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Bile pigment complexes with cyclodextrins: electronic and vibrational circular dichroism study

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F07%3A00018103" target="_blank" >RIV/60461373:22340/07:00018103 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Bile pigment complexes with cyclodextrins: electronic and vibrational circular dichroism study

  • Original language description

    Chiral recognition of bilirubin IX-a, biliverdin IX-a, and bilirubin ditaurate dianions by cyclodextrins was studied using a combination of vibrational and electronic circular dichroism. Biliverdin forms inclusion complexes with b-cyclodextrin and b-methylcyclodextrin. Bilirubin bonds to both cyclodextrins by means of hydrogen bonds and only shallow inclusions that are restricted by the presence of COO- in the pigment structure. Bilirubin ditaurate complexes are realized by a weak inclusion of the wholemolecule, or some part of it, into the cyclodextrin cavity and stabilization of the conformation by hydrogen bonds. Bilirubin and bilirubin ditaurate can be recognized by cyclodextrin and methylcyclodextrin in the form of opposite conformers. Spectroscopic characteristics of the different conformations of the bile pigments were obtained for the first time by vibrational circular dichroism techniques.

  • Czech name

    Bile pigment complexes with cyclodextrins: electronic and vibrational circular dichroism study

  • Czech description

    Metodami vibračního a elektronového cirkulárního dichroismu bylo studováno chirální rozpoznávání dianiontů bilirubinu IX-a, biliverdinu IX-a, a ditaurátu bilirubinu a cyklodextriny. Biliverdin tvoří s b-cyclodextrinem and b-methylcyclodextrinem inkluzníkomplexy. Bilirubin se váže k oběma cyklodextrinům vodíkovými vazbami, které jsou podmíněny přítomností skupin COO- ve struktuře barviva. Komplex ditaurátu bilirubinu vniká slabou inkluzí celé molekuly nebo její části do dutiny cyklodextrinu a konformaceje stabilizovaná vodíkovými vazbami. Bilirubin a ditaurát bilirubinu jsou rozpoznávány cyklodextrinem a methylcyklodextrinem ve formě opačných enantiomerů. Poprvé byly získány charakteristické signály konformací studovaných barviv ve spektrech vibračního cirkulárního dichroismu.

Classification

  • Type

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

  • CEP classification

    CB - Analytical chemistry, separation

  • OECD FORD branch

Result continuities

  • Project

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

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2007

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Tetrahedron Asymmetry

  • ISSN

    0957-4166

  • e-ISSN

  • Volume of the periodical

    18

  • Issue of the periodical within the volume

    17

  • Country of publishing house

    IE - IRELAND

  • Number of pages

    8

  • Pages from-to

    2061-2068

  • UT code for WoS article

  • EID of the result in the Scopus database