A Class II Aldolase Mimic

Hedin-Dahlström, Jimmy; Rosengren-Holmberg, Jenny; Legrand, Sacha; Wikman, Susanne; Nicholls, Ian A.

doi:10.1021/jo060608b

Cited by 27 publications

(20 citation statements)

References 60 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Spectral analysis of transition state analogue imprinted and non-imprinted polymers: FTIR spectroscopy and solid state 13 C NMR spectroscopy were used to characterize the polymer structure. From the FTIR spectrum of molecular imprinted polymer and non-imprinted polymers, the peak at 1712 cm -1 represents the C=O double-bond stretching vibration in the carboxylic acid groups of poly N-methacryloyl L-histidine.…”

Section: Resultsmentioning

confidence: 99%

“…Solid state 13 C NMR spectra were recorded on AMX-400 NMR spectrometer. 1 H NMR spectra were taken using Bruker Avance DPX-300MHz FT-NMR spectrometer in CDCl 3 .…”

Section: Methodsmentioning

confidence: 99%

“…Furthermore, the system must be designed in such a way that a reactive moiety or a convenient precursor thereof is placed in the cavity in the course of the imprinting procedure. The resulting functionalized cavities are then potentially able to accelerate the rate of a reaction taking place inside them by stabilizing the transition state and/or to impart higher selectivity by favouring the formation of one of the possible transition states [12][13][14] . The developing understanding of the mechanisms by which enzymic catalysts function has been a major source of inspiration for researchers in molecular imprinted polymer (MIP) catalysis and a number of active imprinted polymer catalysts have now been prepared [15][16][17][18] .…”

Section: Introductionmentioning

confidence: 99%

“…13 C NMR spectrum of transition state analogue imprinted polymer SEM analysis of (a) transition state analogue imprinted and (b) non-imprinted polymers in DMSO (P1) and (c) transition state analogue imprinted and (d) non-imprinted polymers prepared in chloroform (P2)…”

mentioning

confidence: 99%

See 3 more Smart Citations

Effect of Porogen on the Catalytic Activity of Molecular Imprinted Polymers

Deepthi¹,

Mathew²

2013

Asian J. Chem.

View full text Add to dashboard Cite

A synthetic polymer catalyst was designed and synthesized for enhancing the rate of the hydrolysis reaction of Z-L-phenylalanine-PNP ester. Transition state analogues for the ester hydrolysis reaction pathways were used as templates for the synthesis of molecular imprinted N-methacryloyl L-histidine(MAH)-ethylene glycol dimethacrylate copolymers. Catalytic studies revealed that the imprinted polymers were selective for the transition state analogue corresponding to the template used in the polymer synthesis. Substrate hydrolysis was measured under pseudo first order reaction conditions (rate constant k). The rates of transition state analogue imprinted polymer catalyzed reactions were compared with those carried out in acetonitrile-Tris HCl buffer solution of pH 7.25 at room temperature as well as to the rate of reaction in the presence of non-imprinted polymer. In order to provide comparison between effect of a thermodynamically stable and an unstable solvent on the morphology of the polymer matrix and its catalytic activity the polymerization was carried out using DMSO and chloroform as the porogen. The catalytic activity of the transition state analogue imprinted polymer is found to be substrate specific, solvent and pH dependent. The molecular imprinted polymer synthesized in DMSO showed high selectivity supporting that the nature of the porogen has an effect on the hydrolysis by transition state analogue imprinted catalysts.

show abstract

Section: Resultsmentioning

confidence: 99%

“…Solid state 13 C NMR spectra were recorded on AMX-400 NMR spectrometer. 1 H NMR spectra were taken using Bruker Avance DPX-300MHz FT-NMR spectrometer in CDCl 3 .…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

See 2 more Smart Citations

Effect of Porogen on the Catalytic Activity of Molecular Imprinted Polymers

Deepthi¹,

Mathew²

2013

Asian J. Chem.

View full text Add to dashboard Cite

show abstract

“…ester hydrolysis [15][16][17][18][19][20][21][22][23][24][25], transamination [26], β-elimination [27,28], only a few reports deal with C-C bond formation, e.g. aldol [29,30], Suzuki [31], and Diels-Alder reactions [32][33][34].…”

Section: Introductionmentioning

confidence: 99%

Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels–Alder reaction

Henschel

Kirsch

Hedin-Dahlström

et al. 2011

Journal of Molecular Catalysis B: Enzymatic

Self Cite

View full text Add to dashboard Cite

Here we present a series of molecularly imprinted polymers capable of catalysing the Diels-Alder reaction between benzyl 1,3-butadienylcarbamate (1) and N,N-dimethyl acrylamide (2). The polymer systems studied here demonstrated an unusual cross-linker and temperature dependent behaviour, namely that polymer catalysis of the Diels-Alder reaction was lower at elevated temperature, in contrast to the solution reaction. Furthermore, not only was the catalytic activity significantly influenced by the choice of cross-linker, but in a similar fashion also the extent of the temperature effect, indicating a close relationship between catalysis and the observed inhibition. Molecular dynamics simulations of both the polymer systems studied were used to provide insight into the molecular background of transition state stabilisation, and differences in properties of the systems based on different cross-linkers.

show abstract

Functional Polymers

Chappell¹,

Greenland²,

Hayes³

2012

Supramolecular Chemistry

View full text Add to dashboard Cite

This chapter outlines key developments of the combination of key supramolecular principles and polymer chemistry, notably in the realization of novel catalyst systems. Novel catalysts have been produced that offer reactivity under conditions that more traditional hetero‐ or homogeneous catalysts do not tolerate. In particular, molecularly imprinted polymer networks have been used successfully and notable examples are described in this chapter. In addition to cross‐linked polymer networks, the combination of hyperbranched polymer architectures with molecular recognition has also afforded novel catalyst systems, and recent developments in this area are outlined. Finally, the application of sonochemistry to self‐assembled latent catalysts is reviewed.

show abstract

A Class II Aldolase Mimic

Cited by 27 publications

References 60 publications

Effect of Porogen on the Catalytic Activity of Molecular Imprinted Polymers

Effect of Porogen on the Catalytic Activity of Molecular Imprinted Polymers

Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels–Alder reaction

Functional Polymers

Contact Info

Product

Resources

About