Biomimetic recognition and peptidase activities of transition state analogue imprinted chymotrypsin mimics

Mathew, Dona; Thomas, Benny; Devaky, K. S.

doi:10.1016/j.reactfunctpolym.2018.01.005

Cited by 20 publications

(9 citation statements)

References 36 publications

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“…Hydrolysis of esters or amides using natural chymotrypsin is usually carried out at room temperatures because of the denaturation of the enzyme at higher temperatures. The optimum temperature for catalytic amidolysis using MIPs was found to be 45-50 C [63][64][65][66][67].…”

Section: Effect Of Temperaturementioning

confidence: 99%

“…The first peptidolysis reaction utilizing transition state analogue imprinted polymer was demonstrated utterly in the perspective of size and shape-selective substrate recognition ( Figure 34) [67]. The peptidase activity of the enzyme mimic polymer catalyst was investigated by following the hydrolysis of dipeptides spectrophotometrically at 207 nm and the kinetic parameters, rate acceleration k acc and imprinting efficiency k im , were evaluated.…”

Section: Transition State Analogue Imprinted Amidasesmentioning

confidence: 99%

“…The enzyme mimic polymer catalyst exhibited bell-shaped pH profile in catalytic amidolysis like natural chymotrypsin. The optimum rate was observed at pH 7.75. in acidic medium protonation of the imidazole moiety is thought to be the retarding force of catalytic rate [63][64][65][66][67]. However, MIPs possess many disadvantageous: it is hard to completely remove the print molecule from MIPs; the imprinted polymer is insoluble; and the polymer contains heterogeneous binding sites.…”

Section: Effect Of Phmentioning

confidence: 99%

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Design, synthesis and characterization of enzyme-analogue-built polymer catalysts as artificial hydrolases

Mathew

Thomas

Devaky

2019

Artificial Cells, Nanomedicine, and Biotechnology

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In this review, the concept and various strategies in molecular imprinting is discussed briefly. How the concept of transition state analogue can be used to design a template to prepare catalytic imprinted polymers is described in detail. The use of the "bait and switch" approach and alternative covalent template strategies show how functional groups which assist in the catalytic properties can be assembled within the imprint. Thus, there are so many reports on P catalyzed reactions. Owing to their advantageous properties over natural biological recognition agents, molecularly imprinted polymers (MIPs) therefore offer great potential for various applications.

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Section: Effect Of Temperaturementioning

confidence: 99%

Section: Transition State Analogue Imprinted Amidasesmentioning

confidence: 99%

Section: Effect Of Phmentioning

confidence: 99%

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Design, synthesis and characterization of enzyme-analogue-built polymer catalysts as artificial hydrolases

Mathew

Thomas

Devaky

2019

Artificial Cells, Nanomedicine, and Biotechnology

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“…MIPs have multiple advantages including easy and cost-friendly preparation, high stability, high affinity and selectivity toward template molecule. In addition, MIPs can be employed in different areas, such as sensors [13,14], enzyme mimics [15,16], solid phase extraction [17], antibody mimics [18], enantioselective [19], biomarker [20,21] protein recognition and purification [22,23], food safety [24], sensing of microorganisms [25], drug analysis [26,27,28], drug delivery system [29], hormone detoxification [30], food and environmental analysis [31]. Sensors are self-contained integrated devices which are able to convert chemical signal depending on analyte concentration into a measurable analytical signal [32,33].…”

Section: Introductionmentioning

confidence: 99%

Molecularly Imprinted Polymer Based Sensors for Medical Applications

Saylan

Akgönüllü

Yavuz

et al. 2019

Sensors

222

106

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Sensors have been extensively used owing to multiple advantages, including exceptional sensing performance, user-friendly operation, fast response, high sensitivity and specificity, portability, and real-time analysis. In recent years, efforts in sensor realm have expanded promptly, and it has already presented a broad range of applications in the fields of medical, pharmaceutical and environmental applications, food safety, and homeland security. In particular, molecularly imprinted polymer based sensors have created a fascinating horizon for surface modification techniques by forming specific recognition cavities for template molecules in the polymeric matrix. This method ensures a broad range of versatility to imprint a variety of biomolecules with different size, three dimensional structure, physical and chemical features. In contrast to complex and time-consuming laboratory surface modification methods, molecular imprinting offers a rapid, sensitive, inexpensive, easy-to-use, and highly selective approaches for sensing, and especially for the applications of diagnosis, screening, and theranostics. Due to its physical and chemical robustness, high stability, low-cost, and reusability features, molecularly imprinted polymer based sensors have become very attractive modalities for such applications with a sensitivity of minute structural changes in the structure of biomolecules. This review aims at discussing the principle of molecular imprinting method, the integration of molecularly imprinted polymers with sensing tools, the recent advances and strategies in molecular imprinting methodologies, their applications in medical, and future outlook on this concept.

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“…Some of the most fascinating catalysts are synthetic enzymes, known as synzymes, which mimic the activity, function and properties of natural enzymes. Representative members include chemzymes [ 1 ], artificial enzymes [ 2 ], artificial metalloenzymes [ 3 ], abzymes, nanozymes [ 4 , 5 ], artificial ribozymes, aptazymes [ 6 ] and transition-state analogues imprinted in polymers [ 7 ]. At the same time, synzymes are able to overcome many of the limitations of natural enzymes, such as low operational stability, limited selectivity, high costs associated with preparation and purification, incompatibility with solvents, as well as inability to function under abiotic conditions or in a wide range of non-natural reactions.…”

Section: Introductionmentioning

confidence: 99%

N-Lipidated Amino Acids and Peptides Immobilized on Cellulose Able to Split Amide Bonds

Frączyk

Kamiński

2019

Materials

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N-lipidated short peptides and amino acids immobilized on the cellulose were used ascatalysts cleaved amide bonds under biomimetic conditions. In order to select catalytically mostactive derivatives a library of 156 N-lipidated amino acids, dipeptides and tripeptides immobilizedon cellulose was obtained. The library was synthesized from serine, histidine and glutamic acidpeptides N-acylated with heptanoic, octanoic, hexadecanoic and (E)-octadec-9-enoic acids.Catalytic efficiency was monitored by spectrophotometric determination of p-nitroaniline formedby the hydrolysis of a 0.1 M solution of Z-Leu-NP. The most active 8 structures contained tripeptidefragment with 1-3 serine residues. It has been found that incorporation of metal ions into catalyticpockets increase the activity of the synzymes. The structures of the 17 most active catalysts selectedfrom the library of complexes obtained with Cu2+ ion varied from 16 derivatives complexed withZn2+ ion. For all of them, a very high reaction rate during the preliminary phase of measurementswas followed by a substantial slowdown after 1 h. The catalytic activity gradually diminished aftersubsequent re-use. HPLC analysis of amide bond splitting confirmed that substrate consumptionproceeded in two stages. In the preliminary stage 24–40% of the substrate was rapidly hydrolysedfollowed by the substantially lower reaction rate. Nevertheless, using the most competentsynzymes product of hydrolysis was formed with a yield of 60–83% after 48h under mild andstrictly biomimetic conditions.

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Biomimetic recognition and peptidase activities of transition state analogue imprinted chymotrypsin mimics

Cited by 20 publications

References 36 publications

Design, synthesis and characterization of enzyme-analogue-built polymer catalysts as artificial hydrolases

Design, synthesis and characterization of enzyme-analogue-built polymer catalysts as artificial hydrolases

Molecularly Imprinted Polymer Based Sensors for Medical Applications

N-Lipidated Amino Acids and Peptides Immobilized on Cellulose Able to Split Amide Bonds

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