Thermoresponsive cyclodextrins with benzenesulfonamide showing tunable inhibition for carbonic anhydrase

Qian, Apan; Shi, Huang; Zhu, Runlang; Yan, Jiatao; Li, Wen; Liu, Kun; Zhang, Afang

doi:10.1039/c7ob02171b

Cited by 4 publications

(4 citation statements)

References 47 publications

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“…Our group has recently discovered that oligoethylene glycol (OEG)-modified CD derivatives display intriguing thermoresponsive properties and switchable inclusion abilities. − These OEGylated CDs were further used as building blocks to prepare novel CD polymers whose thermoresponsive behavior is distinct from CD derivatives . However, one potential concern about these CD polymers is the nondegradability of covalent backbone obtained by free radical polymerization.…”

Section: Introductionmentioning

confidence: 99%

OEGylated Cyclodextrin-Based Polyrotaxanes Showing Remarkable Thermoresponsive Behavior and Photocontrolled Degradation

et al. 2019

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OEGylated cyclodextrin-threaded polyrotaxanes (PRXs) capped with UV-cleavable stoppers were synthesized, and their thermoresponsive and degradable behavior were investigated. These PRXs in aqueous solutions exhibit fast thermally induced phase transitions and small hysteresis as well as tunable phase transition temperatures, which are quite distinct from previous methylated PRXs. Based on the mechanically interlocked architecture, PRXs are stable in solutions but can be completely degraded into hydrophilic components upon UV cleavage of stoppers. As a consequence, the thermoresponsive behavior of PRXs was switched off. Furthermore, micrometer-scale globular aggregates were formed from thermoresponsive PRXs above their phase transition temperatures but disaggregated quickly upon cooling or UV irradiation. This phenomenon was utilized to take these PRXs as unique carriers for guests with dually controlled release by both temperature and light. The present work provides efficient synthesis of a new class of thermoresponsive interlocked polymers with on-demand degradation, and the findings illustrate the prominent effect of PRX architecture on the remarkable thermoresponsive and degradable behavior.

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Section: Introductionmentioning

confidence: 99%

OEGylated Cyclodextrin-Based Polyrotaxanes Showing Remarkable Thermoresponsive Behavior and Photocontrolled Degradation

et al. 2019

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“…[8b] Moreover, enhanced "photoswitch effect" was observed when the number of interactions between the polymer network and enzyme increased. In this study, two different enzymes, namely carbonic anhydrase (CA) (Figure S12) [17] and acetylcholinesterase (AChE), [18] and their inhibitors were employed to construct the enzyme nanocapsules. The enzymatic activity of the encapsulated enzymes was switched on and off under UV and Vis light irradiation.…”

Section: Introductionmentioning

confidence: 99%

A Noncovalent Photoswitch for Photochemical Regulation of Enzymatic Activity

Chai

Zhao

et al. 2022

Angewandte Chemie

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Photochemical regulation provides a promising approach for controlling enzyme activity on demand owing to its high spatiotemporal resolution. However, reversible regulation of the enzyme activity by light usually requires genetic mutations and covalent modifications of the target enzymes, which may lead to irreversible changes in the enzyme structure and subsequent loss of the enzymatic activity. Herein, we have developed a novel strategy based on a polymeric inhibitor-encapsulated enzyme, which noncovalently anchors the azobenzene-modified inhibitors to the enzyme active site, thereby achieving reversible control of the activity of native enzymes using light. As neither genetic mutation nor chemical modification of enzymes is required for this method, negligible loss of the enzymatic activity was observed for the encapsulated enzymes compared to their native counterparts. Thus, this approach has demonstrated a promising strategy for achieving reversible regulation of the activity of native enzymes.

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“…Alternatively, researchers have created low molecular weight enzyme inhibitors, which can be changed in their structure . or form aggregates that are not active anymore . This method illustrated in Figure c has the limitation that the change in structure is an equilibrium state not fully in favor of one or the other form and thus usually not efficient to fully switch enzyme activity.…”

Section: Introductionmentioning

confidence: 99%

“…[9,10] or form aggregates that are not active anymore. [11] This method illustratedi nF igure 1c has the limitation that the change in structure is an equilibrium state not fully in favor of one or the other form andt hus usually not efficient to fully switche nzymea ctivity.…”

Section: Introductionmentioning

confidence: 99%

Full Thermal Switching of Enzymes by Thermoresponsive Poly(2‐oxazoline)‐Based Enzyme Inhibitors

Hijazi

Türkmen

Tiller

2020

Chemistry A European J

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Controlling the activity of enzymes is an important feature for many processes in medicine, bioanalytics, and biotechnology.S of ar,i th as not been possible to fully switch biocatalystso na nd off by thermoresponsive enzymei nhibitors. Herein, we presentp oly(2-oxazoline)s with iminodiacetic acide nd groups (POx-IDA) that are lower critical solution temperature (LCST) polymers and thus thermosensitive. They are capableo fr eversibly inhibiting the activity of horse radish peroxidase and laccaseb y more than 99 %. Increasingt he temperature makes the POx-IDAp recipitate, which leads to 100 %r ecovery of the enzymea ctivity. This switching cycle is fully reversible.T he LCST of the POx-IDA can be tuned by varying the polymer composition to generate aw ide range of switching windows.

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Thermoresponsive cyclodextrins with benzenesulfonamide showing tunable inhibition for carbonic anhydrase

Abstract: Monodisperse thermoresponsive cyclodextrins appended with benzenesulfonamides were demonstrated to reversibly regulate the enzymatic activity of carbonic anhydrase, which was found to be dependent on both scaffold effect and thermoresponsiveness.

Cited by 4 publications

References 47 publications

OEGylated Cyclodextrin-Based Polyrotaxanes Showing Remarkable Thermoresponsive Behavior and Photocontrolled Degradation

OEGylated Cyclodextrin-Based Polyrotaxanes Showing Remarkable Thermoresponsive Behavior and Photocontrolled Degradation

A Noncovalent Photoswitch for Photochemical Regulation of Enzymatic Activity

Full Thermal Switching of Enzymes by Thermoresponsive Poly(2‐oxazoline)‐Based Enzyme Inhibitors

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