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Literature DB >> 27442012

Selective Recognition of d-Aldohexoses in Water by Boronic Acid-Functionalized, Molecularly Imprinted Cross-Linked Micelles.

Joseph K Awino¹, Roshan W Gunasekara¹, Yan Zhao¹.

Abstract

Molecular imprinting within cross-linked micelles using 4-vinylphenylboronate derivatives of carbohydrates provided water-soluble nanoparticle receptors selective for the carbohydrate templates. Complete differentiation of d-aldohexoses could be achieved by these receptors if a single inversion of hydroxyl occurred at C2 or C4 of the sugar or if two or more inversions took place. Glycosides with a hydrophobic aglycan displayed stronger binding due to increased hydrophobic interactions.

Entities: Chemical Disease Gene

Mesh：

Substances：

Year: 2016 PMID： 27442012 PMCID： PMC4982515 DOI： 10.1021/jacs.6b04613

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

24 in total

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Authors: Günter Wulff
Journal: Chem Rev Date: 2002-01 Impact factor: 60.622

2. Computer-Guided Design in Molecular Recognition: Design and Synthesis of a Glucopyranose Receptor This work was supported by the National Institutes of Health (grant DK5523402).

Authors: Wei Yang; Huan He; Dale G. Drueckhammer
Journal: Angew Chem Int Ed Engl Date: 2001-05-04 Impact factor: 15.336

3. Synthetic hosts via molecular imprinting--are universal synthetic antibodies realistically possible?

Authors: Steven C Zimmerman; N Gabriel Lemcoff
Journal: Chem Commun (Camb) Date: 2003-07-29 Impact factor: 6.222

4. A synthetic lectin for beta-glucosyl.

Authors: Nicholas P Barwell; Matthew P Crump; Anthony P Davis
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

5. Polymeric monosaccharide receptors responsive at neutral pH.

Authors: Kyoung Taek Kim; Jeroen J L M Cornelissen; Roeland J M Nolte; Jan C M van Hest
Journal: J Am Chem Soc Date: 2009-10-07 Impact factor: 15.419

6. Molecularly imprinted nanoparticles as tailor-made sensors for small fluorescent molecules.

Authors: Joseph K Awino; Yan Zhao
Journal: Chem Commun (Camb) Date: 2014-04-22 Impact factor: 6.222

7. Exploiting the reversible covalent bonding of boronic acids: recognition, sensing, and assembly.

Authors: Steven D Bull; Matthew G Davidson; Jean M H van den Elsen; John S Fossey; A Toby A Jenkins; Yun-Bao Jiang; Yuji Kubo; Frank Marken; Kazuo Sakurai; Jianzhang Zhao; Tony D James
Journal: Acc Chem Res Date: 2012-11-14 Impact factor: 22.384

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Authors: Shan Jin; Yunfeng Cheng; Suazette Reid; Minyong Li; Binghe Wang
Journal: Med Res Rev Date: 2010-03 Impact factor: 12.944

9. Structures of carbohydrate-boronic acid complexes determined by NMR and molecular modelling in aqueous alkaline media.

Authors: Malcolm P Nicholls; Prem K C Paul
Journal: Org Biomol Chem Date: 2004-04-19 Impact factor: 3.876

9. Sequence-Selective Recognition of Peptides in Aqueous Solution: A Supramolecular Approach through Micellar Imprinting.

Authors: Yan Zhao
Journal: Chemistry Date: 2018-06-29 Impact factor: 5.236

10. Molecularly Imprinted Micelles for Fluorescent Sensing of Nonsteroidal Anti-Inflammatory Drugs (NSAIDs).

Authors: Likun Duan; Yan Zhao
Journal: React Funct Polym Date: 2020-10-18 Impact factor: 3.975

Selective Recognition of d-Aldohexoses in Water by Boronic Acid-Functionalized, Molecularly Imprinted Cross-Linked Micelles.

Review 1. Enzyme-like catalysis by molecularly imprinted polymers.

2. Computer-Guided Design in Molecular Recognition: Design and Synthesis of a Glucopyranose Receptor This work was supported by the National Institutes of Health (grant DK5523402).

3. Synthetic hosts via molecular imprinting--are universal synthetic antibodies realistically possible?

4. A synthetic lectin for beta-glucosyl.

5. Polymeric monosaccharide receptors responsive at neutral pH.

6. Molecularly imprinted nanoparticles as tailor-made sensors for small fluorescent molecules.

7. Exploiting the reversible covalent bonding of boronic acids: recognition, sensing, and assembly.

Review 8. Carbohydrate recognition by boronolectins, small molecules, and lectins.

9. Structures of carbohydrate-boronic acid complexes determined by NMR and molecular modelling in aqueous alkaline media.

10. Molecular imprinting inside dendrimers.

1. Selective Binding of Folic Acid and Derivatives by Imprinted Nanoparticle Receptors in Water.

2. A General Method for Selective Recognition of Monosaccharides and Oligosaccharides in Water.

3. Imprinted micelles for chiral recognition in water: shape, depth, and number of recognition sites.

4. Selective Binding of Complex Glycans and Glycoproteins in Water by Molecularly Imprinted Nanoparticles.

5. Water-Soluble Nanoparticle Receptors Supramolecularly Coded for Acidic Peptides.

6. Sequence-Selective Binding of Oligopeptides in Water through Hydrophobic Coding.

7. Peptide-Binding Nanoparticle Materials with Tailored Recognition sites for Basic Peptides.

8. Synthetic lectins for selective binding of glycoproteins in water.

9. Sequence-Selective Recognition of Peptides in Aqueous Solution: A Supramolecular Approach through Micellar Imprinting.

10. Molecularly Imprinted Micelles for Fluorescent Sensing of Nonsteroidal Anti-Inflammatory Drugs (NSAIDs).