Evidence map›Paper›PMID 38548970›Full record

ArticleCommunications chemistry2024

Chemoenzymatic tandem cyclization for the facile synthesis of bicyclic peptides.

Masakazu Kobayashi, Naho Onozawa, Kenichi Matsuda, Toshiyuki Wakimoto

Open access · goldAbstract read
In one paragraph

Article in Communications chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
4.7field-weighted citation impact, top 4% 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

12 citing papers in PubMed, 20 citations in OpenAlex.

  1. Advances in Cyclic Peptides Targeting G Protein-Coupled Receptors.Chembiochem : a European journal of chemical biology · 2026
    Review
  2. Discovery and Biosynthesis of the Novel Glycotetrapeptide Antibiotic Biffamycin A.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Article
  4. Review
  5. Article
  6. Review
  7. Article
  8. Article
  9. Review
  10. Chemoenzymatic synthesis.Communications chemistry · 2025
    Article
  11. Article
  12. Review
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

4 authors at 1 institution in 1 country.

Masakazu KobayashiFaculty of Pharmaceutical Sciences, Hokkaido University, Kita 12, Nishi 6, Kita-ku, Sapporo, 060-0812, Japan.
Naho OnozawaFaculty of Pharmaceutical Sciences, Hokkaido University, Kita 12, Nishi 6, Kita-ku, Sapporo, 060-0812, Japan.
Kenichi MatsudaFaculty of Pharmaceutical Sciences, Hokkaido University, Kita 12, Nishi 6, Kita-ku, Sapporo, 060-0812, Japan. kematsuda@pharm.hokudai.ac.jp.ORCID http://orcid.org/0000-0002-9269-688X
Toshiyuki WakimotoFaculty of Pharmaceutical Sciences, Hokkaido University, Kita 12, Nishi 6, Kita-ku, Sapporo, 060-0812, Japan. wakimoto@pharm.hokudai.ac.jp.ORCID http://orcid.org/0000-0003-2917-1797
Hokkaido University · JP

Funding

Japan Agency for Medical Research and Development (AMED) JP23ak0101163Japan Agency for Medical Research and Development (AMED) JP23ama121039Japan Agency for Medical Research and Development (AMED) JP23gm1610007MEXT | Japan Science and Technology Agency (JST) ACT-X JPMJAX201FMEXT | Japan Science and Technology Agency (JST) A-STEP JPMJTR20USMEXT | Japan Society for the Promotion of Science (JSPS) JP16H06448MEXT | Japan Society for the Promotion of Science (JSPS) JP18H02581MEXT | Japan Society for the Promotion of Science (JSPS) JP19K16390MEXT | Japan Society for the Promotion of Science (JSPS) JP21H02635MEXT | Japan Society for the Promotion of Science (JSPS) JP22H05128MEXT | Japan Society for the Promotion of Science (JSPS) JP22J13818MEXT | Japan Society for the Promotion of Science (JSPS) JP22K15302MEXT | Japan Society for the Promotion of Science (JSPS) JP23K17410
6 · The paper itself

Abstract

Bicyclic peptides exhibit improved metabolic stabilities and target specificities when compared to their linear or mono-cyclic counterparts; however, efficient and straightforward synthesis remains challenging due to their intricate architectures. Here, we present a highly selective and operationally simple one-pot chemoenzymatic tandem cyclization approach to synthesize bicyclic peptides with small to medium ring sizes. Penicillin-binding protein-type thioesterases (PBP-type TEs) efficiently cyclized azide/alkyne-containing peptides in a head-to-tail manner. Successive copper (I)-catalyzed azide-alkyne cycloaddition generated bicyclic peptides in one-pot, thus omitting the purification of monocyclic intermediates. This chemoenzymatic strategy enabled the facile synthesis of bicyclic peptides bearing hexa-, octa-, and undecapeptidyl head-to-tail cyclic scaffolds.

Identifiers

PMID38548970
PMCPMC10978974
OpenAlexW4393257805

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.