Evidence map›Paper›PMID 37814114›Full record

ArticleNature chemistry2023

Aromatic pentaamide macrocycles bind anions with high affinity for transport across biomembranes.

Ruikai Cao, Robert B Rossdeutcher, Yulong Zhong, Yi Shen, Daniel P Miller, Thomas A Sobiech, Xiangxiang Wu, Laura Sánchez Buitrago, Karishma Ramcharan, Mark I Gutay and 7 more

Abstract read
PubMed Publisher
In one paragraph

Article in Nature chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.

0numbers the graph read from it
0cells of the map it votes in
20citing papers in PubMed
7.8field-weighted citation impact, top 2% 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

20 citing papers in PubMed, 53 citations in OpenAlex.

  1. Article
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  4. Reversible Exfoliation-Aggregation Dynamics in Ionic COFs for Tunable Interfacial Catalysis.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026
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  10. Near-Infrared Triggered Anion Transport Induces Cancer Cell Death.Angewandte Chemie (International ed. in English) · 2026
    Article
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  15. Review
  16. Article
  17. Carbazole Framework as Functional Scaffold for the Design of Synthetic Receptors.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Review
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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

17 authors at 5 institutions in 2 countries.

Ruikai Cao *Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.
Robert B Rossdeutcher *Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.
Yulong Zhong *Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.ORCID 0000-0002-4775-6855
Yi ShenState Key Laboratory of Systems Medicine for Cancer, School of Biomedical Engineering, Shanghai Jiao Tong University, Shanghai, China.ORCID 0000-0002-1679-9238
Daniel P MillerDepartment of Chemistry, Hofstra University, Hempstead, NY, USA.ORCID 0000-0003-1507-2667
Thomas A SobiechDepartment of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.
Xiangxiang WuAcademy of Chinese Medical Science, Henan University of Chinese Medicine, Zhengzhou, Henan, China.ORCID 0000-0003-3623-1161
Laura Sánchez BuitragoDepartment of Chemistry, Hofstra University, Hempstead, NY, USA.ORCID 0000-0002-2626-8393
Karishma RamcharanDepartment of Chemistry, Hofstra University, Hempstead, NY, USA.ORCID 0009-0005-9961-9034
Mark I GutayMarsico Lung Institute, University of North Carolina School of Medicine, Chapel Hill, NC, USA.
Miriam Frankenthal FigueiraMarsico Lung Institute, University of North Carolina School of Medicine, Chapel Hill, NC, USA.ORCID 0009-0002-8833-3047
Pia LuthraDepartment of Chemistry, Hofstra University, Hempstead, NY, USA.ORCID 0009-0001-9931-1268
Eva ZurekDepartment of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.ORCID 0000-0003-0738-867X
Thomas SzyperskiDepartment of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA.
Brian ButtonMarsico Lung Institute, University of North Carolina School of Medicine, Chapel Hill, NC, USA.
Zhifeng ShaoState Key Laboratory of Systems Medicine for Cancer, School of Biomedical Engineering, Shanghai Jiao Tong University, Shanghai, China. zfshao@sjtu.edu.cn.ORCID 0000-0003-4192-5440
Bing GongDepartment of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY, USA. bgong@buffalo.edu.ORCID 0000-0002-4155-9965
University at Buffalo, State University of New York · USHofstra University · USUniversity of North Carolina at Chapel Hill · USShanghai Jiao Tong University · CNFirst Affiliated Hospital of Henan University · CN

Funding

National Science Foundation (NSF) CHE-1905094National Science Foundation (NSF) CHE-2108538National Science Foundation (NSF) CHE-2108597National Science Foundation (NSF) CHE-2304878
6 · The paper itself

Abstract

The convergent positioning of functional groups in biomacromolecules leads to good binding, catalytic and transport capabilities. Synthetic frameworks capable of convergently locking functional groups with minimized conformational uncertainty-leading to similar properties-are highly desirable but rare. Here we report C5-symmetric aromatic pentaamide macrocycles synthesized in one pot from the corresponding monomers. Their crystal structures reveal a star-shaped, fully constrained backbone that causes ten alternating NH/CH hydrogen-bond donors and five large amide dipoles to orient towards the centre of the macrocycle. With a highly electropositive cavity in a high-energy unbound state, the macrocycles bind anions in a 1:1 stoichiometry in solution, with high affinity for halides and very high affinity for oxoanions. We demonstrate that such macrocycles are able to transport anions across lipid bilayers with a high chloride selectivity and restore the depleted airway surface liquid of cystic fibrosis airway cell cultures.

Indexed as

Macrocyclic CompoundsAmidesAnionsCrystallography, X-RayMolecular ConformationAmidesAnionsMacrocyclic Compounds

Identifiers

PMID37814114
OpenAlexW4387451449

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.