Tethered Indoxyl-Glucuronides for Enzymatically Triggered Cross-Linking.

Juno Son, Zhiyuan Wu, Jinghuai Dou, Hikaru Fujita, Phuong-Lien Doan Cao, Qihui Liu, Jonathan S Lindsey

Abstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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0citing papers in PubMed

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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

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0 citing papers in PubMed.

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5 · Who and what money

Authors and funding

7 authors.

Juno SonDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0002-6334-0112

Zhiyuan WuDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0002-4330-1271

Jinghuai DouDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0002-7593-310X

Hikaru FujitaDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0002-0430-9705

Phuong-Lien Doan CaoDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0003-0461-8695

Qihui LiuDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0001-6157-4778

Jonathan S LindseyDepartment of Chemistry, North Carolina State University, Raleigh, NC 27695, USA.ORCID 0000-0002-4872-2040

Funding

North Carolina State University 7-63963

6 · The paper itself

Abstract

Indoxyl-glucuronides, upon treatment with β-glucuronidase under physiological conditions, are well known to afford the corresponding indigoid dye via oxidative dimerization. Here, seven indoxyl-glucuronide target compounds have been prepared along with 22 intermediates. Of the target compounds, four contain a conjugatable handle (azido-PEG, hydroxy-PEG, or BCN) attached to the indoxyl moiety, while three are isomers that include a PEG-ethynyl group at the 5-, 6-, or 7-position. All seven target compounds have been examined in indigoid-forming reactions upon treatment with β-glucuronidase from two different sources and rat liver tritosomes. Taken together, the results suggest the utility of tethered indoxyl-glucuronides for use in bioconjugation chemistry with a chromogenic readout under physiological conditions.

Indexed as

GlucuronatesGlucuronidesAnimalsGlucuronidaseIndolesRatsGlucuronatesGlucuronidaseGlucuronidesIndolesindoxylindoxyl glucuronidechromogenicdimerizationindigoidindoleoxidationβ-glucuronidase

Identifiers

PMID37241884

DOI10.3390/molecules28104143

PMCPMC10223988

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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.