Evidence map›Paper›PMID 36787347›Full record

ArticleBioconjugate chemistry2023

Modification of Cysteine-Substituted Antibodies Using Enzymatic Oxidative Coupling Reactions.

Wendy Cao, Johnathan C Maza, Natalia Chernyak, John A Flygare, Shane W Krska, F Dean Toste, Matthew B Francis

Abstract read
In one paragraph

Article in Bioconjugate chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
2.5field-weighted citation impact, top 11% 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

10 citing papers in PubMed, 11 citations in OpenAlex.

  1. Review
  2. Review
  3. Article
  4. Article
  5. Article
  6. Site-specific bioconjugation and nuclear imaging.Current opinion in chemical biology · 2024
    Review
  7. Review
  8. Article
  9. Review
  10. Article
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

7 authors at 2 institutions in 1 country.

Wendy CaoDepartment of Chemistry, University of California, Berkeley, California 94720, United States.
Johnathan C MazaDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0003-2898-8770
Natalia ChernyakDepartment of Discovery Chemistry, Merck & Co., Inc., South San Francisco, California 94080, United States.
John A FlygareDepartment of Discovery Chemistry, Merck & Co., Inc., South San Francisco, California 94080, United States.
Shane W KrskaDepartment of Discovery Chemistry, Merck & Co., Inc., 2000 Galloping Hill Road, Kenilworth, New Jersey 07033, United States.ORCID 0000-0001-9757-9036
F Dean TosteDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0001-8018-2198
Matthew B FrancisDepartment of Chemistry, University of California, Berkeley, California 94720, United States.ORCID 0000-0003-2837-2538
University of California, Berkeley · USMerck & Co., Inc., Rahway, NJ, USA (United States) · US

Funding

Univ of Calif Berkeley Chemistry-Biology Interface ProgramT32GM066698 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI CHANG, CHRISTOPHER J., FRANCIS, MATTHEW B · 2004 to 2023
$7.5M
Facile Generation of Protein-Protein Conjugates Using Enzymatic Oxidative Coupling ReactionsR01GM138693 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI FRANCIS, MATTHEW B · 2020 to 2025
$1.5M
NIGMS NIH HHS R01 GM138693NIGMS NIH HHS T32 GM066698
6 · The paper itself

Abstract

Cysteines are routinely used as site-specific handles to synthesize antibody-drug conjugates for targeted immunotherapy applications. Michael additions between thiols and maleimides are some of the most common methods for modifying cysteines, but these functional groups can be difficult to prepare on scale, and the resulting linkages have been shown to be reversible under some physiological conditions. Here, we show that the enzyme tyrosinase, which oxidizes conveniently accessed phenols to afford reactive

Indexed as

Antineoplastic AgentsImmunoconjugatesCysteineMaleimidesOxidative CouplingQuinonesSulfhydryl CompoundsAntineoplastic AgentsCysteineImmunoconjugatesMaleimidesQuinonesSulfhydryl Compounds

Identifiers

PMID36787347
PMCPMC13599061
OpenAlexW4320710236

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.