From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads To Spontaneous Aggregation
Saloranta, T., Peuronen, A., Dieterich, J. M., Ruokolainen, J., Lahtinen, M., & Leino, R. (2016). From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads To Spontaneous Aggregation. Crystal Growth and Design, 16(2), 655-661. https://doi.org/10.1021/acs.cgd.5b01135
Julkaistu sarjassa
Crystal Growth and DesignTekijät
Päivämäärä
2016Tekijänoikeudet
© 2015 American Chemical Society. This is a final draft version of an article whose final and definitive form has been published by American Chemical Society. Published in this repository with the kind permission of the publisher.
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.
Julkaisija
American Chemical SocietyISSN Hae Julkaisufoorumista
1528-7483Asiasanat
Julkaisu tutkimustietojärjestelmässä
https://converis.jyu.fi/converis/portal/detail/Publication/25581674
Metadata
Näytä kaikki kuvailutiedotKokoelmat
Samankaltainen aineisto
Näytetään aineistoja, joilla on samankaltainen nimeke tai asiasanat.
-
Improved synthesis and application of conjugation-amenable polyols from d-mannose
Mattsson, Ida; Sitdikov, Ruzal; Gunell, Andreas C. M.; Lahtinen, Manu; Saloranta-Simell, Tiina; Leino, Reko (Royal Society of Chemistry, 2020)A series of polyhydroxyl sulfides and triazoles was prepared by reacting allyl and propargyl D-mannose derivatives with selected thiols and azides in thiol–ene and Huisgen click reactions. Conformational analysis by NMR ... -
Phase-selective low molecular weight organogelators derived from allylated D-mannose
Mattsson, Ida; Lahtinen, Manu; Sitdikov, Ruzal; Wank, Bianca; Saloranta-Simell, Tiina; Leino, Reko (Elsevier BV, 2022)In the last decades, synthesis and design of low molecular weight organogelators has gained increasing attention due to their versatile use in, for example, cosmetics, biomedicine and oil spill remediation. In this work, ... -
Thermal, spectroscopic and crystallographic analysis of mannose-derived linear polyols
Mattsson, Ida; Lahtinen, Manu; Peuronen, Anssi; Sau, Abhijit; Gunell, Andreas; Saloranta-Simell, Tiina; Leino, Reko (American Chemical Society, 2018)The major diastereomer formed in the Barbier-type metal-mediated allylation of D-mannose has previously been shown to adopt a perfectly linear conformation, both in solid state and in solution, resulting in the formation ... -
Isolation of a Perfectly Linear Uranium(II) Metallocene
Guo, Fu-Sheng; Tsoureas, Nikolaos; Huang, Guo-Zhang; Tong, Ming-Liang; Mansikkamäki, Akseli; Layfield, Richard A. (Wiley-VCH Verlag, 2020)Reduction of the uranium(III) metallocene [(eta(5)-(C5Pr5)-Pr-i)(2)UI] (1) with potassium graphite produces the "second-generation" uranocene [(eta(5)-(C5Pr5)-Pr-i)(2)U] (2), which contains uranium in the formal divalent ... -
High-Generation Amphiphilic Janus-Dendrimers as Stabilizing Agents for Drug Suspensions
Selin, Markus; Nummelin, Sami; Deleu, Jill; Ropponen, Jarmo; Viitala, Tapani; Lahtinen, Manu; Koivisto, Jari; Hirvonen, Jouni; Peltonen, Leena; Kostiainen, Mauri A.; Bimbo, Luis M. (American Chemical Society, 2018)Pharmaceutical nanosuspensions are formed when drug crystals are suspended in aqueous media in the presence of stabilizers. This technology offers a convenient way to enhance the dissolution of poorly water-soluble drug ...
Ellei toisin mainittu, julkisesti saatavilla olevia JYX-metatietoja (poislukien tiivistelmät) saa vapaasti uudelleenkäyttää CC0-lisenssillä.