{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,11]],"date-time":"2026-07-11T00:07:40Z","timestamp":1783728460292,"version":"3.55.0"},"reference-count":75,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2022,1,5]],"date-time":"2022-01-05T00:00:00Z","timestamp":1641340800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004488","name":"Croatian Science Foundation","doi-asserted-by":"publisher","award":["IP-11-2013-7387"],"award-info":[{"award-number":["IP-11-2013-7387"]}],"id":[{"id":"10.13039\/501100004488","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004488","name":"Croatian Science Foundation","doi-asserted-by":"publisher","award":["IP-2018-01-6910"],"award-info":[{"award-number":["IP-2018-01-6910"]}],"id":[{"id":"10.13039\/501100004488","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Polymers"],"abstract":"<jats:p>Controlling the polymerization of supramolecular self-assembly through external stimuli holds great potential for the development of responsive soft materials and manipulation at the nanoscale. Vinyl esters of bis(leu or val)fumaramide (1a and 2a) have been found to be gelators of various organic solvents and were applied in this investigation of the influence of organogelators\u2019 self-assembly on solid-state polymerization induced by gamma and ultraviolet irradiation. Here, we report our investigation into the influences of self-assemblies of bis(amino acid vinyl ester)fumaramides on gamma-ray- and ultraviolet-induced polymerization. The gelator molecules self-assembled by non-covalent interactions, mainly through hydrogen bonds between the amide group (CONH) and the carboxyl group (COO), thus forming a gel network. NMR and FTIR spectroscopy were used to investigate and characterize supramolecular gels. TEM and SEM microscopy were used to investigate the morphology of gels and polymers. Morphology studies showed that the gels contained a filamentous structure of nanometer dimensions that was exhaustive in a three-dimensional network. The prepared derivatives contained reactive alkyl groups suitable for carrying out the polymerization reaction initiated by gamma or ultraviolet radiation in the supramolecular aggregates of selected gels. It was found that the polymerization reaction occurred only in the network of the gel and was dependent on the structure of aggregates or the proximity and orientation of double bonds in the gel network. Polymers were formed by the gels exposure to gamma and ultraviolet radiation in toluene, and water\/DMF gels with transcripts of their gel structure into polymers. The polymeric material was able to immobilize various solvents by swelling. Furthermore, methyl esters of bis(leu and val)fumaramide (1b and 2b) were synthesized; these compounds showed no gelling properties, and the crystal structure of the valine derivative 2b was determined.<\/jats:p>","DOI":"10.3390\/polym14010214","type":"journal-article","created":{"date-parts":[[2022,1,9]],"date-time":"2022-01-09T20:21:56Z","timestamp":1641759716000},"page":"214","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Gamma Radiation- and Ultraviolet-Induced Polymerization of Bis(amino acid)fumaramide Gel Assemblies"],"prefix":"10.3390","volume":"14","author":[{"given":"Tomislav","family":"Gregori\u0107","sequence":"first","affiliation":[{"name":"Laboratory of Supramolecular Chemistry, Division of Organic Chemistry and Biochemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, 10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Janja","family":"Makarevi\u0107","sequence":"additional","affiliation":[{"name":"Laboratory of Supramolecular Chemistry, Division of Organic Chemistry and Biochemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, 10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3486-4291","authenticated-orcid":false,"given":"Zoran","family":"\u0160tefani\u0107","sequence":"additional","affiliation":[{"name":"Laboratory for Chemical and Biological Crystallography, Division of Physical Chemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, 10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mladen","family":"\u017dini\u0107","sequence":"additional","affiliation":[{"name":"Laboratory of Supramolecular Chemistry, Division of Organic Chemistry and Biochemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, 10000 Zagreb, Croatia"},{"name":"Croatian Academy of Sciences and Arts, Trg Nikole \u0160ubi\u0107a Zrinskog 11, 10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9065-7003","authenticated-orcid":false,"given":"Leo","family":"Frkanec","sequence":"additional","affiliation":[{"name":"Laboratory of Supramolecular Chemistry, Division of Organic Chemistry and Biochemistry, Ru\u0111er Bo\u0161kovi\u0107 Institute, 10000 Zagreb, Croatia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2022,1,5]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Weiss, R.G., and Terech, P. (2006). Molecular Gels: Materials with Self-Assembled Fibrillar Networks, Springer.","DOI":"10.1007\/1-4020-3689-2"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"2699","DOI":"10.1039\/b807346e","article-title":"Supramolecular gelling agents: Can they be designed?","volume":"37","author":"Dastidar","year":"2008","journal-title":"Chem. Soc. Rev."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"3133","DOI":"10.1021\/cr9700282","article-title":"Low molecular mass gelators of organic liquids and the properties of their gels","volume":"97","author":"Terech","year":"1997","journal-title":"Chem. Rev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"522","DOI":"10.1039\/B920353M","article-title":"Chiral bis(amino acid)- and bis(amino alcohol)-oxalamidegelators. Gelation properties, self-assembly motifs and chirality effects","volume":"46","author":"Frkanec","year":"2010","journal-title":"Chem. Commun."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"6035","DOI":"10.1039\/C5CS00136F","article-title":"To gel or not to gel: Correlating molecular gelation with solvent parameters","volume":"44","author":"Lan","year":"2015","journal-title":"Chem. Soc. Rev."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1007\/b107170","article-title":"Gelation with small molecules: From formation mechanism to nanostructure architecture","volume":"256","author":"Liu","year":"2005","journal-title":"Top. Curr. Chem."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"160","DOI":"10.1002\/mabi.201000316","article-title":"Dipeptide and tripeptide conjugates as low-molecular-weight hydrogelators","volume":"11","author":"Adams","year":"2011","journal-title":"Macromol. Biosci."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1038\/nchem.283","article-title":"Anion-tuning of supramolecular gel properties","volume":"1","author":"Lloyd","year":"2009","journal-title":"Nat. Chem."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"821","DOI":"10.1039\/b417081b","article-title":"Supramolecular gels: Functions and uses","volume":"34","author":"Sangeetha","year":"2005","journal-title":"Chem. Soc. Rev."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"5428","DOI":"10.1039\/C4SM00507D","article-title":"Gelation induced supramolecular chirality: Chirality transfer, amplification and application","volume":"10","author":"Duan","year":"2014","journal-title":"Soft Matter"},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"3615","DOI":"10.1002\/ejoc.200400723","article-title":"Design and application of self-assembled low molecular weight hydrogels","volume":"2005","author":"Feringa","year":"2005","journal-title":"Eur. J. Org. Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"1973","DOI":"10.1021\/cr400195e","article-title":"Functional \u03c0-gelators and their applications","volume":"114","author":"Babu","year":"2014","journal-title":"Chem. Rev."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"95","DOI":"10.1163\/138577211X555721","article-title":"Organogels: Properties and applications in drug deliver","volume":"14","author":"Sahoo","year":"2011","journal-title":"Des. Monomers Polym."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"279","DOI":"10.1039\/C4MH00245H","article-title":"Expanding the scope of gels\u2014Combining polymers with low-molecular-weight gelators to yield modified self-assembling smart materials with high-tech applications","volume":"2","author":"Cornwell","year":"2015","journal-title":"Mater. Horiz."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"1044","DOI":"10.1039\/b9nj00764d","article-title":"Supramolecular gels as active media for organic reactions and catalysis","volume":"34","author":"Escuder","year":"2010","journal-title":"New J. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"47","DOI":"10.1080\/1539445X.2012.756016","article-title":"Organogels as matrices for controlled drug delivery: A review on the current state","volume":"12","author":"Sagiri","year":"2014","journal-title":"Soft Mater."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"1037","DOI":"10.1038\/nchem.859","article-title":"Anion-switchable supramolecular gels for controlling pharmaceutical crystal growth","volume":"2","author":"Foster","year":"2010","journal-title":"Nat. Chem."},{"key":"ref_18","first-page":"2238","article-title":"Gels with exceptional thermal stability formed by bis(amino acid) oxalamide gelators and solvents of low polarity","volume":"19","author":"Frkanec","year":"2002","journal-title":"Chem. Commun."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"3066","DOI":"10.1002\/chem.200902342","article-title":"Positionally isomeric organic gelators: Structure\u2013gelation study, racemic versus enantiomeric gelators, and solvation effects","volume":"16","author":"Frkanec","year":"2010","journal-title":"Chem. Eur. J."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"945","DOI":"10.3762\/bjoc.6.106","article-title":"Oxalyl retro-peptide gelators. Synthesis, gelation properties and stereochemical effects","volume":"6","author":"Frkanec","year":"2010","journal-title":"Beilstein J. Org. Chem."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"223","DOI":"10.1007\/b99915","article-title":"Gels as templates for nanotubes","volume":"248","author":"Jung","year":"2004","journal-title":"Top. Curr. Chem."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"728","DOI":"10.1021\/jp909016r","article-title":"A novel supramolecular organogel nanotubular template approach for conducting nanomaterials","volume":"114","author":"Anilkumar","year":"2010","journal-title":"J. Phys. Chem. B"},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"6711","DOI":"10.1021\/cm102181e","article-title":"Tunable one-dimensional helical nanostructures: From supramolecular self-assemblies to silica nanomaterials","volume":"22","author":"Lin","year":"2010","journal-title":"J. Chem. Mater."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"4286","DOI":"10.1039\/c002959a","article-title":"Fabrication of silica nanotubes by using self-assembled gels and their applications in environmental and biological fields","volume":"39","author":"Jung","year":"2010","journal-title":"Chem. Soc. Rev."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"7323","DOI":"10.1021\/jp200515s","article-title":"Photoluminescent lanthanide-doped silica nanotubes: Sol\u2212gel transcription from functional template","volume":"115","author":"Qiao","year":"2011","journal-title":"J. Phys. Chem. C"},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"2263","DOI":"10.1002\/1521-3773(20000703)39:13<2263::AID-ANIE2263>3.0.CO;2-V","article-title":"New functional materials based on self-assembling organogels: From serendipity towards design","volume":"39","author":"Feringa","year":"2000","journal-title":"Agew. Chem. Int. Ed."},{"key":"ref_27","doi-asserted-by":"crossref","unstructured":"Christoff-Tempesta, T., Lew, A.J., and Ortony, J.H. (2018). Beyond covalent crosslinks: Applications of supramolecular gels. Gels, 4.","DOI":"10.3390\/gels4020040"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"7098","DOI":"10.1039\/c3nr02176a","article-title":"Supramolecular self-assemblies as functional nanomaterials","volume":"5","author":"Busseron","year":"2013","journal-title":"Nanoscale"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"9079","DOI":"10.1021\/la061521o","article-title":"Surface-enhanced raman scattering on molecular self-assembly in nanoparticle-hydrogel composite","volume":"22","author":"Frkanec","year":"2006","journal-title":"Langmuir"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"1799","DOI":"10.1002\/jrs.2039","article-title":"Surface-enhanced raman scattering on colloid gels originated from low molecular weight gelator","volume":"39","author":"Frkanec","year":"2008","journal-title":"J. Raman Spectrosc."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"1379","DOI":"10.1039\/C0CC03293J","article-title":"Supramolecular gel chemistry: Developments over the last decade","volume":"47","author":"Steed","year":"2011","journal-title":"Chem. Commun."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"776","DOI":"10.1038\/pj.2014.64","article-title":"Development of low-molecular-weight gelators and polymer-based gelators","volume":"46","author":"Hanabusa","year":"2014","journal-title":"Polym. J."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"7291","DOI":"10.1021\/ja060573x","article-title":"Self-assembly of peptide\u2014Amphiphile nanofibers:\u2009 The roles of hydrogen bonding and amphiphilic packing","volume":"128","author":"Paramonov","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"1674","DOI":"10.1021\/ar8000926","article-title":"Molecular self-assembly into one-dimensional nanostructures","volume":"41","author":"Palmer","year":"2008","journal-title":"Acc. Chem. Res."},{"key":"ref_35","doi-asserted-by":"crossref","unstructured":"Ashfaq, A., Clochard, M.-C., Coqueret, X., Dispenza, C., Driscoll, M.S., Ula\u0144ski, P., and Al-Sheikhly, M. (2020). Polymerization reactions and modifications of polymers by ionizing radiation. Polymers, 12.","DOI":"10.3390\/polym12122877"},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"4160","DOI":"10.1039\/c1sm05166k","article-title":"Molecular imprinting into organogel nanofibers","volume":"7","author":"Kim","year":"2011","journal-title":"Soft Matter"},{"key":"ref_37","first-page":"727","article-title":"Supramolecular materials via polymerization of mesophases of hydrated","volume":"102","author":"Mueller","year":"2002","journal-title":"Amphiphileschem. Rev."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"2780","DOI":"10.1002\/adma.200700117","article-title":"Polymerization of an organogel formed by a hetero-bifunctional gelator in a monomeric solvent: Preparation of nanofibers embedded in a polymer matrix","volume":"19","author":"Kang","year":"2007","journal-title":"Adv. Mater."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"1954","DOI":"10.1002\/1521-3765(20020415)8:8<1954::AID-CHEM1954>3.0.CO;2-X","article-title":"Synthesis and self-assembling properties of polymerizable organogelators","volume":"8","author":"Wang","year":"2002","journal-title":"Chem. Eur. J."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"12675","DOI":"10.1021\/ja972899z","article-title":"Remarkable stabilization of self-assembled organogels by polymerization","volume":"119","author":"Stokroos","year":"1997","journal-title":"J. Am. Chem. Soc."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"4734","DOI":"10.1021\/jo052317t","article-title":"Synthesis and self-assembling properties of diacetylene-containing glycolipids","volume":"71","author":"Nie","year":"2006","journal-title":"J. Org. Chem."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"7545","DOI":"10.1021\/la000522s","article-title":"Polymerization of a diacetylene dicholesteryl ester having two urethanes in organic gel states","volume":"16","author":"Tamaoki","year":"2000","journal-title":"Langmuir"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"2879","DOI":"10.1021\/cm034099v","article-title":"Low molecular-mass gelators with diyne functional groups and their unpolymerized and polymerized gel assemblies","volume":"15","author":"George","year":"2003","journal-title":"Chem. Mater."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"234","DOI":"10.3762\/bjoc.7.31","article-title":"Synthesis and self-assembly of 1-deoxyglucose derivatives as low molecular weight organogelators","volume":"7","author":"Wang","year":"2011","journal-title":"Beilstein J. Org. Chem."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"16213","DOI":"10.1021\/ja065434u","article-title":"Self-organized ureido substituted diacetylenic organogel. Photopolymerization of one-dimensional supramolecular assemblies to give conjugated nanofibers","volume":"128","author":"Dautel","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"104","DOI":"10.1021\/ja802531j","article-title":"Multistate photo-induced relaxation and photoisomerization ability of fumaramide threads: A computational and experimental study","volume":"131","author":"Haraszkiewicz","year":"2009","journal-title":"J. Am. Chem. Soc."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"2754","DOI":"10.1021\/la047183d","article-title":"Photoinduced gelation by stilbene oxalyl amide compounds","volume":"21","author":"Frkanec","year":"2005","journal-title":"Langmuir"},{"key":"ref_48","first-page":"1323","article-title":"Gelation ability of novel oxamide-based derivatives bearing a stilbene as a photo-responsive unit","volume":"2005","author":"Frkanec","year":"2006","journal-title":"Eur. J. Org. Chem."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"9716","DOI":"10.1021\/ja027189u","article-title":"Bis(PheOH) maleic acid amide-fumaric acid amide photoizomerization induces microsphere-to-gel fiber morphological transition:\u2009 The photoinduced gelation system","volume":"124","author":"Frkanec","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"ref_50","doi-asserted-by":"crossref","first-page":"3977","DOI":"10.1002\/chem.200701904","article-title":"Photo gel\u2013sol\/sol\u2013gel transition and its patterning of a supramolecular hydrogel as stimuli-responsive biomaterials","volume":"14","author":"Matsumoto","year":"2008","journal-title":"Chem. Eur. J."},{"key":"ref_51","doi-asserted-by":"crossref","first-page":"99","DOI":"10.1039\/C3CS60178A","article-title":"Functional interlocked systems","volume":"43","author":"Cantekin","year":"2014","journal-title":"Chem. Soc. Rev."},{"key":"ref_52","doi-asserted-by":"crossref","first-page":"10","DOI":"10.1073\/pnas.0134757100","article-title":"Photoisomerization of a rotaxane hydrogen bonding template: Light-induced acceleration of a large amplitude rotational motion","volume":"100","author":"Gatti","year":"2003","journal-title":"Proc. Natl. Acad. Sci. USA"},{"key":"ref_53","doi-asserted-by":"crossref","first-page":"1532","DOI":"10.1126\/science.1103949","article-title":"A reversible synthetic rotary molecular motor","volume":"306","author":"Hernandez","year":"2004","journal-title":"Science"},{"key":"ref_54","doi-asserted-by":"crossref","first-page":"2296","DOI":"10.1002\/anie.200250745","article-title":"Remarkable positional discrimination in bistable light- and heat-switchable hydrogen-bonded molecular shuttles","volume":"42","author":"Altieri","year":"2003","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_55","doi-asserted-by":"crossref","first-page":"4333","DOI":"10.1016\/S0142-9612(02)00178-3","article-title":"Photocrosslinking characteristics and mechanical properties of diethyl fumarate\/poly(propylene fumarate) biomaterials","volume":"23","author":"Fisher","year":"2002","journal-title":"Biomaterials"},{"key":"ref_56","first-page":"759","article-title":"Radical polymerizability of fumaramide derivatives","volume":"12","author":"Azuma","year":"1974","journal-title":"J. Polym. Sci."},{"key":"ref_57","doi-asserted-by":"crossref","first-page":"6172","DOI":"10.1021\/ma070344a","article-title":"Characterization and photopolymerization of divinyl fumarate","volume":"40","author":"Wei","year":"2007","journal-title":"Macromolecules"},{"key":"ref_58","doi-asserted-by":"crossref","first-page":"4307","DOI":"10.1016\/S0142-9612(02)00175-8","article-title":"Photopolymerizable hydrogels for tissue engineering applications","volume":"23","author":"Nguyen","year":"2002","journal-title":"Biomaterials"},{"key":"ref_59","doi-asserted-by":"crossref","first-page":"1140","DOI":"10.1016\/j.radphyschem.2006.11.003","article-title":"Microwave-assisted radical polymerization of dialkyl fumarates","volume":"76","author":"Cortizoa","year":"2007","journal-title":"Radiat. Phys. Chem."},{"key":"ref_60","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.radphyschem.2004.10.005","article-title":"Radiation polymerization of diethyl fumarate","volume":"73","author":"Alkassiri","year":"2005","journal-title":"Radiat. Phys. Chem."},{"key":"ref_61","doi-asserted-by":"crossref","first-page":"1550","DOI":"10.1016\/j.radmeas.2008.05.017","article-title":"Diethyl fumarate dimethyl formamide solution for high dose dosimetry","volume":"43","author":"Zayzafoon","year":"2008","journal-title":"Radiat. Meas."},{"key":"ref_62","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1007\/s00289-007-0839-9","article-title":"Radical polymerization of fumaramide and fumaramate derivatives for homogeneous Langmuir monolayers","volume":"60","author":"Michinobu","year":"2008","journal-title":"Polym. Bull."},{"key":"ref_63","doi-asserted-by":"crossref","first-page":"6056","DOI":"10.1021\/ja061251w","article-title":"\u201cClick\u201d chemistry in a supramolecular environment: Stabilization of organogels by copper(I)-catalyzed azide-alkyne [3 + 2] cycloadd","volume":"128","author":"Diaz","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref_64","doi-asserted-by":"crossref","unstructured":"Armarego, W.L.F., and Chai, C.L.L. (2009). Purification of Laboratory Chemicals, Butterworth-Heinemann Elsevier Inc.. [6th ed.].","DOI":"10.1016\/B978-1-85617-567-8.50012-3"},{"key":"ref_65","doi-asserted-by":"crossref","first-page":"11679","DOI":"10.1021\/ja0016811","article-title":"Anatomy of a gel. Amino acid derivatives that rigidify water at submillimolar concentrations","volume":"122","author":"Menger","year":"2000","journal-title":"J. Am. Chem. Soc."},{"key":"ref_66","doi-asserted-by":"crossref","first-page":"2218","DOI":"10.1039\/b518289a","article-title":"Smart amphiphiles: Hydro\/organogelators for in situreduction of gold","volume":"21","author":"Vemula","year":"2006","journal-title":"Chem. Commun."},{"key":"ref_67","doi-asserted-by":"crossref","first-page":"9169","DOI":"10.1021\/jo201686e","article-title":"In situ formation of N-trifluoroacetoxy succinimide (TFA-NHS): One-pot formation of succinimidyl esters, N-trifluoroacetyl amino acid succinimidyl esters, and N-maleoyl amino acid succinimidyl esters","volume":"76","author":"Leonard","year":"2011","journal-title":"J. Org. Chem."},{"key":"ref_68","doi-asserted-by":"crossref","first-page":"741","DOI":"10.1039\/c2py00531j","article-title":"Amino acid vinyl esters: A new monomer palette for degradable polycationic materials","volume":"3","author":"Thomas","year":"2012","journal-title":"Polym. Chem."},{"key":"ref_69","doi-asserted-by":"crossref","first-page":"11315","DOI":"10.1021\/ja0257366","article-title":"Solution and solid-state models of peptide CH\u00b7\u00b7\u00b7O hydrogen bonds","volume":"124","author":"Baures","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"ref_70","doi-asserted-by":"crossref","first-page":"4362","DOI":"10.1002\/chem.200501123","article-title":"Synthesis of small tripeptide molecules through a catalysis sequence comprising metathesis and aminohydroxylation","volume":"12","author":"Streuff","year":"2006","journal-title":"Chem. Eur. J."},{"key":"ref_71","doi-asserted-by":"crossref","first-page":"2","DOI":"10.1016\/j.molcata.2006.02.019","article-title":"Similarities between the reactions of dioxygen and alkenes with palladium(0): Relevance to the use of benzoquinone and molecular oxygen as stoichiometric oxidants in palladium-catalyzed oxidation reactions","volume":"251","author":"Popp","year":"2006","journal-title":"J. Mol. Catal. A Chem."},{"key":"ref_72","unstructured":"(2012). Sybyl-X Molecular Modeling Software Packages, Version 2.0, Certara, Tripos Inc."},{"key":"ref_73","doi-asserted-by":"crossref","first-page":"473","DOI":"10.1080\/07391102.1997.10508959","article-title":"Molecular mechanics calculations of proteins. Comparison of different energy minimization strategies","volume":"15","author":"Christensen","year":"1997","journal-title":"J. Biomol. Struct. Dyn."},{"key":"ref_74","doi-asserted-by":"crossref","first-page":"4062","DOI":"10.1039\/D0CS00840K","article-title":"Topochemical polymerizations for the solid-state synthesis of organic polymers","volume":"50","author":"Hema","year":"2021","journal-title":"Chem. Soc. Rev."},{"key":"ref_75","doi-asserted-by":"crossref","first-page":"647","DOI":"10.1351\/pac197127040647","article-title":"Photodimerization in the solid state","volume":"27","author":"Schmidt","year":"1971","journal-title":"Pure Appl. Chem."}],"container-title":["Polymers"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-4360\/14\/1\/214\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,13]],"date-time":"2025-10-13T13:26:46Z","timestamp":1760362006000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-4360\/14\/1\/214"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,1,5]]},"references-count":75,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2022,1]]}},"alternative-id":["polym14010214"],"URL":"https:\/\/doi.org\/10.3390\/polym14010214","relation":{},"ISSN":["2073-4360"],"issn-type":[{"value":"2073-4360","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,1,5]]}}}