ArticleJournal of the American Chemical Society2009
SylC catalyzes ureido-bond formation during biosynthesis of the proteasome inhibitor syringolin A.
Article in Journal of the American Chemical Society, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
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.
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.
Who cites it
20 citing papers in PubMed, 50 citations in OpenAlex.
- Discovery, biosynthesis, and bioactivities of peptidic natural products from marine sponges and sponge-associated bacteria.Natural product reports · 2025Review
- PEARL-Catalyzed Peptide Bond Formation after Chain Reversal by Ureido-Forming Condensation Domains.ACS central science · 2024Article
- Pseudobulbiferamides: Plasmid-Encoded Ureidopeptide Natural Products with Biosynthetic Gene Clusters Shared Among Marine Bacteria of Different Genera.Journal of natural products · 2023Article
- Hydantoanabaenopeptins from Lake KinneretMarine drugs · 2023Article
- Enzymatic CJournal of the American Chemical Society · 2021Article
- Anabaenopeptins: What We Know So Far.Toxins · 2021Review
- Identification and characterization of enzymes involved in the biosynthesis of pyrimidine nucleoside antibiotics.Natural product reports · 2021Review
- A Family of Nonribosomal Peptides Modulate Collective Behavior in Pseudovibrio Bacteria Isolated from Marine Sponges*.Angewandte Chemie (International ed. in English) · 2021Article
- Uridine natural products: Challenging targets and inspiration for novel small molecule inhibitors.Bioorganic & medicinal chemistry · 2020Review
- Natural products from thioester reductase containing biosynthetic pathways.Natural product reports · 2018Review
- Heterologous expression and antitumor activity analysis of syringolin from Pseudomonas syringae pv. syringae B728a.Microbial cell factories · 2018Article
- Targeting Reactive Carbonyls for Identifying Natural Products and Their Biosynthetic Origins.Journal of the American Chemical Society · 2016Article
- Production of proteasome inhibitor syringolin A by the endophyte Rhizobium sp. strain AP16.Applied and environmental microbiology · 2014Article
- Structure and noncanonical chemistry of nonribosomal peptide biosynthetic machinery.Natural product reports · 2012Review
- Chemical logic and enzymatic machinery for biological assembly of peptidyl nucleoside antibiotics.ACS chemical biology · 2011Article
- Enzymatic timing and tailoring of macrolactamization in syringolin biosynthesis.Organic letters · 2011Article
- Natural product biosyntheses in cyanobacteria: A treasure trove of unique enzymes.Beilstein journal of organic chemistry · 2011Article
- Proteasome activity imaging and profiling characterizes bacterial effector syringolin A.Plant physiology · 2011Article
- N-acylation during glidobactin biosynthesis by the tridomain nonribosomal peptide synthetase module GlbF.Chemistry & biology · 2010Article
- Identification of the biosynthetic gene cluster for the pacidamycin group of peptidyl nucleoside antibiotics.Proceedings of the National Academy of Sciences of the United States of America · 2010Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Syringolins are a class of cyclic tripeptide natural products that are potent and irreversible inhibitors of the eukaryotic proteasome. In addition to being hybrid NRPS/PKS molecules, they also feature an unusual ureido-linkage (red) between two amino acid monomers. Here we report the first in vitro characterization of enzymatic ureido-linkage formation which is catalyzed by an NRPS, SylC. Using (13)C- and (18)O-labeling studies, we show that biosynthesis occurs via N-carboxylation to form an initial N-carboxy-aminoacyl-S-Ppant enzyme intermediate which undergoes intramolecular cyclization followed by condensation with a second amino acid to form the ureido-containing dipeptide product.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
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.