Control of smectic layering in mono- vs disaccharide-coated polydiacetylenes

References

• Goodby JW, Görtz V, Cowling SJ, et al. Thermotropic liquid crystalline glycolipids. Chem Soc Rev. 2007;36:1971–2032.
   PubMed Web of Science ®Google Scholar
• Garidel P, Kaconis Y, Heinbockel L, et al. Self-Organisation, thermotropic and lyotropic properties of glycolipids related to their biological implications. Open Biochem J. 2015;9:49–72.
   PubMedGoogle Scholar
• Jeffrey GA. Carbohydrate liquid crystals. Acc Chem Res. 1986;19:168–173.
   Web of Science ®Google Scholar
• Jeffrey GA, Wingert LM. Carbohydrate liquid crystals. Liq Cryst. 1992;12:179–202.
   Web of Science ®Google Scholar
• Van Doren HA, Smits E, Pestman JM, et al. Mesogenic sugars. from aldoses to liquid crystals and surfactants. Chem Soc Rev. 2000;29:183–199.
   Web of Science ®Google Scholar
• Vill V, Hashim R. Carbohydrate liquid crystals: structure–property relationship of thermotropic and lyotropic glycolipids. Curr Opin Colloid Interface Sci. 2002;7:395–409.
   Web of Science ®Google Scholar
• Cook AG, Wardell JL, Imrie CT. Carbohydrate liquid crystals: Synthesis and characterisation of the methyl-6-O-(n-acyl)-α-D-glucopyranosides. Chem Phys Lipids. 2011;164:118–124.
   PubMed Web of Science ®Google Scholar
• Goodby JW. Liquid crystal phases exhibited by some monosaccharides. Mol Cryst Liq Cryst. 1984;110:205–219.
   Web of Science ®Google Scholar
• Dumoulin F, Lafont D, Boullanger P, et al. Self-Organizing properties of natural and related synthetic glycolipids. J Am Chem Soc. 2002;124:13737–13748.
   PubMed Web of Science ®Google Scholar
• Goodby JW. Liquid-Crystalline glycolipids: towards understanding the roles of liquid crystals in biological and life processes. Liq Cryst. 2006;33:1229–1237.
   Web of Science ®Google Scholar
• Singh MK, Jayaraman N. Carbohydrate-Based liquid crystals. J Indian Inst Sci. 2009;89:113–135.
   Google Scholar
• Abraham S, Paul S, Narayan G, et al. Observation of a chiral smectic phase in azobenzene-linked bolaamphiphiles containing free sugars. Adv Funct Mater. 2005;15:1579–1584.
   Web of Science ®Google Scholar
• Das S, Gopinathan N, Abraham S, et al. Manifestation of a chiral smectic c phase in diphenylbutadiene-cored bolaamphiphilic sugars. Adv Funct Mater. 2008;18:1632–1640.
   Web of Science ®Google Scholar
• Merrill AH Jr, Vu MN. Glycolipids. In: Merrill AH Jr, Vu MN. Encyclopedia of cell biology. Waltham: Academic Press; 2016. p. 180–193.
   Google Scholar
• D’-Angelo G, Capasso S, Sticco L, et al. Glycosphingolipids: Synthesis and functions. Febs J. 2013;280:6338–6353.
   PubMed Web of Science ®Google Scholar
• Hunter CD, Guo T, Daskhan G, et al. Synthetic strategies for modified glycosphingolipids and their design as probes. Chem Rev. 2018;118:8188–8241.
   PubMed Web of Science ®Google Scholar
• Delbianco M, Bharate P, et al. Carbohydrates in supramolecular chemistry. Chem Rev. 2016;116:1693–1752.
   PubMed Web of Science ®Google Scholar
• Singh MK, Jayaraman N, Rao DSS, et al. Effect of the C-2 hydroxyl group on the mesomorphism of alkyl glycosides: synthesis and thermotropic behavior of alkyl 2-deoxy-d-arabino-hexopyranosides. Chem Phys Lipids. 2008;155:90–97.
   PubMed Web of Science ®Google Scholar
• Singh MK, Jayaraman N, Rao DSS, et al. Role of hydroxyl group on the mesomorphism of alkyl glycosides: synthesis and thermal behavior of alkyl 6-deoxy-d-glucopyranosides. Chem Phys Lipids. 2010;163:580–585.
   PubMed Web of Science ®Google Scholar
• Yadav S, Naresh K, Jayaraman N. Surface ligand density switches glycovesicles between monomeric and multimeric lectin recognition. Chembiochem. 2021;22:485–490.
   PubMed Web of Science ®Google Scholar
• Yadav S, Gowda A, Jayaraman N. Mesomorphic sugar-coated polydiacetylene polymers. Macromol Chem Phys. 2020;221:1900451(1–19004510).
   Web of Science ®Google Scholar
• Sun X, Chen T, Huang S, et al. Chromatic polydiacetylene with novel sensitivity. Chem Soc Rev. 2010;39:4244–4257.
   PubMed Web of Science ®Google Scholar
• Chen X, Zhou G, Peng X, et al. Biosensors and chemosensors based on the optical responses of polydiacetylenes. Chem Soc Rev. 2012;41:4610–4630.
   PubMed Web of Science ®Google Scholar
• Weston M, Tjandra AD, Chandrawati R. Tuning chromatic response, sensitivity, and specificity of polydiacetylene-based sensors. Polym Chem. 2020;11:166–183.
   Web of Science ®Google Scholar
• Qian X, Stadler B. Recent developments in polydiacetylene-based sensors. Chem Mater. 2019;31:1196–1222.
   Web of Science ®Google Scholar
• Wang W, Lieser G, Wegner G. Bright field image of banded texture in lyotropic liquid crystals of a polydiacetylene. Macromol Chem. 1993;194:1289–1297.
   Web of Science ®Google Scholar
• Tahir MN, Abdulhamied E, Nyayachavadi A, et al. Topochemical polymerization of a nematic tetraazaporphyrin derivative to generate soluble polydiacetylene nanowires. Langmuir. 2019;35:15158–15167.
   PubMed Web of Science ®Google Scholar
• Grant B. Diacetylenic liquid crystals: synthesis and preliminary characterization of 4,4′-dialkyl and 4,4′-dialkoxy derivatives of diphenyldiacetylene. Mol Cryst Liq Cryst. 1978;48:175–182.
   Web of Science ®Google Scholar
• Uchimura M, Kang S, Ishige R, et al. Synthesis of liquid crystal molecules based on bis(biphenyl)diacetylene and their liquid crystallinity. Chem Lett. 2010;39:513–515.
   Web of Science ®Google Scholar
• Chang JY, Baik JH, Lee CB, et al. Liquid crystals obtained from disclike mesogenic diacetylenes and their polymerization. J Am Chem Soc. 1997;119:3197–3198.
   Web of Science ®Google Scholar
• Hammond PT, Rubner MF. Thermochromism in liquid crystalline polydiacetylenes Macromolecules. 1997;30:5773–5782.
   Google Scholar
• Tsibouklis J. The liquid-crystalline-state polymerization of diacetylenes. Adv Mater. 1995;7:407–408.
   Web of Science ®Google Scholar
• Mandal J, Prasad SK, Rao DSS, et al. Periodically clickable polyesters: Study of intrachain self-segregation induced folding, crystallization, and mesophase formation. J Am Chem Soc. 2014;136:2538–2545.
   PubMed Web of Science ®Google Scholar
• Diele S, Lose D, Kruth H, et al. Liquid crystalline phases of perfluorinated compounds with segregated sublayers. Liq Cryst. 1996;21:603–608.
   Web of Science ®Google Scholar
• Prasad SK, Rao DSS, Sridevi S, et al. Unusual dielectric and electrical switching behavior in the de Vries smectic a phase of two organosiloxane derivatives Phys. Rev Lett. 2009;102:147802.
   PubMed Web of Science ®Google Scholar
• Kumar P, Rao DSS, Prasad SK, et al. Connector type-controlled mesophase structures in poly(propyl ether imine) dendritic liquid crystals of identical dendrimer generations J. Polym Sci, Part a. 2017;55:3665–3678.
   Web of Science ®Google Scholar
• Bhat SA, Rao DSS, Prasad SK, et al. Chiral plasmonic liquid crystal gold nanoparticles: self-assembly into a circular dichroism responsive helical lamellar superstructure. Nanoscale Adv. 2021;3:2269–2279.
   Web of Science ®Google Scholar
• Jayaraman N, Singh MK, Rao DSS, et al. Studies of the mesomorphic behavior of bivalent carbohydrate amphiphiles. J Mater Chem. 2007;17:2228–2232.
   Web of Science ®Google Scholar