Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture

Kjeld J C van Bommel; Cornelia van der Pol; Inouk Muizebelt; Arianna Friggeri; André Heeres; Auke Meetsma; Ben L Feringa; Jan van Esch

doi:10.1002/anie.200352396

Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture

Kjeld J C van Bommel, Cornelia van der Pol, Inouk Muizebelt, Arianna Friggeri, André Heeres, Auke Meetsma, Ben L Feringa, Jan van Esch

Biobased Ingredients and Materials

Biomade Technology Foundation

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

pH-sensitive gels: By using a cyclohexane-based scaffold to which various amino acid based substituents can be connected, low-molecular-weight compounds were obtained that can gelate water at very low concentrations. Their modular design (see picture: AA = amino acid(s), X = hydrophilic substituent, dark purple = hydrophobic region, light purple = hydrophilic region), allows tuning of the thermally and pH-induced reversible gel-to-sol transition of their gels.

Original language	English
Pages (from-to)	1663-1667
Journal	Angewandte Chemie (International ed. in English)
Volume	43
Issue number	13
DOIs	https://doi.org/10.1002/anie.200352396
Publication status	Published - 19 Mar 2004

Keywords

crystallography, x-ray
cyclohexanes
hydrogels
hydrogen-ion concentration
models, molecular
molecular conformation
molecular weight

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10.1002/anie.200352396

2 Article

Catalytic Conversion of Free Fatty Acids to Bio-Based Aromatics: A Model Investigation Using Oleic Acid and an H-ZSM-5/Al2O3 Catalyst
He, S., Hiltje Klein, F. G., Kramer, T. S., Chandel, A., Tegudeer, Z., Heeres, A. & Heeres, H. J., 10 Jan 2021, In: ACS Sustainable Chemistry and Engineering. 9, 3, p. 1128-1141 14 p.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2
Heeres, A., van der Hoek, S., Antunes, I. F., Attia, K. A., Jacquet, O., Bulthuis, M., Zijlma, R., Boersma, H. H., van Goor, H., Visser, T. J., Heerspink, H. J. L., Elsinga, P. H. & Stevens, J., 8 Nov 2021, In: Journal of Medicinal Chemistry.
Research output: Contribution to journal › Article › Academic › peer-review

Open Access
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Cite this

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title = "Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture",

abstract = "pH-sensitive gels: By using a cyclohexane-based scaffold to which various amino acid based substituents can be connected, low-molecular-weight compounds were obtained that can gelate water at very low concentrations. Their modular design (see picture: AA = amino acid(s), X = hydrophilic substituent, dark purple = hydrophobic region, light purple = hydrophilic region), allows tuning of the thermally and pH-induced reversible gel-to-sol transition of their gels.",

keywords = "crystallography, x-ray, cyclohexanes, hydrogels, hydrogen-ion concentration, models, molecular, molecular conformation, molecular weight, aminozuren",

author = "{van Bommel}, {Kjeld J C} and {van der Pol}, Cornelia and Inouk Muizebelt and Arianna Friggeri and Andr{\'e} Heeres and Auke Meetsma and Feringa, {Ben L} and {van Esch}, Jan",

year = "2004",

month = mar,

day = "19",

doi = "10.1002/anie.200352396",

language = "English",

volume = "43",

pages = "1663--1667",

journal = "Angewandte Chemie (International ed. in English)",

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publisher = "Wiley",

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TY - JOUR

T1 - Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture

AU - van Bommel, Kjeld J C

AU - van der Pol, Cornelia

AU - Muizebelt, Inouk

AU - Friggeri, Arianna

AU - Heeres, André

AU - Meetsma, Auke

AU - Feringa, Ben L

AU - van Esch, Jan

PY - 2004/3/19

Y1 - 2004/3/19

N2 - pH-sensitive gels: By using a cyclohexane-based scaffold to which various amino acid based substituents can be connected, low-molecular-weight compounds were obtained that can gelate water at very low concentrations. Their modular design (see picture: AA = amino acid(s), X = hydrophilic substituent, dark purple = hydrophobic region, light purple = hydrophilic region), allows tuning of the thermally and pH-induced reversible gel-to-sol transition of their gels.

AB - pH-sensitive gels: By using a cyclohexane-based scaffold to which various amino acid based substituents can be connected, low-molecular-weight compounds were obtained that can gelate water at very low concentrations. Their modular design (see picture: AA = amino acid(s), X = hydrophilic substituent, dark purple = hydrophobic region, light purple = hydrophilic region), allows tuning of the thermally and pH-induced reversible gel-to-sol transition of their gels.

KW - crystallography, x-ray

KW - cyclohexanes

KW - hydrogels

KW - hydrogen-ion concentration

KW - models, molecular

KW - molecular conformation

KW - molecular weight

KW - aminozuren

U2 - 10.1002/anie.200352396

DO - 10.1002/anie.200352396

M3 - Article

C2 - 15038031

SN - 1433-7851

VL - 43

SP - 1663

EP - 1667

JO - Angewandte Chemie (International ed. in English)

JF - Angewandte Chemie (International ed. in English)

IS - 13

ER -

Responsive cyclohexane-based low-molecular-weight hydrogelators with modular architecture

Abstract

Keywords

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Research output

Catalytic Conversion of Free Fatty Acids to Bio-Based Aromatics: A Model Investigation Using Oleic Acid and an H-ZSM-5/Al2O3 Catalyst

GMP Compliant Synthesis of Canagliflozin, a Novel PET Tracer for the Sodium−Glucose Cotransporter 2

Cite this