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Molecularly imprinted polymers for RGD selective recognition and separation

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Abstract

Molecularly imprinted polymers that could recognize the tripeptide Arg-Gly-Asp have been produced with the use of two functional monomers and three different cross-linkers, respectively. Methacrylic acid and acrylamide were used as functional monomers and the role of the ethylene glycol dimethacrylate, trimethylpropane trimethacrylate and N,N′-methylene-bisacrylamide as crosslinking monomers, was investigated on their recognition capability. The % net rebinding and the imprinting factor values were obtained, giving for the methacrylic acid–trimethylpropane trimethacrylate polymer the highest values 12.3% and 2.44, respectively. In addition, this polymer presented lower dissociation constant (K D) value and the higher B max% of theoretical total binding sites than all the other polymers. Rebinding experiments with Lys-Gly-Asp, an analogue of Arg-Gly-Asp, and other different peptides, such as cholecystokinin C-terminal tri- and pentapeptide and gramicidin, further indicated the selectivity of methacrylic acid-trimethylpropane trimethacrylate copolymer for Arg-Gly-Asp giving specific selectivity factor values 1.27, 1.98, 1.31 and 1.67, respectively.

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Abbreviations

ABCN:

Azo-bis-cyclohexane-carbonitrile

RGD:

Arg-Gly-Asp tripeptide

KGD:

Lys-Gly-Asp tripeptide

CCK-3, CCK-5:

Cholecystokinin C-terminal tripeptide and pentapeptide, respectively

EGDMA:

Ethylene glycol dimethacrylate

TRIM:

Trimethylpropane trimethacrylate

MAA:

Methacrylic acid

MIPs:

Molecularly imprinted polymers

NIPs:

Non imprinted polymers

SEM:

Scanning electron microscopy

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Authors and Affiliations

  1. Section of Chemistry, Faculty of Chemical Engineering, Aristotle University of Thessaloniki, 54124, Thessaloniki, Greece

    Emmanuel Papaioannou, Christos Koutsas & Maria Liakopoulou-Kyriakides

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  1. Emmanuel Papaioannou
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  2. Christos Koutsas
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  3. Maria Liakopoulou-Kyriakides
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Correspondence to Maria Liakopoulou-Kyriakides.

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Papaioannou, E., Koutsas, C. & Liakopoulou-Kyriakides, M. Molecularly imprinted polymers for RGD selective recognition and separation. Amino Acids 36, 563–569 (2009). https://doi.org/10.1007/s00726-008-0118-6

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  • DOI: https://doi.org/10.1007/s00726-008-0118-6

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