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  • 1-methyl-4-(4′-hydroxystyryl)pyridinium  (1)
  • dimethyl-β-cyclodextrin  (1)
  • thiol  (1)
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  • 1
    Digitale Medien
    Digitale Medien
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 13 (1992), S. 349-359 
    ISSN: 1573-1111
    Schlagwort(e): 1-methyl-4-(4′-hydroxystyryl)pyridinium ; trans-cis photoisomerization ; betain ; charge separation ; cyclodextrin ; inclusion complex
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The effects of β-cyclodextrin (β-CyD), heptakis(2,6-di-O-methyl)-β-cyclodextrin (DMβCyD) and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCyD) ontrans-cis photoisomerization of 1-ethyl-4-(4′-hydroxystyryl)pyridinium (POH) have been studied in aqueous solutions. The ratio of [cis]/[trans] for POH in the photostationary state at pH 8.54 was remarkably reduced by the presence of βCyD or DMβCyD. The reduction of the [cis]/[trans] ratio in the photostationary state was explained in terms of the shift of the equilibrium of POH + trans ⇌ PO trans + H− toward PO trans formation. The binding constants of βCyD and DMβCyD for PO trans were 2.00- and 1.36-fold larger than those for POH + trans , respectively. The binding constants of TMβCyD for both species are much smaller than those of βCyD and DMβCyD. This result indicates that PO trans , which has a betain structure, forms stable complexes with βCyD and DMβCyD with its hydrophobic parts inside and the charged parts outside the CyD cavities.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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  • 2
    Digitale Medien
    Digitale Medien
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 7 (1989), S. 117-124 
    ISSN: 1573-1111
    Schlagwort(e): Cyclodextrin ; artificial enzyme ; dimethyl-β-cyclodextrin ; chymotrypsin
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The first successful method for modification of dimethyl-β-cyclodextrin (β-DMCD) was demonstrated by the synthesis of a new artificial hydrolase (2) and the enzymatic activities of 2 were investigated.2 caused an 1100-fold increase in the rate of hydrolysis ofp-nitrophenyl acetate at pH 7.2, whereas unmodifiedβ-DMCD depressed the reaction. The kinetic pK a of2 was 7.2, and theK m of2 was independent of pH values.2 hadpara-selectivity for the hydrolysis of nitrophenyl acetate isomers.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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  • 3
    Digitale Medien
    Digitale Medien
    Springer
    Journal of inclusion phenomena and macrocyclic chemistry 11 (1991), S. 195-204 
    ISSN: 1573-1111
    Schlagwort(e): Asymmetric Michael addition ; thiol ; α,β-unsaturated carbonyl compound ; cyclodextrin complex
    Quelle: Springer Online Journal Archives 1860-2000
    Thema: Chemie und Pharmazie
    Notizen: Abstract The asymmetric Michael addition of aromatic thiols to 2-cyclohexenone and maleic acid esters has been carried out by utilizing their crystalline cyclodextrin complexes suspended in water. The best chiral induction, 30% enantiomeric excess (ee), was achieved in combinations of 2-cyclohexenone and octyl maleate with the crystalline β-cyclodextrin complex of benzenethiol (method A) to afford (S)-3-phenylthiocyclohexanone and (S)-octyl-2-phenylthiosuccinate, respectively, whereas the reaction of benzenethiol with 2-cyclohexenone included in β-cyclodextrin (method B) inversely induced the chiral recognition to give the (R)-adduct with 4–9% ee.
    Materialart: Digitale Medien
    Standort Signatur Erwartet Verfügbarkeit
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