Evidence map›Paper›PMID 30912446›Full record

ArticleOrganic letters2019

Synthesis of Constrained Tetracyclic Peptides by Consecutive CEPS, CLIPS, and Oxime Ligation.

Dieuwertje E Streefkerk, Marcel Schmidt, Johannes H Ippel, Tilman M Hackeng, Timo Nuijens, Peter Timmerman, Jan H van Maarseveen

Abstract read
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Review
  6. Review
  7. Review
  8. Article
  9. Article
  10. Article
  11. Article
  12. Review
  13. Review
  14. Article
  15. Article
  16. Improving the aqueous solubility of HCV-E2 glycoprotein epitope mimics by cyclization using POLAR hinges.Journal of peptide science : an official publication of the European Peptide Society · 2020
    Article
  17. 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

7 authors.

Dieuwertje E StreefkerkVan 't Hoff Institute for Molecular Sciences (HIMS) , Science Park 904, 1098 XH Amsterdam , The Netherlands.
Marcel SchmidtVan 't Hoff Institute for Molecular Sciences (HIMS) , Science Park 904, 1098 XH Amsterdam , The Netherlands.ORCID 0000-0001-9618-1376
Johannes H IppelDepartment of Biochemistry (CARIM) , University of Maastricht , Universiteitssingel 50, 6229 ER Maastricht , The Netherlands.
Tilman M HackengDepartment of Biochemistry (CARIM) , University of Maastricht , Universiteitssingel 50, 6229 ER Maastricht , The Netherlands.
Timo NuijensEnzyPep B.V. , Urmonderbaan 22 , 6167 RD Geleen , The Netherlands.
Peter TimmermanVan 't Hoff Institute for Molecular Sciences (HIMS) , Science Park 904, 1098 XH Amsterdam , The Netherlands.ORCID 0000-0001-6687-5297
Jan H van MaarseveenVan 't Hoff Institute for Molecular Sciences (HIMS) , Science Park 904, 1098 XH Amsterdam , The Netherlands.ORCID 0000-0002-1483-436X

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

In Nature, multicyclic peptides constitute a versatile molecule class with various biological functions. For their pharmaceutical exploitation, chemical methodologies that enable selective consecutive macrocyclizations are required. We disclose a combination of enzymatic macrocyclization, CLIPS alkylation, and oxime ligation to prepare tetracyclic peptides. Five new small molecular scaffolds and differently sized model peptides featuring noncanonical amino acids were synthesized. Enzymatic macrocyclization, followed by one-pot scaffold-assisted cyclizations, yielded 21 tetracyclic peptides in a facile and robust manner.

Identifiers

PMID30912446
PMCPMC6456872

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.