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Spectroscopic, Morphological, and Mechanistic Investigation of the Solvent-Promoted Aggregation of Porphyrins Modified in meso-Positions by Glucosylated Steroids
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SYSNO ASEP 0369950 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Spectroscopic, Morphological, and Mechanistic Investigation of the Solvent-Promoted Aggregation of Porphyrins Modified in meso-Positions by Glucosylated Steroids Author(s) Zelenka, K. (CZ)
Trnka, T. (CZ)
Tišlerová, I. (CZ)
Monti, D. (IT)
Cinti, S. (IT)
Naitana, M. L. (IT)
Schiaffino, L. (IT)
Venanzi, M. (IT)
Laguzzi, G. (IT)
Luvidi, L. (IT)
Mancini, G. (IT)
Nováková, Z. (CZ)
Šimák, O. (CZ)
Wimmer, Zdeněk (UEB-Q) RID, ORCID
Drašar, P. (CZ)Source Title Chemistry - A European Journal. - : Wiley - ISSN 0947-6539
Roč. 17, č. 49 (2011), s. 13743-13753Number of pages 11 s. Language eng - English Country DE - Germany Keywords aggregation ; chirality ; porphyrinoids Subject RIV CC - Organic Chemistry R&D Projects 2B06024 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z50380511 - UEB-Q (2005-2011) UT WOS 000298060800019 DOI 10.1002/chem.201101163 Annotation Solvent-driven aggregation of a series of porphyrin derivatives was studied by UV/Vis and circular dichroism spectroscopy. The porphyrins are characterised by the presence in the meso positions of steroidal moieties further conjugated with glucosyl groups. The presence of these groups makes the investigated macrocycles amphiphilic and soluble in aqueous solvent, namely, dimethyl acetamide/water. Aggregation of the macrocycles is triggered by a change in bulk solvent composition leading to formation of large architectures that express supramolecular chirality, steered by the presence of the stereogenic centres on the periphery of the macrocycles. The aggregation behaviour and chiroptical features of the aggregates are strongly dependent on the number of moieties decorating the periphery of the porphyrin framework. In particular, experimental evidence indicates that the structure of the steroid linker dictates the overall chirality of the supramolecular architectures. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2012
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