Volume 56, Issue 10
Communication

Transformation of Dipeptide‐Based Organogels into Chiral Crystals by Cryogenic Treatment

Dr. Xingcen Liu

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Lab of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China

University of Chinese Academy of Sciences, Beijing, 100049 China

These authors contributed equally to this work.

Search for more papers by this author
Dr. Jinbo Fei

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Lab of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China

These authors contributed equally to this work.

Search for more papers by this author
Dr. Anhe Wang

State Key Laboratory of Biochemical Engineering, Institute of Process Engineering, Chinese Academy of Sciences, Beijing, 100190 China

Search for more papers by this author
Dr. Wei Cui

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Lab of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China

Search for more papers by this author
Dr. Pengli Zhu

Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences, Shenzhen, 518055 China

Search for more papers by this author
Prof. Dr. Junbai Li

Corresponding Author

E-mail address: jbli@iccas.ac.cn

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Lab of Colloid, Interface and Chemical Thermodynamics, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190 China

University of Chinese Academy of Sciences, Beijing, 100049 China

Search for more papers by this author
First published: 31 January 2017
Citations: 54

Abstract

Controlled molecular assembly is an important approach for the synthesis of single‐component materials with diverse functions. Unlike traditional heat treatment or solvent modulation, cryogenic treatment at 77 K enabled the tunable transition of a self‐assembled diphenylalanine organogel into a hexagonal crystal. Under these conditions, the assembled molecules undergo an internal rearrangement in the solid state to form a well‐defined chiral crystal structure. Moreover, these assemblies exhibit enhanced emission. This strategy for the synthesis of single‐component supramolecular assemblies can create new functions by manipulating phase transitions.

Number of times cited according to CrossRef: 54

  • Recent advances in soft functional materials: preparation, functions and applications, Nanoscale, 10.1039/C9NR07035D, (2020).
  • Formation of Semiconducting Supramolecular Fullerene Aggregates in a Dipeptide Organogel, Advanced Materials Technologies, 10.1002/admt.201900829, 5, 3, (2020).
  • Design and analysis of polypeptide nanofiber using full atomistic Molecular Dynamic, Journal of Molecular Liquids, 10.1016/j.molliq.2020.112610, (112610), (2020).
  • Topochemical synthesis of different polymorphs of polymers as a paradigm for tuning properties of polymers, Nature Communications, 10.1038/s41467-020-14733-y, 11, 1, (2020).
  • Preparation of Hydroxyapatite with High Surface Area and Dispersity Templated on Calcium Carbonate in Dipeptide Hydrogels, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 10.1016/j.colsurfa.2020.124740, (124740), (2020).
  • A novel coumarin-derived acylhydrazone Schiff base gelator for synthesis of organogels and identification of Fe3+, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 10.1016/j.saa.2020.118391, (118391), (2020).
  • Bioinspired pH-Sensitive Fluorescent Peptidyl Nanoparticles for Cell Imaging, ACS Applied Materials & Interfaces, 10.1021/acsami.9b17866, (2020).
  • Self‐Assembled Dipeptide Aerogels with Tunable Wettability, Angewandte Chemie International Edition, 10.1002/anie.202005575, 0, 0, (2020).
  • Self‐Assembled Dipeptide Aerogels with Tunable Wettability, Angewandte Chemie, 10.1002/ange.202005575, 0, 0, (2020).
  • Tubular to spherical mesoscopic self‐assembly of C‐ and N‐termini capped dileucines, Peptide Science, 10.1002/pep2.24134, 112, 2, (2019).
  • Role of water in the formation of unusual organogels with cyclo (leucyl–leucyl) , Soft Matter, 10.1039/C9SM00465C, (2019).
  • A Versatile Cyclic Dipeptide Hydrogelator: Self-assembly and Rheology in Various Physiological Conditions, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 10.1016/j.colsurfa.2019.04.020, (2019).
  • Self-assembly of l -phenylalanine amino acid: electrostatic induced hindrance of fibril formation , RSC Advances, 10.1039/C9RA00268E, 9, 22, (12596-12605), (2019).
  • Design of l -Lysine-Based Organogelators and Their Applications in Drug Release Processes , ACS Omega, 10.1021/acsomega.9b01086, 4, 7, (12342-12356), (2019).
  • The Ultrafast Assembly of a Dipeptide Supramolecular Organogel and its Phase Transition from Gel to Crystal, Angewandte Chemie, 10.1002/ange.201903829, 131, 32, (11189-11194), (2019).
  • Real‐Time In‐Situ Monitoring of a Tunable Pentapeptide Gel–Crystal Transition, Angewandte Chemie, 10.1002/ange.201907971, 131, 44, (16016-16022), (2019).
  • The Ultrafast Assembly of a Dipeptide Supramolecular Organogel and its Phase Transition from Gel to Crystal, Angewandte Chemie International Edition, 10.1002/anie.201903829, 58, 32, (11072-11077), (2019).
  • Real‐Time In‐Situ Monitoring of a Tunable Pentapeptide Gel–Crystal Transition, Angewandte Chemie International Edition, 10.1002/anie.201907971, 58, 44, (15869-15875), (2019).
  • Synthesis of Fluorescent Au Clusters Using Self‐Assembled Tripeptides as Reducing Soft Templates, ChemNanoMat, 10.1002/cnma.201800527, 5, 2, (158-162), (2019).
  • Solvent-tunable dipeptide-based nanostructures with enhanced optical-to-electrical transduction, Chemical Communications, 10.1039/C9CC07520H, (2019).
  • Molecular motifs encoding self-assembly of peptide fibers into molecular gels, Soft Matter, 10.1039/C9SM01793C, (2019).
  • Tuning the gelation behavior of short laminin derived peptides via solvent mediated self-assembly, Materials Science and Engineering: C, 10.1016/j.msec.2019.110483, (110483), (2019).
  • Photo- and Aromatic Stacking-Induced Green Emissive Peptidyl Nanoparticles for Cell Imaging and Monitoring of Nucleic Acid Delivery, ACS Applied Materials & Interfaces, 10.1021/acsami.9b03945, (2019).
  • Interaction Among Wormlike Micelles in Polyoxometalate-Based Supramolecular Hydrogel, Langmuir, 10.1021/acs.langmuir.9b00627, (2019).
  • Sensing Organic Amines and Quantitative Monitoring of Intracellular pH Change Using a Fluorescent Self-Assembly System, ACS Applied Polymer Materials, 10.1021/acsapm.9b00238, (2019).
  • Hierarchically oriented organization in supramolecular peptide crystals, Nature Reviews Chemistry, 10.1038/s41570-019-0129-8, (2019).
  • Phase transition behaviors of the self-assembled structures of a dihydrazide derivative, Soft Materials, 10.1080/1539445X.2019.1686706, (1-7), (2019).
  • Organogels, promising drug delivery systems: an update of state-of-the-art and recent applications, Journal of Controlled Release, 10.1016/j.jconrel.2017.12.019, 271, (1-20), (2018).
  • pH-Responsive Self-healing Anticorrosion Coatings based on Benzotriazole-containing Zeolitic Imidazole Framework, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 10.1016/j.colsurfa.2018.10.044, (2018).
  • Self-assembly and anion-response of azobenzene-based l-valinamide derivative, Dyes and Pigments, 10.1016/j.dyepig.2018.04.010, 156, (206-212), (2018).
  • 4-Nitrobenzene thiourea self-assembly system and its transformation upon addition of Hg2+ ion: Applications as sensor to fluoride ion, Sensors and Actuators B: Chemical, 10.1016/j.snb.2018.03.188, 266, (637-644), (2018).
  • pH-Responsive zeolitic imidazole framework nanoparticles with high active inhibitor content for self-healing anticorrosion coatings, Colloids and Surfaces A: Physicochemical and Engineering Aspects, 10.1016/j.colsurfa.2018.06.035, 555, (18-26), (2018).
  • Rational design and self-assembly of short amphiphilic peptides and applications, Current Opinion in Colloid & Interface Science, 10.1016/j.cocis.2018.02.009, 35, (112-123), (2018).
  • Lamellar–cubic transition of a dihydrazide derivative and its effect on the gel stability, Soft Matter, 10.1039/C8SM00227D, 14, 18, (3536-3540), (2018).
  • Metal-Organic Gels of Catechol-Based Ligands with Ni(II) Acetate for Dye Adsorption, Langmuir, 10.1021/acs.langmuir.8b01065, 34, 32, (9435-9441), (2018).
  • Bioinspired Peptide for Imaging Hg 2+ Distribution in Living Cells and Zebrafish Based on Coordination-Mediated Supramolecular Assembling , Analytical Chemistry, 10.1021/acs.analchem.8b00059, 90, 16, (9708-9715), (2018).
  • A Photoinduced Reversible Phase Transition in a Dipeptide Supramolecular Assembly, Angewandte Chemie, 10.1002/ange.201711547, 130, 7, (1921-1925), (2018).
  • A Photoinduced Reversible Phase Transition in a Dipeptide Supramolecular Assembly, Angewandte Chemie International Edition, 10.1002/anie.201711547, 57, 7, (1903-1907), (2018).
  • Synthesis and structure analysis of ferrocene‐containing pseudopeptides, Peptide Science, 10.1002/bip.23072, 110, 5, (2018).
  • Augmenting Photoinduced Charge Transport in a Single‐Component Gel System: Controlled In Situ Gel–Crystal Transformation at Room Temperature, Chemistry – A European Journal, 10.1002/chem.201800218, 24, 23, (6217-6230), (2018).
  • Control on Dimensions and Supramolecular Chirality of Self-Assemblies through Light and Metal Ions, Journal of the American Chemical Society, 10.1021/jacs.8b10024, (2018).
  • Peptide Self-Assembled Nanostructures with Distinct Morphologies and Properties Fabricated by Molecular Design, ACS Applied Materials & Interfaces, 10.1021/acsami.7b11681, 9, 45, (39174-39184), (2017).
  • Solid surface vs. liquid surface: nanoarchitectonics, molecular machines, and DNA origami, Phys. Chem. Chem. Phys., 10.1039/C7CP02280H, 19, 35, (23658-23676), (2017).
  • Dipeptide: from gel to chiral crystal, Science Bulletin, 10.1016/j.scib.2017.11.008, (2017).
  • Thermally Induced Self-Assembly and Cyclization of l -Leucyl- l -Leucine in Solid State , The Journal of Physical Chemistry B, 10.1021/acs.jpcb.7b06759, 121, 36, (8603-8610), (2017).
  • Backbone Engineered γ-Peptide Amphitropic Gels for Immobilization of Semiconductor Quantum Dots and 2D Cell Culture, Langmuir, 10.1021/acs.langmuir.7b01283, 33, 31, (7762-7768), (2017).
  • Drying Affects the Fiber Network in Low Molecular Weight Hydrogels, Biomacromolecules, 10.1021/acs.biomac.7b00823, 18, 11, (3531-3540), (2017).
  • The effect of l -DOPA hydroxyl groups on the formation of supramolecular hydrogels , Org. Biomol. Chem., 10.1039/C7OB01026E, 15, 27, (5797-5804), (2017).
  • Supramolecular Copolymerization of Short Peptides and Polyoxometalates: toward the Fabrication of Underwater Adhesives, Biomacromolecules, 10.1021/acs.biomac.7b00817, 18, 11, (3524-3530), (2017).
  • Induction of Supramolecular Helical Handedness in a Chemical Reaction Directed Self‐Healable Soft Material, ChemistrySelect, 10.1002/slct.201702212, 2, 34, (10984-10989), (2017).
  • Fabrication of Two-dimensional (2D) Ordered Microsphere Aligned by Supramolecular Self-Assembly of Formyl-Azobenzene and Dipeptide, Journal of Colloid and Interface Science, 10.1016/j.jcis.2017.12.054, (2017).
  • Photoluminescence of Diphenylalanine Peptide Nano/Microstructures: From Mechanisms to Applications, Macromolecular Rapid Communications, 10.1002/marc.201700370, 38, 22, (2017).
  • Stimuli‐Responsive Dipeptide–Protein Hydrogels through Schiff Base Coassembly, Macromolecular Rapid Communications, 10.1002/marc.201700408, 38, 20, (2017).
  • Self-Assembly of Peptide-Polyoxometalate Hybrid Sub-micrometer Spheres for Photocatalytic Degradation of Methylene Blue, The Journal of Physical Chemistry B, 10.1021/acs.jpcb.7b07100, (2017).

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.