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Bio-Orthogonal Chemistry in Bioimaging
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Bio-Orthogonal Chemistry in Bioimaging

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

Deadline for manuscript submissions: closed (31 December 2023) | Viewed by 4766

Special Issue Editor

Prof. Dr. Yan Xu

E-Mail Website
Guest Editor
Division of Chemistry, Department of Medical Sciences, Faculty of Medicine, University of Miyazaki, 5200 Kihara, Kiyotake, Miyazaki 889-1692, Japan
Interests: biochemistry; bioorganic chemistry; bio-orthogonal chemistry; DNA; RNA; telomere; G-quadruplex
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Bio-orthogonal chemistry refers to chemical reactions that can occur in biological systems without interfering with endogenous biochemical processes. Bio-orthogonal reactions have been applied to image biomolecules such as glycans, proteins, DNA, RNA, and lipids in vivo. This Special Issue aims to illustrate the recent and pertinent developments in bio-orthogonal reactions and their promising applications for imaging live-cell and animal studies. Both research papers and reviews are welcome.

Prof. Dr. Yan Xu
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 submissions that pass pre-check are 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 2700 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

  • bio-orthogonal reaction
  • inverse electron demand Diels–Alder (IEDDA) reaction
  • click reaction
  • tetrazine ligation
  • cyclooctynes
  • biomolecules
  • fluorescence imaging

Published Papers (2 papers)

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Research

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10 pages, 1798 KiB  
Article
Radiochemical Synthesis of 4-[18F]FluorobenzylAzide and Its Conjugation with EGFR-Specific Aptamers
by Viktor A. Il’in, Elena V. Pyzhik, Anton B. Balakhonov, Maksim A. Kiryushin, Evgeniya V. Shcherbatova, Andrey A. Kuznetsov, Pavel A. Kostin, Andrey V. Golovin, Vladimir A. Korshun, Vladimir A. Brylev, Kseniya A. Sapozhnikova, Alexey M. Kopylov, Galina V. Pavlova and Igor N. Pronin
Molecules 2023, 28(1), 294; https://doi.org/10.3390/molecules28010294 - 30 Dec 2022
Cited by 1 | Viewed by 1958
Abstract
Central nervous system tumors related to gliomas are of neuroectodermal origin and cover about 30% of all primary brain tumors. Glioma is not susceptible to any therapy and surgical attack remains one of the main approaches to its treatment. Preoperative tumor imaging methods, [...] Read more.
Central nervous system tumors related to gliomas are of neuroectodermal origin and cover about 30% of all primary brain tumors. Glioma is not susceptible to any therapy and surgical attack remains one of the main approaches to its treatment. Preoperative tumor imaging methods, such as positron emission tomography (PET), are currently used to distinguish malignant tissue to increase the accuracy of glioma removal. However, PET is lacking a specific visualization of cells possessing certain molecular markers. Here, we report an application of aptamers to enhancing specificity in imaging tumor cells bearing the epidermal growth factor receptor (EGFR). Glioblastoma is characterized by increased EGFR expression, as well as mutations of this receptor associated with active division, migration, and adhesion of tumor cells. Since 2021, EGFR has been included into the WHO classification of gliomas as a molecular genetic marker. To obtain conjugates of aptamers GR20 and GOL1-specific to EGFR, a 4-[18F]fluorobenzylazide radiotracer was used as a synthon. For the production of the synthon, a method of automatic synthesis on an Eckert & Ziegler research module was adapted and modified using spirocyclic iodonium ylide as a precursor. Conjugation of 4-[18F]fluorobenzylazide and alkyne-modified aptamers was carried out using Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) with/without the TBTA ligand. As a result, it was possible to obtain 18F-labelled conjugates with 97% radiochemical purity for [18F]FB-GR20 and 98% for [18F]FB-GOL1. The obtained conjugates can be used for further studies in PET analysis on model animals with grafted glioblastoma. Full article
(This article belongs to the Special Issue Bio-Orthogonal Chemistry in Bioimaging)
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Review

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10 pages, 1876 KiB  
Review
A Short Review of Research Progress on the Synthesis Approaches of Aza-Dibenzocyclooctyne Derivatives
by Yinming He, Li Liu and Liang Cheng
Molecules 2023, 28(9), 3715; https://doi.org/10.3390/molecules28093715 - 25 Apr 2023
Cited by 2 | Viewed by 2023
Abstract
Cyclooctyne molecules have found wide applications in the strain-promoted azide–alkyne cycloaddition (SPAAC) reactions, which avoid the biotoxicity caused by the use of Cu(I) catalysts. Among the various cyclooctyne systems, dibenzocyclooctyne (DBCO) series have displayed the highest reaction activity. However, the synthesis processes of [...] Read more.
Cyclooctyne molecules have found wide applications in the strain-promoted azide–alkyne cycloaddition (SPAAC) reactions, which avoid the biotoxicity caused by the use of Cu(I) catalysts. Among the various cyclooctyne systems, dibenzocyclooctyne (DBCO) series have displayed the highest reaction activity. However, the synthesis processes of such structures are time-consuming, which to some extent limit their large-scale development and application. This review has summarized current synthesis routes of two DBCO molecules, aza-dibenzocyclooctyne (DIBAC) and biarylazacyclooctynone (BARAC). Full article
(This article belongs to the Special Issue Bio-Orthogonal Chemistry in Bioimaging)
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