Spectroscopic, Morphological, and Mechanistic Investigation of the Solvent-Promoted Aggregation of Porphyrins Modified in meso-Positions by Glucosylated Steroids

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F11%3A10104811" target="_blank" >RIV/00216208:11310/11:10104811 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61389030:_____/11:00369950 RIV/60461373:22330/12:43892250

Výsledek na webu

<a href="http://dx.doi.org/10.1002/chem.201101163" target="_blank" >http://dx.doi.org/10.1002/chem.201101163</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.201101163" target="_blank" >10.1002/chem.201101163</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Spectroscopic, Morphological, and Mechanistic Investigation of the Solvent-Promoted Aggregation of Porphyrins Modified in meso-Positions by Glucosylated Steroids

Popis výsledku v původním jazyce

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 ofmoieties 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.

Název v anglickém jazyce

Spectroscopic, Morphological, and Mechanistic Investigation of the Solvent-Promoted Aggregation of Porphyrins Modified in meso-Positions by Glucosylated Steroids

Popis výsledku anglicky

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 ofmoieties 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.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/2B06024" target="_blank" >2B06024: Supramolekulární materiály na bázi přírodních fytosterolů pro využití v biologii</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2011

Kód důvěrnosti údajů

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

Název periodika

Chemistry - A European Journal

ISSN

0947-6539

e-ISSN

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Svazek periodika

17

Číslo periodika v rámci svazku

49

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

13743-13753

Kód UT WoS článku

000298060800019

EID výsledku v databázi Scopus

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