title: A supramolecular gel based on a glycosylated amino acid derivative with the properties of gel to crystal transition.
abstract: Here we report the generation of a novel gelator from a glycosylated amino acid derivative, which contained three structural units, an aromatic residue, a carbohydrate moiety and a tert-butyl group in a single molecule. These structural units can promote the supramolecular self-assembly of this gelator in both aprotic and protic solvents via coordinated π-π stacking, multiple hydrogen binding and van der Waals interactions. More importantly, due to their non-equilibrium natures, the organogels formed in DCM, chloroform and ethanol can undergo gel to crystal transition in storage, driven by unbalanced gelator-gelator and solvent-gelator interactions. In this process, the gelators were firstly trapped in a kinetically favorable gel state, and then transferred into a more thermodynamically stable crystal state upon ageing, with the generation of microcrystals in different morphologies.
authors.affiliation: College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123 China. xinmingli@suda.edu.cn.
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.affiliation: College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123 China. xinmingli@suda.edu.cn.
authors.forename: Fengyang
authors.initials: F
authors.lastname: Xu
authors.affiliation: School of Biology and Basic Medical Science, Soochow University, Suzhou, 215123 China.
authors.forename: Ziling
authors.initials: Z
authors.lastname: Sun
authors.affiliation: College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123 China. xinmingli@suda.edu.cn.
authors.forename: Yue
authors.initials: Y
authors.lastname: Pan
authors.affiliation: School of Biology and Basic Medical Science, Soochow University, Suzhou, 215123 China.
authors.forename: Jian
authors.initials: J
authors.lastname: Tian
authors.affiliation: Department of Materials Science and Engineering, National Chiao Tung University, Hsinchu, 300 Taiwan.
authors.forename: Hsin-Chieh
authors.initials: HC
authors.lastname: Lin
authors.affiliation: College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, 215123 China. xinmingli@suda.edu.cn.
authors.forename: Xinming
authors.initials: X
authors.lastname: Li
mesh_terms: D001224:Aspartic Acid / Q000031:analogs & derivatives*; D002725:Chloroform / Q000737:chemistry; D003460:Crystallization; D000431:Ethanol / Q000737:chemistry; D005449:Fluorenes / Q000737:chemistry; D005782:Gels / Q000737:chemistry*; D006031:Glycosylation; D006860:Hydrogen Bonding; D009842:Oligopeptides / Q000737:chemistry*
chemical_list: C496789:9-fluorenylmethoxycarbonyl; D005449:Fluorenes; D005782:Gels; D009842:Oligopeptides; D001224:Aspartic Acid; D000431:Ethanol; D002725:Chloroform