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

Tiina Saloranta; Anssi Peuronen; Johannes M. Dieterich; Janne Ruokolainen; Manu Lahtinen; Reko Leino

doi:10.1021/acs.cgd.5b01135

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

Tiina Saloranta
, Anssi Peuronen
, Johannes M. Dieterich
, Janne Ruokolainen
, Manu Lahtinen
, Reko Leino^*

^*Tämän työn vastaava kirjoittaja

Åbo Akademi University
University of Jyväskylä
University of Göttingen

Tutkimustuotos: Lehtiartikkeli › Article › Scientific › vertaisarvioitu

10 Sitaatiot (Scopus)

Abstrakti

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.

Alkuperäiskieli	Englanti
Sivut	655-661
Sivumäärä	7
Julkaisu	Crystal Growth and Design
Vuosikerta	16
Numero	2
DOI - pysyväislinkit	https://doi.org/10.1021/acs.cgd.5b01135
Tila	Julkaistu - 3 helmik. 2016
OKM-julkaisutyyppi	A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Pääsy asiakirjaan

10.1021/acs.cgd.5b01135

http://urn.fi/URN:NBN:fi:jyu-201704121980

Muut tiedostot ja linkit

Link to publication in Scopus

CCDC 1406085: Experimental Crystal Structure Determination
Dieterich, J. M. (Contributor), Lahtinen, M. (Contributor), Leino, R. (Contributor), Peuronen, A. (Contributor), Ruokolainen, J. (Creator) & Saloranta, T. (Contributor), Cambridge Crystallographic Data Centre , 1 tammik. 2016
DOI - pysyväislinkki: 10.5517/cc1j64lg, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1j64lg&sid=DataCite
Tietoaineisto: Dataset

OtaNano Nanomikroskopiakeskus
Seitsonen, J. (Manager) & Rissanen, A. (Other)
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@article{b8306a33054047a58bf0a8ca481dca6b,

title = "From Mannose to Small Amphiphilic Polyol: Perfect Linearity Leads to Spontaneous Aggregation",

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.",

keywords = "Nuclear magnetic resonance spectroscopy, X ray diffraction, Self assembly",

author = "Tiina Saloranta and Anssi Peuronen and Dieterich, \{Johannes M.\} and Janne Ruokolainen and Manu Lahtinen and Reko Leino",

year = "2016",

month = feb,

day = "3",

doi = "10.1021/acs.cgd.5b01135",

language = "English",

volume = "16",

pages = "655--661",

journal = "Crystal Growth and Design",

issn = "1528-7483",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - From Mannose to Small Amphiphilic Polyol

T2 - Perfect Linearity Leads to Spontaneous Aggregation

AU - Saloranta, Tiina

AU - Peuronen, Anssi

AU - Dieterich, Johannes M.

AU - Ruokolainen, Janne

AU - Lahtinen, Manu

AU - Leino, Reko

PY - 2016/2/3

Y1 - 2016/2/3

N2 - 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.

AB - 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.

KW - Nuclear magnetic resonance spectroscopy

KW - X ray diffraction

KW - Self assembly

UR - https://www.scopus.com/pages/publications/84957591075

U2 - 10.1021/acs.cgd.5b01135

DO - 10.1021/acs.cgd.5b01135

M3 - Article

AN - SCOPUS:84957591075

SN - 1528-7483

VL - 16

SP - 655

EP - 661

JO - Crystal Growth and Design

JF - Crystal Growth and Design

IS - 2

ER -

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

Abstrakti

Pääsy asiakirjaan

Muut tiedostot ja linkit

Sormenjälki

Tietoaineistot

CCDC 1406085: Experimental Crystal Structure Determination

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