Bio-inspired Supramolecular Materials by Orthogonal Self-assembly of Hydrogelators and Phospholipids

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2018 Jul 24

PMID 30034743

Citations 10

Authors

J Boekhoven

A M Brizard

M C A Stuart

L Florusse

G Raffy

A Del Guerzo

J H van Esch

Affiliations

Soon will be listed here.

Abstract

The orthogonal self-assembly of multiple components is a powerful strategy towards the formation of complex biomimetic architectures, but so far the rules for designing such systems are unclear. Here we show how to identify orthogonal self-assembly at the supramolecular level and describe guidelines to achieve self-sorting in self-assembled mixed systems. By investigating multicomponent self-assembled systems consisting of low molecular weight gelators and phospholipids, both at a molecular and a supramolecular level, we found that orthogonal self-assembly can only take place if the entities assemble a strong and distinct set of interactions. The resulting supramolecular architectures consist of fibrillar networks that coexist with liposomes and thereby provide additional levels of compartmentalization and enhanced stability as compared to self-assembled systems of gelators or phospholipids alone.

Citing Articles

Cell-Like Synthetic Supramolecular Soft Materials Realized in Multicomponent, Non-/Out-of-Equilibrium Dynamic Systems.

Kubota R, Hamachi I Adv Sci (Weinh). 2023; 11(8):e2306830.

PMID: 38018341 PMC: 10885657. DOI: 10.1002/advs.202306830.

Effect of the Cationic Head Group on Cationic Surfactant-Based Surfactant Mediated Gelation (SMG).

Aramaki K, Takimoto E, Yamaguchi T Int J Mol Sci. 2020; 21(21).

PMID: 33126751 PMC: 7663335. DOI: 10.3390/ijms21218046.

Control of seed formation allows two distinct self-sorting patterns of supramolecular nanofibers.

Kubota R, Nagao K, Tanaka W, Matsumura R, Aoyama T, Urayama K Nat Commun. 2020; 11(1):4100.

PMID: 32796855 PMC: 7428048. DOI: 10.1038/s41467-020-17984-x.

Annealing Supramolecular Gels by a Reaction Relay.

Panja S, Fuentes-Caparros A, Cross E, Cavalcanti L, Adams D Chem Mater. 2020; 32(12):5264-5271.

PMID: 32595268 PMC: 7315816. DOI: 10.1021/acs.chemmater.0c01483.

Formulation and evaluation of simvastatin polymeric nanoparticles loaded in hydrogel for optimum wound healing purpose.

Aly U, Abou-Taleb H, Abdellatif A, Tolba N Drug Des Devel Ther. 2019; 13:1567-1580.

PMID: 31190737 PMC: 6512793. DOI: 10.2147/DDDT.S198413.

References

Makarevic J, Jokic M, Peric B, Tomisic V, Zinic M . Bis(amino acid) oxalyl amides as ambidextrous gelators of water and organic solvents: supramolecular gels with temperature dependent assembly/dissolution equilibrium. Chemistry. 2001; 7(15):3328-41. DOI: 10.1002/1521-3765(20010803)7:15<3328::aid-chem3328>3.0.co;2-c. View

Janiak M, Small D, Shipley G . Nature of the Thermal pretransition of synthetic phospholipids: dimyristolyl- and dipalmitoyllecithin. Biochemistry. 1976; 15(21):4575-80. DOI: 10.1021/bi00666a005. View

Poolman J, Boekhoven J, Besselink A, Olive A, van Esch J, Eelkema R . Variable gelation time and stiffness of low-molecular-weight hydrogels through catalytic control over self-assembly. Nat Protoc. 2014; 9(4):977-88. DOI: 10.1038/nprot.2014.055. View

Fleming S, Debnath S, Frederix P, Hunt N, Ulijn R . Insights into the coassembly of hydrogelators and surfactants based on aromatic peptide amphiphiles. Biomacromolecules. 2014; 15(4):1171-84. DOI: 10.1021/bm401720z. View

Whitesides G, Grzybowski B . Self-assembly at all scales. Science. 2002; 295(5564):2418-21. DOI: 10.1126/science.1070821. View

Percec V, Wilson D, Leowanawat P, Wilson C, Hughes A, Kaucher M . Self-assembly of Janus dendrimers into uniform dendrimersomes and other complex architectures. Science. 2010; 328(5981):1009-14. DOI: 10.1126/science.1185547. View

Struck D, Hoekstra D, Pagano R . Use of resonance energy transfer to monitor membrane fusion. Biochemistry. 1981; 20(14):4093-9. DOI: 10.1021/bi00517a023. View

Pal A, Besenius P, Sijbesma R . Self-sorting in rodlike micelles of chiral bisurea bolaamphiphiles. J Am Chem Soc. 2011; 133(33):12987-9. DOI: 10.1021/ja205345e. View

Nakanishi H, Bishop K, Kowalczyk B, Nitzan A, Weiss E, Tretiakov K . Photoconductance and inverse photoconductance in films of functionalized metal nanoparticles. Nature. 2009; 460(7253):371-5. DOI: 10.1038/nature08131. View

10.

Raeburn J, Adams D . Multicomponent low molecular weight gelators. Chem Commun (Camb). 2014; 51(25):5170-80. DOI: 10.1039/c4cc08626k. View

11.

Wu A, Isaacs L . Self-sorting: the exception or the rule?. J Am Chem Soc. 2003; 125(16):4831-5. DOI: 10.1021/ja028913b. View

12.

Lehn J . Toward self-organization and complex matter. Science. 2002; 295(5564):2400-3. DOI: 10.1126/science.1071063. View

13.

Heeres A, van der Pol C, Stuart M, Friggeri A, Feringa B, van Esch J . Orthogonal self-assembly of low molecular weight hydrogelators and surfactants. J Am Chem Soc. 2003; 125(47):14252-3. DOI: 10.1021/ja036954h. View

14.

Nagle J, Tristram-Nagle S . Structure of lipid bilayers. Biochim Biophys Acta. 2000; 1469(3):159-95. PMC: 2747654. DOI: 10.1016/s0304-4157(00)00016-2. View

15.

Weiss R . Preface to the molecular and polymer gels; materials with self-assembled fibrillar networks special issue. Langmuir. 2010; 25(15):8369. DOI: 10.1021/la901621x. View

16.

Brizard A, Stuart M, van Esch J . Self-assembled interpenetrating networks by orthogonal self assembly of surfactants and hydrogelators. Faraday Discuss. 2010; 143:345-57. DOI: 10.1039/b903806j. View

17.

Wolf C, RIDEAL E . The Properties of Dibenzoylcystine. Biochem J. 1922; 16(5):548-55. PMC: 1259109. DOI: 10.1042/bj0160548. View

18.

Morris K, Chen L, Raeburn J, Sellick O, Cotanda P, Paul A . Chemically programmed self-sorting of gelator networks. Nat Commun. 2013; 4:1480. DOI: 10.1038/ncomms2499. View

19.

Kato T . Self-assembly of phase-segregated liquid crystal structures. Science. 2002; 295(5564):2414-8. DOI: 10.1126/science.1070967. View

20.

Lee H, Soukasene S, Jiang H, Zhang S, Feng W, Stupp S . Light-induced self-assembly of nanofibers inside liposomes. Soft Matter. 2009; 4(5):962-964. PMC: 2662686. DOI: 10.1039/b719486b. View