Evidence map›Paper›PMID 23729217›Full record

ReviewAngewandte Chemie (International ed. in English)2013

Nonproteinogenic amino acid building blocks for nonribosomal peptide and hybrid polyketide scaffolds.

Christopher T Walsh, Robert V O'Brien, Chaitan Khosla

Abstract readReview
In one paragraph

Review in Angewandte Chemie (International ed. in English), 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 133 papers.

0numbers the graph read from it
0cells of the map it votes in
133citing 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

133 citing papers in PubMed.

  1. Article
  2. Review
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  5. Review
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  11. EDA Complex-Mediated C(spEuropean journal of organic chemistry · 2026
    Article
  12. Article
  13. Article
  14. Article
  15. A Self-Sufficient β-Methylarginine Biosynthetic Pathway in Planctomycetes.Chembiochem : a European journal of chemical biology · 2025
    Article
  16. Review
  17. Article
  18. Article
  19. Article
  20. Article

73 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.

Christopher T WalshDepartment of Biological Chemistry and Molecular Pharmacology, Harvard Medical School, Boston, MA 02115, USA.
Robert V O'Brien
Chaitan Khosla

Funding

Modular Enzymatic Assembly Lines for AntibioticsR01GM020011 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI WALSH, CHRISTOPHER T · 1985 to 2013
$8.2M
The Vancomycin Biosynthetic Assembly lineR01GM049338 · NIGMS · HARVARD UNIVERSITY (MEDICAL SCHOOL) · PI WALSH, CHRISTOPHER T · 1993 to 2012
$6.2M
Structure, Mechanism, and Engineering of Assembly Line Polyketide SynthasesR01GM087934 · NIGMS · STANFORD UNIVERSITY · PI KHOSLA, CHAITAN · 2009 to 2021
$4.9M
5S RRNA RECOGNITION BY TRANSCRIPTION FACTOR IIIAF32GM020011 · NIGMS · SCRIPPS RESEARCH INSTITUTE · PI LEE, BRIAN M · 1999 to 2000
$39k
ENZYMATIC REACTION MECHANISMSR37GM020011 · NIGMS · MASSACHUSETTS INSTITUTE OF TECHNOLOGY · PI WALSH, CHRISTOPHER A · 1986 to 1995
–
NIGMS NIH HHS F32 GM020011NIGMS NIH HHS GM 087934NIGMS NIH HHS GM20011NIGMS NIH HHS GM49338NIGMS NIH HHS R01 GM020011NIGMS NIH HHS R01 GM049338NIGMS NIH HHS R01 GM087934
6 · The paper itself

Abstract

Freestanding nonproteinogenic amino acids have long been recognized for their antimetabolite properties and tendency to be uncovered to reactive functionalities by the catalytic action of target enzymes. By installing them regiospecifically into biogenic peptides and proteins, it may be possible to usher a new era at the interface between small molecule and large molecule medicinal chemistry. Site-selective protein functionalization offers uniquely attractive strategies for posttranslational modification of proteins. Last, but not least, many of the amino acids not selected by nature for protein incorporation offer rich architectural possibilities in the context of ribosomally derived polypeptides. This Review summarizes the biosynthetic routes to and metabolic logic for the major classes of the noncanonical amino acid building blocks that end up in both nonribosomal peptide frameworks and in hybrid nonribosomal peptide-polyketide scaffolds.

Indexed as

Amino AcidsMacrocyclic CompoundsPeptidesPolyketidesProteinsSirolimusTyrocidineAmino AcidsMacrocyclic CompoundsPeptidesPolyketidesProteinsSirolimusTyrocidinebiosynthesisnonproteinogenic amino acidsnonribosomal peptidespolyketides

Identifiers

PMID23729217
PMCPMC4634941

What OpenQuestion holds

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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.