A mutase mimic with cobalamin linked to cyclodextrin

Řezáč, Miroslav; Breslow, Ronald

doi:10.1016/s0040-4039(97)01289-6

Cited by 19 publications

(8 citation statements)

References 14 publications

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“…Cyclodextrins are well-known to form inclusion pseudorotaxanes with suitable organic molecules in a key−lock type geometry . Accordingly, they may be used, for example, as a catalyst in organic syntheses. − During the last few years, some interest has been focused on threading cyclodextrins onto different kinds of linear polymers to carry out the formation of main chain polyrotaxanes. − In this connection, we have succeeded in synthesizing a series of new side-chain polyrotaxanes, containing noncovalently anchored cyclodextrins, via polymer analogous condensations of corresponding semirotaxanes onto functionalized comblike polymers. − …”

Section: Introductionmentioning

confidence: 99%

Cyclodextrins in Polymer Synthesis: Free Radical Polymerization of a N-Methacryloyl-11-aminoundecanoic Acid/β-Cyclodextrin Pseudorotaxane in an Aqueous Medium

Jeromin

Ritter

1999

Macromolecules

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The relatively hydrophobic monomer N-methacryloyl-11-aminoundecanoic acid (1) was incorporated as a guest into the cavity of β-cyclodextrin (β-CD) as a host, yielding the water-soluble monomer N-methacryloyl-11-aminoundecanoic acid/β-CD pseudorotaxane (2). This pseudorotaxane was polymerized radically in an aqueous medium by use of the water soluble azoinitiator 2,2‘-azobis(N,N‘-dimethylenisobutyramidine). The obtained poly(N-methacryloyl-11-aminoundecanoic acid) (3) was insoluble in water because of a nearly quantitative unthreading of the cyclodextrin during the polymerization. It was found that the precipitation polymerization of N-methacryloyl-11-aminoundecanoic acid/β-CD pseudorotaxane in water occurred much faster compared to the polymerization of the uncomplexed N-methacryloyl-11-aminoundecanoic acid in a homogeneous DMSO/water solution (4/1 v/v) under similar conditions.

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Section: Introductionmentioning

confidence: 99%

Cyclodextrins in Polymer Synthesis: Free Radical Polymerization of a N-Methacryloyl-11-aminoundecanoic Acid/β-Cyclodextrin Pseudorotaxane in an Aqueous Medium

Jeromin

Ritter

1999

Macromolecules

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“…R. Breslow has been a pioneer in the development of cyclodextrin-based artificial enzymes mimicking the function of natural enzymes. , A representative example among the enzyme mimics developed by his group is Mn-porphyrin−βCD conjugate 2 , a synthetic model of cytochrome P-450 that catalyzes the oxidation of various compounds, namely hydroxylation of alkanes, epoxidation of alkenes, and oxidation of DNA. Compound 2 catalyzes regio- and stereospecifically the hydroxylation of a saturated carbon atom of suitably modified steroids, such as 3 .…”

Section: Synthetic Porphyrinoid–cyclodextrin Biomimetic Systemsmentioning

confidence: 99%

Porphyrinoid–Cyclodextrin Assemblies in Biomedical Research: An Update

Mavridis

Yannakopoulou

2019

J. Med. Chem.

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Porphyrinoids, well-known cofactors in fundamental processes of life, have stimulated interest as synthetic models of natural systems and integral components of photodynamic therapy, but their utilization is compromised by self-aggregation in aqueous media. The capacity of cyclodextrins to include hydrophobic molecules in their cavity provides porphyrinoids with a protective environment against oxidation and the ability to disperse efficiently in biological fluids. Moreover, engineered cyclodextrin−porphyrinoid assemblies enhance the photodynamic abilities of porphyrinoids, can carry chemotherapeutics for synergistic modalities, and can be enriched with functions including cell recognition, tissue penetration, and imaging. This Perspective includes synthetic porphyrinoid−cyclodextrin models of proteins participating in fundamental processes, such as enzymatic catalysis, respiration, and electron transfer. In addition, since porphyrinoid− cyclodextrin systems comprise third generation photosensitizers, recent developments for their utilization in photomedicine, that is, multimodal therapy for cancer (e.g., PDT, PTT) and antimicrobial treatment, and eventually in biocompatible therapeutic or diagnostic platforms for next-generation nanomedicine and theranostics are discussed. Perspective pubs.acs.org/jmc

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“…Breslow et al have done extensive studies on reactions related to those catalyzed by enzymes that used pyridoxal phosphate and pyridoxamine phosphate, the central coenzymes for amino acid metabolism [89][90][91][92][93][94][95][96][97][98][99][100][101][102][103][104][105][106]. As a typical example, they catalyzed the transamination between an amino acid and a keto acid, which is the most important form of nitrogen transfer in diverse biological systems.…”

Section: Developments In Nanostructured Mimic Enzymesmentioning

confidence: 99%

Nanostructured Mimic Enzymes for Biocatalysis and Biosensing

Zhang

Wang

2011

NanoBiosensing

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Accurate, rapid, inexpensive, and selective analysis is required today for use in clinical diagnostics and the food industry. The majority of known electrochemical biosensors are based on immobilized specific biomolecules, such as proteins, enzymes, nuclear acids, antibodies, and antigens on the modified electrodes [1][2][3][4][5][6][7][8]. These resulting biomolecule-based devices usually show high sensitivity and specificity due to the high loading of enzymes on the nanoparticles [9][10][11][12]. However, their stability is limited due to easy denaturation [13] and leakage of biomolecules during their storage and immobilization procedure. Furthermore, the preparation and purification of biomolecules are usually time-consuming and expensive [14]. Therefore, the syntheses of artificial biomolecules with highly catalytic properties and a wide range of practical applications are becoming a significant field for different purposes.Artificial enzyme mimetics have attracted considerable interest because they can overcome the disadvantages of the natural enzyme [15][16][17][18]. Up to now, some coordination compounds have been prepared as artificial enzyme mimetics [19][20][21][22][23]. Through in vitro selection, nonnatural ribozymes, deoxyribozymes (catalytic DNA molecules) [24][25][26][27], and many other enzyme mimetics [28][29][30][31][32][33][34][35][36]

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A mutase mimic with cobalamin linked to cyclodextrin

Cited by 19 publications

References 14 publications

Cyclodextrins in Polymer Synthesis: Free Radical Polymerization of a N-Methacryloyl-11-aminoundecanoic Acid/β-Cyclodextrin Pseudorotaxane in an Aqueous Medium

Cyclodextrins in Polymer Synthesis: Free Radical Polymerization of a N-Methacryloyl-11-aminoundecanoic Acid/β-Cyclodextrin Pseudorotaxane in an Aqueous Medium

Porphyrinoid–Cyclodextrin Assemblies in Biomedical Research: An Update

Nanostructured Mimic Enzymes for Biocatalysis and Biosensing

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