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

0508774 - ÚOCHB 2020 RIV DE eng J - Journal Article
Ivancová, Ivana - Pohl, Radek - Hubálek, Martin - Hocek, Michal
Squaramate-Modified Nucleotides and DNA for Specific Cross-Linking with Lysine-Containing Peptides and Proteins.
Angewandte Chemie - International Edition. Roč. 58, č. 38 (2019), s. 13345-13348. ISSN 1433-7851. E-ISSN 1521-3773
R&D Projects: GA ČR(CZ) GA18-03305S
Grant - others:AV ČR(CZ) AP1501
Program: Akademická prémie - Praemium Academiae
Institutional support: RVO:61388963
Keywords : bioconjugation * cross-linking reactions * DNA * DNA polymerase * proteins
OECD category: Biochemistry and molecular biology
Impact factor: 12.959, year: 2019
Method of publishing: Open access
https://onlinelibrary.wiley.com/doi/full/10.1002/anie.201906737

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.
Permanent Link: http://hdl.handle.net/11104/0299597