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Special Issue "Carbohydrates in Synthesis"

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Chemical Biology".

Deadline for manuscript submissions: 30 September 2019

Special Issue Editor

Guest Editor
Prof. Ramón J. Estévez Cabanas

Department of Organic Chemistry and Center for Research in Biological Chemistry and Molecular Materials, University of Santiago de Compostela, 15782 Santiago de Compostela, Spain
Website | E-Mail
Interests: carbohydrates; sugar mimics (including iminosugars, carbasugars and sugar amino acids); peptidomimetics; heterocycles; natural product chemistry

Special Issue Information

Dear Colleagues,

Carbohydrate chemistry is a growing area in chemistry and biochemistry due to the extremely important role of carbohydrates in nature. Some evidence of this includes: a) the increasing number of publications in this scientific area; and b) a report published in 2012 by the National Research Council (Title: Transforming glycoscience: A roadmap for the future) and c) the recent 29th International Carbohydrate Symposium (ICS 2018, Lisbon, http://www.ics2018.eventos.chemistry.pt/) which covered sessions on carbohydrate chemistry and analysis, carbohydrate structure and function, carbohydrates in medicinal chemistry, chemical biology, natural products, computational sciences and emerging areas of the glycosciences.

The role of synthetic chemists and microbiologists in this area is extremely important. They are responsible for the development of new synthetic methodologies to improve the access to known sugars or sugar-based compounds, together with the synthesis of new sugar-based molecular or macromolecular entities. Accordingly, this Special Issue of Molecules will contain research communications, papers and reviews on recent aspects of the following topics in carbohydrate chemistry:

(i) Syntheses of carbohydrates from any starting material using chemical, microbial or any other technique.

(ii) Syntheses from carbohydrates of any target using chemical, microbial or any other technique.

(iii) Protecting the group chemistry of carbohydrates.

Prof. Ramón J. Estévez Cabanas
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All papers will be peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 1800 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • carbohydrates
  • stereoselective synthesis
  • drugs
  • glyconjugates
  • glycomimetics
  • glycopolimers
  • glycosidases
  • glycosyltransferases
  • inhibitors
  • nanomaterials
  • natural products
  • new synthetic methodologies
  • protecting groups
  • solid-phase synthesis
  • carbohydrate biomaterials
  • biosensors
  • nucleotides
  • chemo-enzymatic synthesis
  • rare sugars

Published Papers (1 paper)

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Research

Open AccessArticle
Synthesis of a Fluorous-Tagged Hexasaccharide and Interaction with Growth Factors Using Sugar-Coated Microplates
Molecules 2019, 24(8), 1591; https://doi.org/10.3390/molecules24081591
Received: 20 February 2019 / Revised: 17 April 2019 / Accepted: 18 April 2019 / Published: 22 April 2019
PDF Full-text (2486 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Here, we report the synthesis of a sulfated, fully protected hexasaccharide as a glycosaminoglycan mimetic and the study of its interactions with different growth factors: midkine, basic fibroblast growth factor (FGF-2) and nerve growth factor (NGF). Following a fluorous-assisted approach, monosaccharide building blocks [...] Read more.
Here, we report the synthesis of a sulfated, fully protected hexasaccharide as a glycosaminoglycan mimetic and the study of its interactions with different growth factors: midkine, basic fibroblast growth factor (FGF-2) and nerve growth factor (NGF). Following a fluorous-assisted approach, monosaccharide building blocks were successfully assembled and the target oligosaccharide was prepared in excellent yield. The use of more acid stable 4,6-O-silylidene protected glucosamine units was crucial for the efficiency of this strategy because harsh reaction conditions were needed in the glycosylations to avoid the formation of orthoester side products. Fluorescence polarization experiments demonstrated the strong interactions between the synthesized hexamer, and midkine and FGF-2. In addition, we have developed an alternative assay to analyse these molecular recognition events. The prepared oligosaccharide was non-covalently attached to a fluorous-functionalized microplate and the direct binding of the protein to the sugar-immobilized surface was measured, affording the corresponding KD,surf value. Full article
(This article belongs to the Special Issue Carbohydrates in Synthesis)
Figures

Graphical abstract

Planned Papers

The below list represents only planned manuscripts. Some of these manuscripts have not been received by the Editorial Office yet. Papers submitted to MDPI journals are subject to peer-review.

Title: Synthesis of di-mycolyl tri-arabinofuranosyl glycerol fragment of mycobacterial cell wall based on synthetic mycolic acids
Authors: Omar T. Ali, Mohsin O. Mohammed, Juma'a R. Al Dulayymi* and Mark S. Baird
Affiliation: School of Natural Sciences, Bangor University, Bangor, Wales, LL57 2UW, UK
Email: [email protected]
Abstract: Mycolyl-arabinogalactan (mAG) complex is the largest component in the mycobacterial cell wall and acts as a permeability barrier that prevents the passage of antibiotics. Di-mycolyl di-arabinofuranosyl glycerol (DMAG) is reported to be important in the virulence of tuberculosis. In the current study, an effective stereoselective synthesis of the tri-arabinofuranosyl glycerol fragment is described, followed by coupling with structurally defined mycolic acids to generate di-mycolyl tri-arabinofuranosyl glycerols.
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