From mannose to small amphiphilic polyol: perfect linearity leads to spontaneous aggregation

A1 Originalartikel i en vetenskaplig tidskrift (referentgranskad)


Interna författare/redaktörer


Publikationens författare: Tiina Saloranta, Anssi Peuronen, Johannes M. Dieterich, Janne Ruokolainen, Manu Lahtinen, Reko Leino
Förläggare: AMER CHEMICAL SOC
Publiceringsår: 2016
Tidskrift: Crystal Growth and Design
Tidskriftsakronym: CRYST GROWTH DES
Volym: 16
Nummer: 2
Artikelns första sida, sidnummer: 655
Artikelns sista sida, sidnummer: 661
Antal sidor: 7
ISSN: 1528-7483
eISSN: 1528-7505


Abstrakt

Terminally unsaturated and diastereochemically pure polyol derived from D-mannose shows spontaneous aggregation behavior in water solution. In order to study and clarify this unforeseen phenomenon, a conformational study based on NMR spectroscopy combined with ab initio structure analysis using the COSMO-solvation model was pursued. The results, together with X-ray diffraction studies, suggest a low energy linear conformation for this particular substrate both in solid states and in solution. For such small-sized acyclic carbohydrate derivatives, the linear conformation appears to be a key prerequisite for the unusual molecular self-assembly reported herein.

Senast uppdaterad 2020-20-02 vid 07:39