Evidence map›Paper›PMID 38703255›Full record

ReviewTopics in current chemistry (Cham)2024

Advances in the Synthesis of Bioorthogonal Reagents: s-Tetrazines, 1,2,4-Triazines, Cyclooctynes, Heterocycloheptynes, and trans-Cyclooctenes.

Yinzhi Fang, Ashlyn S Hillman, Joseph M Fox

Abstract readReview
In one paragraph

Review in Topics in current chemistry (Cham), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

4 citing papers in PubMed.

  1. Review
  2. Article
  3. Article
  4. A Tetrazine-Based Synthesis for Accessing Underutilized Aza-Indole Analogues.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

3 authors.

Yinzhi FangDepartment of Chemistry and Biochemistry, University of Delaware, 590 Avenue 1743, Newark, DE, 19713, USA. yinzhif@udel.edu.
Ashlyn S HillmanDepartment of Chemistry and Biochemistry, University of Delaware, 590 Avenue 1743, Newark, DE, 19713, USA.
Joseph M FoxDepartment of Chemistry and Biochemistry, University of Delaware, 590 Avenue 1743, Newark, DE, 19713, USA. jmfox@udel.edu.ORCID http://orcid.org/0000-0002-8258-1640

Funding

Toolkit for Fast, Multipurpose and Inducible Bioorthogonal ChemistryR01GM132460 · NIGMS · UNIVERSITY OF DELAWARE · PI JOSEPH M FOX · 2019 to 2026
$4.2M
Chemistry-Biology Interface Predoctoral Training Grant 2024-2029T32GM133395 · NIGMS · UNIVERSITY OF DELAWARE · PI Catherine Leimkuhler Grimes · 2019 to 2026
$3.7M
Foundation for the National Institutes of Health R01GM132460National Science Foundation DMR-2011824NIGMS NIH HHS R01 GM132460NIGMS NIH HHS T32 GM133395
6 · The paper itself

Abstract

Aligned with the increasing importance of bioorthogonal chemistry has been an increasing demand for more potent, affordable, multifunctional, and programmable bioorthogonal reagents. More advanced synthetic chemistry techniques, including transition-metal-catalyzed cross-coupling reactions, C-H activation, photoinduced chemistry, and continuous flow chemistry, have been employed in synthesizing novel bioorthogonal reagents for universal purposes. We discuss herein recent developments regarding the synthesis of popular bioorthogonal reagents, with a focus on s-tetrazines, 1,2,4-triazines, trans-cyclooctenes, cyclooctynes, hetero-cycloheptynes, and -trans-cycloheptenes. This review aims to summarize and discuss the most representative synthetic approaches of these reagents and their derivatives that are useful in bioorthogonal chemistry. The preparation of these molecules and their derivatives utilizes both classical approaches as well as the latest organic chemistry methodologies.

Indexed as

CyclooctanesTriazinesAlkynesCatalysisIndicators and ReagentsMolecular Structure1,2,4-triazineAlkynesCyclooctanesIndicators and ReagentsTriazinesBioorthogonalCyclooctyneSynthesisTetrazinetrans-cycloocteneTriazine

Identifiers

PMID38703255
PMCPMC11559631

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.