Evidence map›Paper›PMID 25901822›Full record

ArticleNature chemistry2015

Structure and biosynthesis of a macrocyclic peptide containing an unprecedented lysine-to-tryptophan crosslink.

Kelsey R Schramma, Leah B Bushin, Mohammad R Seyedsayamdost

Abstract read
In one paragraph

Article in Nature chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 115 papers.

0numbers the graph read from it
0cells of the map it votes in
115citing 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

115 citing papers in PubMed.

  1. RadicalJournal of the American Chemical Society · 2026
    Article
  2. Review
  3. Article
  4. ThiF-Like Enzyme Chemistry in Primary and Secondary Metabolism.Chembiochem : a European journal of chemical biology · 2025
    Review
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Review
  15. Article
  16. Article
  17. Review
  18. Article
  19. Article
  20. Article

55 more citing papers are in PubMed but not listed here.

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

3 authors.

Kelsey R Schramma *Department of Chemistry, Princeton University, Princeton, New Jersey, USA.
Leah B Bushin *Department of Chemistry, Princeton University, Princeton, New Jersey, USA.
Mohammad R SeyedsayamdostDepartment of Chemistry, Princeton University, Princeton, New Jersey, USA.

Funding

Molecular Analysis of Metabolites and Signaling Networks in Microbial SymbiosesR00GM098299 · NIGMS · PRINCETON UNIVERSITY · PI SEYEDSAYAMDOST, MOHAMMAD R · 2013 to 2015
$747k
Molecular Analysis of Metabolites and Signaling Networks in Microbial SymbiosesK99GM098299 · NIGMS · HARVARD MEDICAL SCHOOL · PI SEYEDSAYAMDOST, MOHAMMAD R · 2011 to 2012
$135k
NIGMS NIH HHS GM098299NIGMS NIH HHS K99 GM098299NIGMS NIH HHS R00 GM098299
6 · The paper itself

Abstract

Streptococcal bacteria use peptide signals as a means of intraspecies communication. These peptides can contain unusual post-translational modifications, providing opportunities for expanding our understanding of nature's chemical and biosynthetic repertoires. Here, we have combined tools from natural products discovery and mechanistic enzymology to elucidate the structure and biosynthesis of streptide, a streptococcal macrocyclic peptide. We show that streptide bears an unprecedented post-translational modification involving a covalent linkage between two unactivated carbons within the side chains of lysine and tryptophan. The biosynthesis of streptide was addressed by genetic and biochemical studies. The former implicated a new SPASM-domain-containing radical SAM enzyme StrB, while the latter revealed that StrB contains two [4Fe-4S] clusters and installs the unusual lysine-to-tryptophan crosslink in a single step. By intramolecularly stitching together the side chains of lysine and tryptophan, StrB provides a new route for biosynthesizing macrocyclic peptides.

Indexed as

BiocatalysisChromatography, High Pressure LiquidLysineMacrocyclic CompoundsModels, MolecularPeptides, CyclicSpectrometry, Mass, Electrospray IonizationTryptophanLysineMacrocyclic CompoundsPeptides, CyclicTryptophan

Identifiers

PMID25901822
PMCPMC4443489

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.