Evidence map›Paper›PMID 31825225›Full record

ArticleOrganic letters2020

Synthesis of Carboxy ATTO 647N Using Redox Cycling for Xanthone Access.

James L Bachman, Cyprian I Pavlich, Alexander J Boley, Edward M Marcotte, Eric V Anslyn

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
0.4field-weighted citation impact, top 43% of its field
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

3 citing papers in PubMed, 8 citations in OpenAlex.

  1. Optimized Red-Absorbing Dyes for Imaging and Sensing.Journal of the American Chemical Society · 2023
    Article
  2. Article
  3. Review
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

5 authors at 1 institution in 1 country.

James L BachmanDepartment of Chemistry , The University of Texas at Austin , Austin , Texas 78712 , United States.
Cyprian I PavlichDepartment of Chemistry , The University of Texas at Austin , Austin , Texas 78712 , United States.
Alexander J BoleyDepartment of Chemistry , The University of Texas at Austin , Austin , Texas 78712 , United States.
Edward M MarcotteDepartment of Molecular Biosciences , The University of Texas at Austin , Austin , Texas 78712 , United States.
Eric V AnslynDepartment of Chemistry , The University of Texas at Austin , Austin , Texas 78712 , United States.ORCID 0000-0002-5137-8797
The University of Texas at Austin · US

Funding

Mapping the CPLANE interactome, an extensive protein interaction network underlying human ciliopathiesR01HD085901 · NICHD · UNIVERSITY OF TEXAS AT AUSTIN · PI EDWARD M MARCOTTE, John B Wallingford · 2016 to 2026
$6.2M
Proteomics and model organism humanization to decode human geneticsR35GM122480 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI EDWARD M MARCOTTE · 2017 to 2026
$5.4M
Next-Generation Proteomics: Massively Parallel Single-Molecule Protein IdentificaDP1GM106408 · NIGMS · UNIVERSITY OF TEXAS AT AUSTIN · PI MARCOTTE, EDWARD M · 2012 to 2016
$3.8M
Mapping the blood cell protein complexosomeR01DK110520 · NIDDK · UNIVERSITY OF TEXAS AT AUSTIN · PI EMILI, ANDREW, MARCOTTE, EDWARD M · 2016 to 2018
$727k
Bruker AVANCE III HD 500 MHz NMRS10OD021508 · OD · UNIVERSITY OF TEXAS AT AUSTIN · PI SESSLER, JONATHAN L · 2016 to 2016
$529k
NICHD NIH HHS R01 HD085901NIDDK NIH HHS R01 DK110520NIGMS NIH HHS DP1 GM106408NIGMS NIH HHS R35 GM122480NIH HHS S10 OD021508
6 · The paper itself

Abstract

A synthesis of the carbopyronine dye Carboxy ATTO 647N from simple materials is reported. This route proceeds in 11 forward steps from 3-bromoaniline with the key xanthone intermediate formed using a new oxidation methodology. The step utilizes an oxidation cycle with base, water, iodine, and more than doubles the yield of the standard permanganate oxidation methodology, accessing gram-scale quantities of this late-stage product. From this, Carboxy ATTO 647N was prepared in only four additional steps. This facile route to a complex fluorophore is expected to enable further studies in fluorescence imaging.

Indexed as

Fluorescent DyesMolecular StructureOxidation-ReductionPyronineXanthonesFluorescent DyesPyroninexanthoneXanthones

Identifiers

PMID31825225
PMCPMC7549415
OpenAlexW2996303709

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

Registered trials

None linked

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.