Evidence map›Paper›PMID 27860140›Full record

ArticleAngewandte Chemie (International ed. in English)2017

Decarboxylative Peptide Macrocyclization through Photoredox Catalysis.

Stefan J McCarver, Jennifer X Qiao, Joseph Carpenter, Robert M Borzilleri, Michael A Poss, Martin D Eastgate, Michael M Miller, David W C MacMillan

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 37 papers.

0numbers the graph read from it
0cells of the map it votes in
37citing papers in PubMed
8.4field-weighted citation impact, top 2% 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

37 citing papers in PubMed, 147 citations in OpenAlex.

  1. Functionalization of Peptides via Radical Arylation.Chembiochem : a European journal of chemical biology · 2026
    Review
  2. Acridine/Lewis acid photocatalysis enables α-amidyl radical cyclizations.Organic chemistry frontiers : an international journal of organic chemistry · 2026
    Article
  3. Photoredox-Catalyzed Lysine C(spJournal of the American Chemical Society · 2026
    Article
  4. Review
  5. Late-Stage Serine Modification Enables Noncanonical Peptide Synthesis.Journal of the American Chemical Society · 2025
    Article
  6. Peptide macrocyclisationChemical science · 2024
    Article
  7. Article
  8. Article
  9. Article
  10. Review
  11. Article
  12. Article
  13. Article
  14. Solid-Phase Peptide Modification via Deaminative Photochemical CspChemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  15. Nickel-Catalyzed C(spOrganic letters · 2022
    Article
  16. Article
  17. Organometallic AlaChem catalysis · 2021
    Article
  18. Review
  19. DeaminativeChemical science · 2021
    Article
  20. 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

8 authors at 2 institutions in 1 country.

Stefan J McCarverMerck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ, 08544, USA.
Jennifer X QiaoBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
Joseph CarpenterBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
Robert M BorzilleriBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
Michael A PossBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
Martin D EastgateBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
Michael M MillerBristol-Myers Squibb, Route 206 & Province Line Road, Princeton, NJ, 08543, USA.
David W C MacMillanMerck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ, 08544, USA.
Bristol-Myers Squibb (United States) · USPrinceton University · US

Funding

Photoredox Catalysis Applications in Organometallics and Chemical BiologyR01GM078201 · NIGMS · PRINCETON UNIVERSITY · PI MACMILLAN, DAVID W · 2006 to 2019
$3.9M
NIGMS NIH HHS R01 GM078201
6 · The paper itself

Abstract

A method for the decarboxylative macrocyclization of peptides bearing N-terminal Michael acceptors has been developed. This synthetic method enables the efficient synthesis of cyclic peptides containing γ-amino acids and is tolerant of functionalities present in both natural and non-proteinogenic amino acids. Linear precursors ranging from 3 to 15 amino acids cyclize effectively under this photoredox method. To demonstrate the preparative utility of this method in the context of bioactive molecules, we synthesized COR-005, a somatostatin analogue that is currently in clinical trials.

Indexed as

CatalysisCyclizationDecarboxylationMacromolecular SubstancesMolecular StructureOxidation-ReductionPeptidesPhotochemical ProcessesMacromolecular SubstancesPeptidesdecarboxylationmacrocyclesMichael additionpeptidesphotoredox catalysis

Identifiers

PMID27860140
PMCPMC5225041
OpenAlexW2549436288

What OpenQuestion holds

Textmetadata
LicenceTDM
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.