{
  "abstract": "Selective modification of selenocysteine (Sec) remains challenging due to competing thiol reactivity. In this study, we demonstrate that doubly activated cyclopropanes can serve as effective electrophilic warheads for Sec-selective modification. The electrophile undergoes efficient ring-opening reactions with selenols, while showing limited reactivity toward thiols. Selective labeling using Sec-containing peptides was confirmed by mass spectrometry. A biotinylated probe enabled protein-level validation, selectively labeling selenoprotein P while avoiding the cysteine-containing protein peroxiredoxin 6 under mildly acidic conditions. These findings enabled us to identify doubly activated cyclopropanes as a promising scaffold for the development of chemical probes targeting selenoproteins.",
  "abstract_shown": true,
  "affiliations": [
    "Tohoku University , , 6-3 Aoba, Aramaki, Aoba-ku , ,"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 9,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Hiroyuki Yamakoshi",
      "orcid": "0000-0002-9263-577X"
    },
    {
      "affs": [
        0
      ],
      "name": "Hiro Ikeda"
    },
    {
      "affs": [
        0
      ],
      "name": "Wang Yinuo"
    },
    {
      "affs": [
        0
      ],
      "name": "Takashi Toyama"
    },
    {
      "affs": [
        0
      ],
      "name": "Hayato Takashima"
    },
    {
      "affs": [
        0
      ],
      "name": "Hideyuki Nagai"
    },
    {
      "affs": [
        0
      ],
      "name": "Ryo Watanabe"
    },
    {
      "affs": [
        0
      ],
      "name": "Yoshiro Saito",
      "orcid": "0000-0002-0559-5889"
    },
    {
      "affs": [
        0
      ],
      "name": "Yoshiharu Iwabuchi",
      "orcid": "0000-0002-0679-939X"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/5ceev0wak9x7d.bib",
  "cited_by": 0,
  "doi": "10.1021/acsomega.6c07276",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13717745/?tool=EBI",
  "id": "5ceev0wak9x7d",
  "issns": [
    "2470-1343"
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  "landing_url": "https://pubs.acs.org/acsodf/article/11/42/65125/5448913/Toward-Chemoselective-Modification-of",
  "language": "eng",
  "licence": "CC-BY-4.0",
  "licence_label": "CC BY 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Article"
    ],
    [
      "openalex",
      "3005|Organoselenium and organotellurium chemistry"
    ]
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  "openalex": "W7221548816",
  "pdf_url": "https://pubs.acs.org/doi/pdf/10.1021/acsomega.6c07276",
  "pmcid": "PMC13717745",
  "pmid": "42959919",
  "published": "2026-10-12",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/5ceev0wak9x7d.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:18:39Z",
      "native_id": "10.1021/acsomega.6c07276",
      "source": "crossref",
      "url": "https://pubs.acs.org/acsodf/article/11/42/65125/5448913/Toward-Chemoselective-Modification-of"
    },
    {
      "first_seen": "2026-10-31T00:20:37Z",
      "native_id": "PMC:PMC13717745",
      "source": "europepmc",
      "url": "https://europepmc.org/article/PMC/PMC13717745"
    },
    {
      "first_seen": "2026-11-01T00:20:52Z",
      "native_id": "MED:42959919",
      "source": "europepmc",
      "url": "https://europepmc.org/article/MED/42959919"
    },
    {
      "first_seen": "2026-11-02T12:22:00Z",
      "native_id": "PMC13717745",
      "source": "pmc",
      "url": "https://doi.org/10.1021/acsomega.6c07276"
    }
  ],
  "subjects": [
    {
      "field": "medicine",
      "origin": "openalex:3005|Organoselenium and organotellurium chemistry",
      "subfield": "pharmacology-toxicology"
    }
  ],
  "title": "Toward Chemoselective Modification of Selenocysteine-Containing Biomolecules Via Doubly Activated Cyclopropanes",
  "title_text": "Toward Chemoselective Modification of Selenocysteine-Containing Biomolecules Via Doubly Activated Cyclopropanes",
  "type": "peer-reviewed",
  "updated_at": "2026-11-02T12:22:00Z",
  "url": "https://research.draconitic.com/paper/5ceev0wak9x7d",
  "venue": "ACS Omega",
  "versions": []
}