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Troger's base scaffold in racemic and chiral fashion as a spacer for bisdistamycin formation. Synthesis and DNA binding study

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68081707%3A_____%2F06%3A00040254" target="_blank" >RIV/68081707:_____/06:00040254 - isvavai.cz</a>

  • Alternative codes found

    RIV/60461373:22340/06:00020163

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Troger's base scaffold in racemic and chiral fashion as a spacer for bisdistamycin formation. Synthesis and DNA binding study

  • Original language description

    Head-to-head oligo-N-methylpyrrole peptide dimers linked by a methano[1,5]diazocin scaffold are presented in racemic as well as chiral fashion. Their DNA binding activities were assayed on calf thymus DNA, poly(dA-dT)2, and poly(dC-dG)2 by NMR and ECD spectroscopies, and fluorescence probe displacement assay. The presented dimers prefer AT sequences, but show higher affinity to poly(dC-dG)2 than distamycin A. The (4R,9R) configuration of methanodiazocin bridge was found to be better suited for interaction with ct-DNA and poly(dA-dT)2 than (4S,9S) configuration.

  • Czech name

    Skelet Trogerovy base v racemickém a chirálním stylu jako spojka pro tvorbu bidistamycinu. Syntéza a studie vazby k DNA

  • Czech description

    Dimery 'head-to-head' oligo-N-methylpyrrole peptidu spojené methano[1,5]diazocinem byly připraveny v racemické a chirální formě. Jejich vazba k DNA byla studována s využitím DNA z telecího thymu, poly(dA-dT)2, and poly(dC-dG)2 pomocí NMR and ECD spektroskopie a kompetičních reakcí s využitím fluorescenční sondy. Dimery preferují AT sekvence, vykazují však vyšší afinitu k poly(dC-dG)2 než distamycin A. Konfigurace (4R,9R) methanodiazocinového můstku se jeví vhodnější pro interakci s DNA z telecího thymua poly(dA-dT)2 než konfigurace (4S,9S).

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    BO - Biophysics

  • OECD FORD branch

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2006

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Tetrahedron

  • ISSN

    0040-4020

  • e-ISSN

  • Volume of the periodical

    62

  • Issue of the periodical within the volume

    36

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    10

  • Pages from-to

    8591-8600

  • UT code for WoS article

  • EID of the result in the Scopus database