About: Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination

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About: Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	5-(5-Formylthienyl)-, 5-(4-formylphenyl)- and 5-(2-fluoro-5-formylphenyl)cytosine 2’-deoxyribonucleoside mono- and triphosphates were prepared by aqueous Suzuki–Miyaura cross-coupling of 5-iodocytosine nucleotides with the corresponding formylarylboronic acids. The modified dCTPs were excellent substrates for DNA polymerases and were incorporated into DNA by primer extension or PCR. Reductive aminations of the model nucleotides with lysine or lysine-containing tripeptide were studied and optimized. In aqueous phosphate buffer (pH 6.7) the yields of the reductive aminations with tripeptide were up to 25%. Bioconjugation of an aldehyde-containing DNA with a lysine-containing tripeptide was achieved through reductive amination in yields of up to 90% in aqueous phosphate buffer. 5-(5-Formylthienyl)-, 5-(4-formylphenyl)- and 5-(2-fluoro-5-formylphenyl)cytosine 2’-deoxyribonucleoside mono- and triphosphates were prepared by aqueous Suzuki–Miyaura cross-coupling of 5-iodocytosine nucleotides with the corresponding formylarylboronic acids. The modified dCTPs were excellent substrates for DNA polymerases and were incorporated into DNA by primer extension or PCR. Reductive aminations of the model nucleotides with lysine or lysine-containing tripeptide were studied and optimized. In aqueous phosphate buffer (pH 6.7) the yields of the reductive aminations with tripeptide were up to 25%. Bioconjugation of an aldehyde-containing DNA with a lysine-containing tripeptide was achieved through reductive amination in yields of up to 90% in aqueous phosphate buffer. (en)
Title	Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination (en)
skos:prefLabel	Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination Synthesis of Aldehyde-Linked Nucleotides and DNA and Their Bioconjugations with Lysine and Peptides through Reductive Amination (en)
skos:notation	RIV/61388963:_____/12:00377777!RIV13-AV0-61388963
http://linked.open...avai/riv/aktivita	I P Z
http://linked.open...avai/riv/aktivity	I, P(GA203/09/0317), Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	13
http://linked.open...vai/riv/dodaniDat	2013
http://linked.open...aciTvurceVysledku	Raindlová, Veronika Pohl, Radek Hocek, Michal
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	172951
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/12:00377777
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	nucleotides; aldehydes; DNA; reductive amination; bioconjugations (en)
http://linked.open.../riv/klicoveSlovo	aldehydes DNA nucleotides bioconjugations reductive amination
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[E495D93D1BBA]
http://linked.open...i/riv/nazevZdroje	Chemistry - A European Journal
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	Construction of novel functional nucleic acids for applications in chemical biology, catalysis and self assembly.
http://linked.open...UplatneniVysledku	2012
http://linked.open...v/svazekPeriodika	18
http://linked.open...iv/tvurceVysledku	Hocek, Michal Pohl, Radek Raindlová, Veronika
http://linked.open...ain/vavai/riv/wos	000301775300033
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0947-6539
number of pages	8 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/chem.201103270

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