biarylitide YFH

naturalproductmech:mibig-7a5504bb2f MINTED SEEDED

Grounding review: No 3-star ChEBI entry shares this structure, so the record keeps a content-hashed identifier.

What these status tags mean

Curation status describes a workflow state. SEEDED means the record entered through the source-seeding workflow; it does not imply that no later curation occurred. PROPOSED marks an addition awaiting review; REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record. These are workflow decisions, not independently verified human review. Agent-assisted contributions may appear in the record history.

Grounding describes the identifier mapping: EXACT uses an ontology identity asserted by the source; MINTED keeps a local identifier when no defensible ontology identity is available; REVIEW_NEEDED flags an exact structure whose ontology identity needs adjudication. The grounding note retains any unresolved alternatives. These tags do not establish the strength of producer or activity evidence.

Structure

Standard InChIKey	SDQMLBJBRCIBHM-UHFFFAOYSA-N
SMILES	OC(C(CC1=CN=C2N1)NC(C(CC3=CC=CC=C3)NC(C(CC4=CC=C(O)C2=C4)NC(C)=O)=O)=O)=O
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	npatlas:NPA033236

Filing pathway

Amino acids and peptides — computed by NPClassifier npclassifier.gnps2.org@2026-09-07, which is why it is pinned rather than recomputed. The gene cluster's asserted class is ribosomal, from MIBiG.

Producer organisms 1

A claim that this taxon makes the compound. The basis says what the evidence addressed — a knockout and a database assertion are not the same claim.

Taxon	Basis	Cluster	Evidence
Planomonospora sp. ID107089 NCBITaxon:2028102	BGC_CORRELATED	mibig:BGC0002099	PMID:33321099

Occurrences 1

Somebody found the compound in this organism and cited it. That is not a claim that the organism makes it, and nothing here promotes one to the other.

Taxon	Source	Reference
Planomonospora NCBITaxon:1998	LOTUS	DOI:10.1016/J.CHEMBIOL.2020.11.009

Biosynthetic gene clusters 1

Accession	Host	Locus evidence	Genome
mibig:BGC0002099	Planomonospora sp. ID107089 NCBITaxon:2028102	CLUSTER_CORRELATED	genbank:MW201789.1

A locus claim and a taxon claim are different questions. Heterologous expression settles the first and leaves the second where the isolation report left it.

Biosynthesis curated

Written by a curator with claim-level evidence on each step; not derived from a source. This is what the rest of the record exists to support.

Step	Enzyme	Reaction	Substrate → product	Evidence
1	BytO cytochrome P450 UniProtKB:A0A891LYB2		ungrounded → ungrounded	DOI:10.1016/j.chembiol.2020.11.009

Step 1: BytO installs the Tyr1-His3 biaryl crosslink in the MRYFH precursor peptide. Final processing from the crosslinked MRYFH precursor to mature N-acetyl-Tyr-Phe-His biarylitide YFH remains unassigned in this partial graph.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 3 nodes, 2 edges

Partial Planomonospora sp. ID107089 biarylitide YFH biosynthesis graph for BytO-catalyzed Tyr1-His3 biaryl coupling of the MRYFH precursor.

Subject	Predicate	Object	Notes	Evidence
MRYFH precursor peptide	is Tyr1-His3 biaryl-coupled by	BytO cytochrome P450	MITE records BytO as catalyzing biaryl bond formation between Tyr1 and His3 of the MRYFH precursor peptide.	DOI:10.1016/j.chembiol.2020.11.009 https://mite.lisc.univie.ac.at/repository/MITE0000174 https://www.ncbi.nlm.nih.gov/nuccore/MW201789.1 https://mibig.secondarymetabolites.org/repository/BGC0002099.3/BGC0002099.gbk https://www.uniprot.org/uniprotkb/A0A891LYB2 reference DOI:10.1016/j.chembiol.2020.11.009 evidence type PRIMARY_EXPERIMENT snippet N-acetyl-Tyr-Tyr-His and N-acetyl-Tyr-Phe-His notes Zdouc et al. discovered the N-acetyl-Tyr-Phe-His biarylitide YFH congener and linked Planomonospora five-residue bytA precursor genes with adjacent bytO cytochrome P450 genes to Tyr-His biaryl RiPP biosynthesis; MITE curates the BGC0002099 Planomonospora sp. ID107089 BytO assignment from this paper. reference https://mite.lisc.univie.ac.at/repository/MITE0000174 evidence type DATABASE_ASSERTION snippet Modifies biarylitide YFH precursor MRYFH retrieved on 2026-10-01 notes MITE0000174 is an active entry for Planomonospora sp. ID107089 BytO/A0A891LYB2, links GenPept QRM13816.1 and MIBiG BGC0002099, and records biaryl formation in the biarylitide YFH MRYFH precursor. reference https://www.ncbi.nlm.nih.gov/nuccore/MW201789.1 evidence type DATABASE_ASSERTION snippet protein_id="QRM13816.1" retrieved on 2026-10-01 notes GenBank MW201789.1 is the Planomonospora sp. ID107089 biarylitide YFH cluster sequence and maps bytO to QRM13816.1. reference https://mibig.secondarymetabolites.org/repository/BGC0002099.3/BGC0002099.gbk evidence type DATABASE_ASSERTION snippet protein_id="QRM13816.1" retrieved on 2026-10-01 notes MIBiG BGC0002099.3 places bytO/QRM13816.1 inside the active biarylitide YFH cluster. reference https://www.uniprot.org/uniprotkb/A0A891LYB2 evidence type DATABASE_ASSERTION snippet GN=bytO retrieved on 2026-10-01 notes Current unreviewed UniProtKB:A0A891LYB2 resolves as Planomonospora sp. BytO putative cytochrome P450, cross-references EMBL MW201789 protein QRM13816.1, and is sequence-identical to GenPept QRM13816.1.
BytO cytochrome P450	forms	biaryl-linked MRYFH precursor	This single curated graph stops at the crosslinked precursor because the generic host processing reactions to mature biarylitide YFH are not assigned to a named enzyme.	DOI:10.1016/j.chembiol.2020.11.009 https://mite.lisc.univie.ac.at/repository/MITE0000174 https://www.ncbi.nlm.nih.gov/nuccore/MW201789.1 https://mibig.secondarymetabolites.org/repository/BGC0002099.3/BGC0002099.gbk https://www.uniprot.org/uniprotkb/A0A891LYB2 reference DOI:10.1016/j.chembiol.2020.11.009 evidence type PRIMARY_EXPERIMENT snippet N-acetyl-Tyr-Tyr-His and N-acetyl-Tyr-Phe-His notes Zdouc et al. discovered the N-acetyl-Tyr-Phe-His biarylitide YFH congener and linked Planomonospora five-residue bytA precursor genes with adjacent bytO cytochrome P450 genes to Tyr-His biaryl RiPP biosynthesis; MITE curates the BGC0002099 Planomonospora sp. ID107089 BytO assignment from this paper. reference https://mite.lisc.univie.ac.at/repository/MITE0000174 evidence type DATABASE_ASSERTION snippet Modifies biarylitide YFH precursor MRYFH retrieved on 2026-10-01 notes MITE0000174 is an active entry for Planomonospora sp. ID107089 BytO/A0A891LYB2, links GenPept QRM13816.1 and MIBiG BGC0002099, and records biaryl formation in the biarylitide YFH MRYFH precursor. reference https://www.ncbi.nlm.nih.gov/nuccore/MW201789.1 evidence type DATABASE_ASSERTION snippet protein_id="QRM13816.1" retrieved on 2026-10-01 notes GenBank MW201789.1 is the Planomonospora sp. ID107089 biarylitide YFH cluster sequence and maps bytO to QRM13816.1. reference https://mibig.secondarymetabolites.org/repository/BGC0002099.3/BGC0002099.gbk evidence type DATABASE_ASSERTION snippet protein_id="QRM13816.1" retrieved on 2026-10-01 notes MIBiG BGC0002099.3 places bytO/QRM13816.1 inside the active biarylitide YFH cluster. reference https://www.uniprot.org/uniprotkb/A0A891LYB2 evidence type DATABASE_ASSERTION snippet GN=bytO retrieved on 2026-10-01 notes Current unreviewed UniProtKB:A0A891LYB2 resolves as Planomonospora sp. BytO putative cytochrome P450, cross-references EMBL MW201789 protein QRM13816.1, and is sequence-identical to GenPept QRM13816.1.

Every edge carries its own citation; an uncited edge is refused by the corpus tests.

Explore across X-Mech

AntibioticMech (biarylitide YFH) ↗ MediaIngredientMech (naturalproductmech:mibig-7a5504bb2f) ↗ TaxonMech: Planomonospora sp. ID107089 (NCBITaxon:2028102) ↗ PathwayMech (mibig:BGC0002099) ↗

Provenance

Source concept	Source	Version
BGC0002099	MIBIG	3

This page is generated from data/natural_products/amino_acids_and_peptides/biarylitide-yfh.yaml, which is generated from the committed inventories. Neither is edited by hand.