Evidence map›Paper›PMID 31030512›Full record

ArticleACS chemical biology2019

A Nonaggregating Heptamethine Cyanine for Building Brighter Labeled Biomolecules.

Michael P Luciano, Stephen N Crooke, Saghar Nourian, Ivan Dingle, Roger R Nani, Gabriel Kline, Nimit L Patel, Christina M Robinson, Simone Difilippantonio, Joseph D Kalen and 2 more

Abstract read
In one paragraph

Article in ACS chemical biology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 49 papers, 1 of them a synthesis that pooled it.

0numbers the graph read from it
0cells of the map it votes in
49citing papers in PubMed, 1 pooled it
5.5field-weighted citation impact, top 3% 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

49 citing papers in PubMed, 1 synthesis or guideline pooled it, 86 citations in OpenAlex.

  1. Pooled it
  2. More Than a Glow: How Cyanine Dyes Shape Tracer Pharmacokinetics.Angewandte Chemie (International ed. in English) · 2026
    Review
  3. Review: structural determinants of organic dyes for controlling biological clearance pathways.Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology · 2026
    Review
  4. Article
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  9. Review
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  18. Review
  19. Fluorescent APurinergic signalling · 2023
    Article
  20. Rejuvenating old fluorophores with new chemistry.Current opinion in chemical biology · 2023
    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

12 authors at 3 institutions in 1 country.

Michael P LucianoChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.ORCID 0000-0002-1996-1587
Stephen N CrookeSchool of Chemistry and Biochemistry, School of Biological Sciences , Georgia Institute of Technology , 901 Atlantic Drive , Atlanta , Georgia 30332 , United States.
Saghar NourianChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.
Ivan DingleChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.
Roger R NaniChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.
Gabriel KlineChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.
Nimit L PatelSmall Animal Imaging Program , Frederick National Laboratory for Cancer Research, Leidos Biomedical Research Inc. , Frederick , Maryland 21702 , United States.
Christina M RobinsonAnimal Research Technical Support , Frederick National Laboratory for Cancer Research, Leidos Biomedical Research Inc. , Frederick , Maryland 21702 , United States.
Simone DifilippantonioAnimal Research Technical Support , Frederick National Laboratory for Cancer Research, Leidos Biomedical Research Inc. , Frederick , Maryland 21702 , United States.
Joseph D KalenSmall Animal Imaging Program , Frederick National Laboratory for Cancer Research, Leidos Biomedical Research Inc. , Frederick , Maryland 21702 , United States.
M G FinnSchool of Chemistry and Biochemistry, School of Biological Sciences , Georgia Institute of Technology , 901 Atlantic Drive , Atlanta , Georgia 30332 , United States.ORCID 0000-0001-8247-3108
Martin J SchnermannChemical Biology Laboratory, Center for Cancer Research , National Cancer Institute , Frederick , Maryland 21702 , United States.ORCID 0000-0002-0503-0116
Frederick National Laboratory for Cancer Research · USLeidos (United States) · USGeorgia Institute of Technology · US

Funding

Synthesis and evaluation of small-molecule imaging agentsZIABC011506 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI SCHNERMANN, MARTIN · 2013 to 2025
$12.1M
Genetic and Chemically Programmed Nanoparticles for Prodrug TherapyR01GM101421 · NIGMS · GEORGIA INSTITUTE OF TECHNOLOGY · PI FINN, M.G. · 2013 to 2016
$1.1M
NIGMS NIH HHS R01 GM101421
6 · The paper itself

Abstract

Heptamethine cyanines are broadly used for a range of near-infrared imaging applications. As with many fluorophores, these molecules are prone to forming nonemissive aggregates upon biomolecule conjugation. Prior work has focused on persulfonation strategies, which only partially address these issues. Here, we report a new set of peripheral substituents, short polyethylene glycol chains on the indolenine nitrogens and a substituted alkyl ether at the C4' position, that provide exceptionally aggregation-resistant fluorophores. These symmetrical molecules are net-neutral, can be prepared in a concise sequence, and exhibit no evidence of H-aggregation even at high labeling density when appended to monoclonal antibodies or virus-like particles. The resulting fluorophore-biomolecule conjugates exhibit exceptionally bright in vitro and in vivo signals when compared to a conventional persulfonated heptamethine cyanine. Overall, these efforts provide a new class of heptamethine cyanines with significant utility for complex labeling applications.

Indexed as

Antibodies, MonoclonalCarbocyaninesFluorescent DyesHumansVirionAntibodies, MonoclonalCarbocyaninesFluorescent Dyes

Identifiers

PMID31030512
PMCPMC6528163
OpenAlexW2941726346

What OpenQuestion holds

Textmetadata
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.