biarylitide YYH

naturalproductmech:mibig-97bda18ea1 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	ZPRWGNIYRGILHV-UHFFFAOYSA-N
SMILES	CC(=O)NC1CC2=CC(=C(O)C=C2)C2=NC=C(CC(C(=O)O)NC(=O)C(CC3=CC=C(O)C=C3)NC1=O)[NH]2
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	npatlas:NPA033235

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. ID82291 NCBITaxon:2028102	SOURCE_ASSERTION	mibig:BGC0002084	DOI:10.1016/j.chembiol.2020.11.009

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:BGC0002084	Planomonospora sp. ID82291 NCBITaxon:2028102	CLUSTER_DEMONSTRATED	genbank:MW201788.1

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:A0A891LWT6		ungrounded → ungrounded	DOI:10.1016/j.chembiol.2020.11.009

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

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 3 nodes, 2 edges

Partial Planomonospora sp. ID82291 biarylitide YYH biosynthesis graph for BytO-catalyzed Tyr1-His3 biaryl coupling of the MRYYH precursor.

Subject	Predicate	Object	Notes	Evidence
MRYYH 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 MRYYH precursor peptide.	DOI:10.1016/j.chembiol.2020.11.009 https://mite.lisc.univie.ac.at/repository/MITE0000175 https://www.ncbi.nlm.nih.gov/nuccore/MW201788.1 https://mibig.secondarymetabolites.org/repository/BGC0002084.4/BGC0002084.gbk https://www.uniprot.org/uniprotkb/A0A891LWT6 reference DOI:10.1016/j.chembiol.2020.11.009 evidence type PRIMARY_EXPERIMENT snippet the bytAO segment was sufficient to direct production of the crosslinked N-acetylated Tyr-Tyr-His tripeptide notes Zdouc et al. linked Planomonospora sp. ID82291 bytA/bytO to biarylitide YYH biosynthesis by heterologous production in Streptomyces; the paper describes bytO as the cytochrome P450 expected to install the Tyr-His biaryl crosslink. reference https://mite.lisc.univie.ac.at/repository/MITE0000175 evidence type DATABASE_ASSERTION snippet Biaryl formation between Y1 and H3 retrieved on 2026-10-01 notes MITE0000175 is an active entry for Planomonospora sp. ID82291 BytO/A0A891LWT6, links GenPept QRM13814.1 and MIBiG BGC0002084, and records biaryl formation in the biarylitide YYH MRYYH precursor. reference https://www.ncbi.nlm.nih.gov/nuccore/MW201788.1 evidence type DATABASE_ASSERTION snippet protein_id="QRM13814.1" retrieved on 2026-10-01 notes GenBank MW201788.1 is the Planomonospora sp. ID82291 biarylitide YYH cluster sequence and maps bytO to QRM13814.1. reference https://mibig.secondarymetabolites.org/repository/BGC0002084.4/BGC0002084.gbk evidence type DATABASE_ASSERTION snippet protein_id="QRM13814.1" retrieved on 2026-10-01 notes MIBiG BGC0002084.4 places bytO/QRM13814.1 inside the active biarylitide YYH cluster. reference https://www.uniprot.org/uniprotkb/A0A891LWT6 evidence type DATABASE_ASSERTION snippet GN=bytO retrieved on 2026-10-01 notes Current unreviewed UniProtKB:A0A891LWT6 resolves as Planomonospora sp. BytO putative cytochrome P450, cross-references EMBL MW201788 protein QRM13814.1, and is sequence-identical to GenPept QRM13814.1.
BytO cytochrome P450	forms	biaryl-linked MRYYH precursor	This single curated graph stops at the crosslinked precursor because the generic host processing reactions to mature biarylitide YYH are not assigned to a named enzyme.	DOI:10.1016/j.chembiol.2020.11.009 https://mite.lisc.univie.ac.at/repository/MITE0000175 https://www.ncbi.nlm.nih.gov/nuccore/MW201788.1 https://mibig.secondarymetabolites.org/repository/BGC0002084.4/BGC0002084.gbk https://www.uniprot.org/uniprotkb/A0A891LWT6 reference DOI:10.1016/j.chembiol.2020.11.009 evidence type PRIMARY_EXPERIMENT snippet the bytAO segment was sufficient to direct production of the crosslinked N-acetylated Tyr-Tyr-His tripeptide notes Zdouc et al. linked Planomonospora sp. ID82291 bytA/bytO to biarylitide YYH biosynthesis by heterologous production in Streptomyces; the paper describes bytO as the cytochrome P450 expected to install the Tyr-His biaryl crosslink. reference https://mite.lisc.univie.ac.at/repository/MITE0000175 evidence type DATABASE_ASSERTION snippet Biaryl formation between Y1 and H3 retrieved on 2026-10-01 notes MITE0000175 is an active entry for Planomonospora sp. ID82291 BytO/A0A891LWT6, links GenPept QRM13814.1 and MIBiG BGC0002084, and records biaryl formation in the biarylitide YYH MRYYH precursor. reference https://www.ncbi.nlm.nih.gov/nuccore/MW201788.1 evidence type DATABASE_ASSERTION snippet protein_id="QRM13814.1" retrieved on 2026-10-01 notes GenBank MW201788.1 is the Planomonospora sp. ID82291 biarylitide YYH cluster sequence and maps bytO to QRM13814.1. reference https://mibig.secondarymetabolites.org/repository/BGC0002084.4/BGC0002084.gbk evidence type DATABASE_ASSERTION snippet protein_id="QRM13814.1" retrieved on 2026-10-01 notes MIBiG BGC0002084.4 places bytO/QRM13814.1 inside the active biarylitide YYH cluster. reference https://www.uniprot.org/uniprotkb/A0A891LWT6 evidence type DATABASE_ASSERTION snippet GN=bytO retrieved on 2026-10-01 notes Current unreviewed UniProtKB:A0A891LWT6 resolves as Planomonospora sp. BytO putative cytochrome P450, cross-references EMBL MW201788 protein QRM13814.1, and is sequence-identical to GenPept QRM13814.1.

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

Explore across X-Mech

AntibioticMech (biarylitide YYH) ↗ MediaIngredientMech (naturalproductmech:mibig-97bda18ea1) ↗ TaxonMech: Planomonospora sp. ID82291 (NCBITaxon:2028102) ↗ PathwayMech (mibig:BGC0002084) ↗

Provenance

Source concept	Source	Version
BGC0002084	MIBIG	4

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