Geared Toward Applications: A Perspective on Functional Sequence-Controlled Polymers

Yang, Cangjie; Wu, Kevin; Yu, Deng; Yuan, Jingsong; Niu, Jia

doi:10.1021/acsmacrolett.0c00855

Cited by 76 publications

(82 citation statements)

References 155 publications

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“…Compared to solution-phase synthesis, solid-phase synthesis greatly simplifies product purification and has become the predominant strategy for preparing polypeptides, nucleic acids, glycans, and sequence-defined polymers. [47,48,49] To investigate the efficiency of the clickable disaccharides in the solid-phase synthesis, we constructed a model 6-O-sulfated octasaccharide O2 using 17. To avoid premature desulfation under acidic and basic cleavage conditions, a photocleavable 3-amino-3-(2nitrophenyl)propanoic acid (ANP) linker was coupled onto the amine-functionalized Tentagel solid support (0.4 mmol/g of amino groups), before a 5-hexynoic acid initiator was coupled to the solid support (Figure 3a, S3 & S4).…”

Section: Resultsmentioning

confidence: 99%

Heparan Sulfate Glycomimetics via Iterative Assembly of “Clickable” Disaccharides

Yang

Wang

et al. 2022

Preprint

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Heparan sulfate (HS) glycosaminoglycans are widely expressed on the mammalian cell surfaces and extracellular matrices and play important roles in variety of cell functions. Studies on the structure-activity relationships of HS have long been hampered by the challenges in obtaining chemically defined HS structures with unique sulfation patterns. Here, we report a new approach to HS glycomimetics based on iterative assembly of clickable disaccharide building blocks that mimic the disaccharide repeating units of native HS. Variably sulfated clickable disaccharides were facilely assembled into a library of mass spec-sequencible HS-mimetic oligomers with defined sulfation patterns by solution-phase and solid-phase iterative syntheses. Microarray and surface plasmon resonance (SPR) binding assays corroborated with the molecular dynamic (MD) simulation and confirmed that these HS-mimetic oligomers bind protein fibroblast growth factor 2 (FGF-2) in a sulfation-dependent manner consistent with that of the native HS. This work established a general approach to HS glycomimetics that can potentially serve as alternatives to native HS in both fundamental research and disease models.

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Section: Resultsmentioning

confidence: 99%

Heparan Sulfate Glycomimetics via Iterative Assembly of “Clickable” Disaccharides

Yang

Wang

et al. 2022

Preprint

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“…The great potential inherent in foldamers results from the possibility of extending the alphabet with abiotic monomers. Furthermore, the development of precision polymer chemistry methods [ 154 , 155 , 156 ] leading to sequence-defined macromolecules provides opportunities for new types of foldamers based on an abiotic backbone [ 157 , 158 , 159 , 160 , 161 ].…”

Section: Foldamers In Sensingmentioning

confidence: 99%

Shaping Macromolecules for Sensing Applications—From Polymer Hydrogels to Foldamers

et al. 2022

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Sensors are tools for detecting, recognizing, and recording signals from the surrounding environment. They provide measurable information on chemical or physical changes, and thus are widely used in diagnosis, environment monitoring, food quality checks, or process control. Polymers are versatile materials that find a broad range of applications in sensory devices for the biomedical sector and beyond. Sensory materials are expected to exhibit a measurable change of properties in the presence of an analyte or a stimulus, characterized by high sensitivity and selectivity of the signal. Signal parameters can be tuned by material features connected with the restriction of macromolecule shape by crosslinking or folding. Gels are crosslinked, three-dimensional networks that can form cavities of different sizes and forms, which can be adapted to trap particular analytes. A higher level of structural control can be achieved by foldamers, which are macromolecules that can attain well-defined conformation in solution. By increasing control over the three-dimensional structure, we can improve the selectivity of polymer materials, which is one of the crucial requirements for sensors. Here, we discuss various examples of polymer gels and foldamer-based sensor systems. We have classified and described applied polymer materials and used sensing techniques. Finally, we deliberated the necessity and potential of further exploration of the field towards the increased selectivity of sensory devices.

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“…Inspired by the precise worlds of biopolymers, great efforts have been devoted to achieve precise sequence control in the synthesis of polymers to emulate the sophisticated structures and functions of biopolymers. [76,123,124] Solid-phase synthesis and living polymerization are promising methods for the development of precision polymers. [75][76][77] Such synthesis strategies will point out an attractive direction for the future development of chiral polyamides.…”

Section: Challenges and Perspectivesmentioning

confidence: 99%

Preparation and Chiral Applications of Optically Active Polyamides

Zhong

Deng

2021

Macromol. Rapid Commun.

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Chirality is omnipresent in nature and plays vital roles in living organism, and has become a hot research topic across multidisciplinary fields including chemistry, biology, physics, and material science. Meanwhile, polyamides constitute an important class of polymers and have received significant attention owing to their outstanding properties and wide-ranging applications in many areas. Judiciously introducing chirality into polyamides will undoubtedly obtain attractive chiral polymers, namely, optically active polyamides. This review describes the preparation methods of chiral polyamides, including solution polycondensation, interfacial polycondensation, ring-open polymerization, and others; the newly emerging categories of chiral polyamides, i.e., helical polyamides, chiral polyamide-imides, are also presented. The applications of optically active polyamides in chiral research fields including asymmetric catalysis, membrane separation, and enantioselective crystallization are also summarized. In addition, current challenges in chiral polyamides are further presented and future perspectives in the field are proposed. Preparation of Chiral Polyamides Solution PolycondensationSolution condensation polymerization is one of the most common methods to prepare chiral polyamides. Yoshikawa and

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Geared Toward Applications: A Perspective on Functional Sequence-Controlled Polymers

Cited by 76 publications

References 155 publications

Heparan Sulfate Glycomimetics via Iterative Assembly of “Clickable” Disaccharides

Heparan Sulfate Glycomimetics via Iterative Assembly of “Clickable” Disaccharides

Shaping Macromolecules for Sensing Applications—From Polymer Hydrogels to Foldamers

Preparation and Chiral Applications of Optically Active Polyamides

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