Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking
with Peptides and Proteins

J 2016

Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins

OLSZEWSKA, Agata; Radek POHL; Marie BRAZDOVA; Miroslav FOJTA; Michal HOCEK et al.

Základní údaje

Originální název

Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins

Autoři

OLSZEWSKA, Agata; Radek POHL; Marie BRAZDOVA ; Miroslav FOJTA a Michal HOCEK

Vydání

BIOCONJUGATE CHEMISTRY, WASHINGTON, AMER CHEMICAL SOC, 2016, 1043-1802

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Spojené státy

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 4.818

Označené pro přenos do RIV

Ano

Kód RIV

RIV/00216224:14740/16:00088768

Organizační jednotka

Středoevropský technologický institut

Klíčová slova anglicky

TUMOR-SUPPRESSOR P53; DIELS-ALDER REACTION; REDUCTIVE AMINATION; ENZYMATIC-SYNTHESIS; LYSINE RESIDUES; CLICK CHEMISTRY; BINDING; TRIPHOSPHATES; PROBES; AZIDE

Štítky

rivok

Změněno: 10. 3. 2017 13:10, Mgr. Eva Špillingová

Anotace

V originále

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).

Návaznosti

GBP206/12/G151, projekt VaV

Název: Centrum nových přístupů k bioanalýze a molekulární diagnostice

Citovat

OLSZEWSKA, Agata; Radek POHL; Marie BRAZDOVA; Miroslav FOJTA a Michal HOCEK. Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins. BIOCONJUGATE CHEMISTRY. WASHINGTON: AMER CHEMICAL SOC, 2016, roč. 27, č. 9, s. 2089-2094. ISSN 1043-1802. Dostupné z: https://doi.org/10.1021/acs.bioconjchem.6b00342.

@article{1375169,
   author = {Olszewska, Agata and Pohl, Radek and Brazdova, Marie and Fojta, Miroslav and Hocek, Michal},
   article_location = {WASHINGTON},
   article_number = {9},
   doi = {https://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 a Michal HOCEK. Chloroacetamide-Linked Nucleotides and DNA for Cross-Linking with Peptides and Proteins. \textit{BIOCONJUGATE CHEMISTRY}. WASHINGTON: AMER CHEMICAL SOC, 2016, roč.~27, č.~9, s.~2089-2094. ISSN~1043-1802. Dostupné z: https://doi.org/10.1021/acs.bioconjchem.6b00342.

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