Evidence map›Paper›PMID 40269320›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2025

Development of Water-Soluble 3-Nitro-2-Pyridinesulfenate for Disulfide Bond Formation of Peptide Under Aqueous Conditions.

Akihiro Taguchi, Megumi Sakata, Ryusei Yamamoto, Hayate Shida, Saeka Kuraishi, Sho Konno, Kentaro Takayama, Atsuhiko Taniguchi, Yoshio Hayashi

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it
0cells of the map it votes in
0citing 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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

9 authors.

Akihiro TaguchiDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.ORCID https://orcid.org/0000-0002-5984-2697
Megumi SakataDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Ryusei YamamotoLaboratory of Medicinal Chemistry and Chemical Biology, School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Hayate ShidaDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Saeka KuraishiDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Sho KonnoDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.ORCID https://orcid.org/0000-0002-5851-4130
Kentaro TakayamaDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.ORCID https://orcid.org/0000-0002-9040-0539
Atsuhiko TaniguchiDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.ORCID https://orcid.org/0000-0002-5857-3093
Yoshio HayashiDepartment of Medicinal Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.ORCID https://orcid.org/0000-0002-7010-6914

Funding

Japan Society for the Promotion of Science, KAKENHITakeda Science Foundation
6 · The paper itself

Abstract

Establishing an efficient method for the synthesis of disulfide bonds in peptides is an important challenge for the further development of several research fields, including peptide-based medicinal chemistry and biochemistry. Herein, we report the development of a novel highly water-soluble 3-nitro-2-pyridine (Npy) sulfenate that efficiently forms intramolecular disulfide bonds in reduced peptides. Moreover, Npy-sulfenate formed a disulfide bond in a thiol-containing peptide prepared by thiol-additive-free native chemical ligation (NCL), as demonstrated by the one-pot synthesis of adrenomedullin, which contains 52 amino acid residues. This study provides a new one-pot synthetic methodology for preparing mid-sized cyclic disulfide peptides via sulfenate-mediated oxidation.

Indexed as

DisulfidesPeptidesPyridinesOxidation-ReductionSolubilityWaterDisulfidesPeptidesPyridinesWater3‐nitro‐2‐pyridinesulfenatedisulfide bondnative chemical ligationoxidationpeptides

Identifiers

PMID40269320
PMCPMC12144866

What OpenQuestion holds

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LicenceCC BY
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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.