A1 Refereed original research article in a scientific journal

From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads To Spontaneous Aggregation




AuthorsSaloranta T, Peuronen A, Dieterich JM, Ruokolainen J, Lahtinen M, Leino R

PublisherAMER CHEMICAL SOC

Publication year2016

JournalCrystal Growth and Design

Journal name in sourceCRYSTAL GROWTH & DESIGN

Journal acronymCRYST GROWTH DES

Volume16

Issue2

First page 655

Last page661

Number of pages7

ISSN1528-7483

DOIhttps://doi.org/10.1021/acs.cgd.5b01135


Abstract
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.



Last updated on 2024-26-11 at 21:49