemistry, Faculty of Science, Charles University in Prague, Hlavova 8, CZ-12843, Prague 2, Czech Republic.

出版信息

Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13345-13348. doi: 10.1002/anie.201906737. Epub 2019 Aug 13.

DOI:10.1002/anie.201906737
PMID:31328344
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6771961/
Abstract

Squaramate-linked 2'-deoxycytidine 5'-O-triphosphate was synthesized and found to be good substrate for KOD XL DNA polymerase in primer extension or PCR synthesis of modified DNA. The resulting squaramate-linked DNA reacts with primary amines to form a stable diamide linkage. This reaction was used for bioconjugations of DNA with Cy5 and Lys-containing peptides. Squaramate-linked DNA formed covalent cross-links with histone proteins. This reactive nucleotide has potential for other bioconjugations of nucleic acids with amines, peptides or proteins without need of any external reagent.

摘要

合成了与 squaramate 相连的 2'-脱氧胞苷 5'-O-三磷酸，并发现其在修饰 DNA 的引物延伸或 PCR 合成中是 KOD XL DNA 聚合酶的良好底物。所得的 squaramate 连接的 DNA 与伯胺反应形成稳定的二酰胺键。该反应用于将 Cy5 和含赖氨酸的肽与 DNA 进行生物偶联。squaramate 连接的 DNA 与组蛋白蛋白形成共价交联。这种反应性核苷酸有可能在无需任何外部试剂的情况下，将核酸与胺、肽或蛋白质进行其他生物偶联。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/92072bb566dc/ANIE-58-13345-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/4821532e8be2/ANIE-58-13345-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/ae9f43348d6b/ANIE-58-13345-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/92072bb566dc/ANIE-58-13345-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/4821532e8be2/ANIE-58-13345-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/ae9f43348d6b/ANIE-58-13345-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1e7/6771961/92072bb566dc/ANIE-58-13345-g002.jpg

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