| OLSZEWSKA, Agata, Radek POHL, Marie BRAZDOVA, Miroslav FOJTA and Michal HOCEK. Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins. BIOCONJUGATE CHEMISTRY. WASHINGTON: AMER CHEMICAL SOC, 2016, vol. 27, No 9, p. 2089-2094. ISSN 1043-1802. Available from: https://dx.doi.org/10.1021/acs.bioconjchem.6b00342. |
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@article{1375169,
author = {Olszewska, Agata and Pohl, Radek and Brazdova, Marie and Fojta, Miroslav and Hocek, Michal},
article_location = {WASHINGTON},
article_number = {9},
doi = {http://dx.doi.org/10.1021/acs.bioconjchem.6b00342},
keywords = {TUMOR-SUPPRESSOR P53; DIELS-ALDER REACTION; REDUCTIVE AMINATION; ENZYMATIC-SYNTHESIS; LYSINE RESIDUES; CLICK CHEMISTRY; BINDING; TRIPHOSPHATES; PROBES; AZIDE},
language = {eng},
issn = {1043-1802},
journal = {BIOCONJUGATE CHEMISTRY},
title = {Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins},
url = {http://pubs.acs.org/doi/abs/10.1021/acs.bioconjchem.6b00342},
volume = {27},
year = {2016}
}
TY - JOUR
ID - 1375169
AU - Olszewska, Agata - Pohl, Radek - Brazdova, Marie - Fojta, Miroslav - Hocek, Michal
PY - 2016
TI - Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins
JF - BIOCONJUGATE CHEMISTRY
VL - 27
IS - 9
SP - 2089-2094
EP - 2089-2094
PB - AMER CHEMICAL SOC
SN - 10431802
KW - TUMOR-SUPPRESSOR P53
KW - DIELS-ALDER REACTION
KW - REDUCTIVE AMINATION
KW - ENZYMATIC-SYNTHESIS
KW - LYSINE RESIDUES
KW - CLICK CHEMISTRY
KW - BINDING
KW - TRIPHOSPHATES
KW - PROBES
KW - AZIDE
UR - http://pubs.acs.org/doi/abs/10.1021/acs.bioconjchem.6b00342
L2 - http://pubs.acs.org/doi/abs/10.1021/acs.bioconjchem.6b00342
N2 - Nucleotides, 2'-deoxyribonucleoside triphosphates (dNTPs), and DNA probes bearing reactive chloroacetamido group linked to nucleobase (cytosine or 7-deazadaenine) through a propargyl tether were prepared and tested in cross-linking with cysteine- or histidine-containing peptides and proteins. The chloroacetamide-modifed dNTPs proved to be good substrates for DNA polymerases in the enzymatic synthesis of modified DNA probes. Modified nucleotides and DNA reacted efficiently with cysteine and cysteine-containing peptides, whereas the reaction with histidine was sluggish and low yielding. The modified DNA efficiently cross-linked with p53 protein through alkylation of cysteine and showed potential for cross-linking with histidine (in C277H mutant of p53).
ER -
OLSZEWSKA, Agata, Radek POHL, Marie BRAZDOVA, Miroslav FOJTA and Michal HOCEK. Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins. \textit{BIOCONJUGATE CHEMISTRY}. WASHINGTON: AMER CHEMICAL SOC, 2016, vol.~27, No~9, p.~2089-2094. ISSN~1043-1802. Available from: https://dx.doi.org/10.1021/acs.bioconjchem.6b00342.
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