GE2270

naturalproductmech:mibig-47e25f64fe 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REVIEWED records curator sign-off on identity, structure, filing class and producer claims; DEPRECATED retains a superseded or out-of-scope record.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	YMUAOVHRCGSGJV-UHFFFAOYSA-N
SMILES	CC1=C2C(=O)NCC(=O)NC(C3=NC(=CS3)C4=NC(=CS4)C5=C(C=CC(=N5)C6=NC(=CS6)C7=NC(CO7)C(=O)N8CCCC8C(=O)N)C9=NC(=CS9)C(=O)NC(C3=NC(=C(S3)COC)C(=O)NC(C(=N2)S1)CC(=O)NC)C(C)C)C(C1=CC=CC=C1)O
Stereochemistry	undefined stereocentres — the InChIKey does not distinguish this compound from its stereoisomers
Cross-references	pubchem:16130335

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 2

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
Nonomuraea sp. WU8817 NCBITaxon:653884	BGC_CHARACTERIZED	mibig:BGC0000604	PMID:19338336
Planobispora rosea NCBITaxon:35762	BGC_CHARACTERIZED	mibig:BGC0001155	DOI:10.7164/antibiotics.44.693

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
Planobispora rosea NCBITaxon:35762	LOTUS	DOI:10.7164/ANTIBIOTICS.44.693

Biosynthetic gene clusters 2

Accession	Host	Locus evidence	Genome
mibig:BGC0000604	Nonomuraea sp. WU8817 NCBITaxon:653884	CLUSTER_DEMONSTRATED	genbank:FJ461359.1
mibig:BGC0001155	Planobispora rosea NCBITaxon:35762	CLUSTER_DEMONSTRATED	genbank:KF366381.2

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	PbtH		ungrounded → ungrounded	DOI:10.1016/j.chembiol.2013.07.005
2	PbtG1		ungrounded → ungrounded	DOI:10.1016/j.chembiol.2013.07.005

Step 1: PbtH is recorded as the GE2270 maturation protein required for C-terminal amide formation. The exact substrate and product of the PbtH-associated step remain ungrounded, and no UniProtKB accession tied directly to the KF366381.2 AGY49594.1 Planobispora rosea pbtH coding sequence resolved; active Planobispora rosea WGS UniProtKB:U5Q3R1 (BOOI01000040 locus Pro02_44310) shares 100% amino-acid sequence identity (122 aa, UPI0003BC0C0E) and is recorded as a companion UniProtKB example.

Step 2: PbtG1 is recorded as the GE2270 maturation cyclodehydratase required for C-terminal oxazoline formation. The exact substrate and product of the PbtG1-associated step remain ungrounded, and no UniProtKB accession tied directly to the KF366381.2 AGY49581.1 Planobispora rosea pbtG1 coding sequence resolved; active Planobispora rosea WGS UniProtKB:U5Q0H1 (BOOI01000040 locus Pro02_44440) shares 100% amino-acid sequence identity (607 aa, UPI0003BC18A5) and is recorded as a companion UniProtKB example.

Mechanism & Biosynthesis Overview

Causal graph — biosynthesis 7 nodes, 6 edges

Partial Planobispora rosea pbt-cluster graph for the PbtH- and PbtG1-associated C-terminal maturation steps required before macrocyclic GE2270 production.

Subject	Predicate	Object	Notes	Evidence
PbtH	participates in	GE2270 C-terminal amide formation		DOI:10.1016/j.chembiol.2013.07.005 https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html reference DOI:10.1016/j.chembiol.2013.07.005 evidence type PRIMARY_EXPERIMENT notes Tocchetti et al. expressed the Planobispora rosea pbt cluster in Nonomuraea ATCC39727 and used targeted deletions to place PbtH in C-terminal amide formation and PbtG1 in C-terminal oxazoline formation during GE2270 maturation. reference https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes GenBank KF366381.2 is the Planobispora rosea ATCC 53733 GE2270 biosynthesis cluster and places pbtH and pbtG1 inside the 4201..25722 MIBiG BGC0001155 locus interval. reference https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AGY49594.1 is the KF366381.2 pbtH coding sequence. UniProtKB:U5Q3R1 has the same 122 aa sequence (UPI0003BC0C0E) under EMBL BOOI01000040 and locus Pro02_44310, but is not used as direct GE2270 PbtH grounding because it does not cross-reference KF366381.2 or pbtH. reference https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes MIBiG BGC0001155.5 assigns KF366381.2 to Planobispora rosea GE2270 biosynthesis and records knockout, enzymatic assay, and heterologous expression support for the locus.
PbtG1 cyclodehydratase	participates in	GE2270 C-terminal oxazoline formation		DOI:10.1016/j.chembiol.2013.07.005 https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html reference DOI:10.1016/j.chembiol.2013.07.005 evidence type PRIMARY_EXPERIMENT notes Tocchetti et al. expressed the Planobispora rosea pbt cluster in Nonomuraea ATCC39727 and used targeted deletions to place PbtH in C-terminal amide formation and PbtG1 in C-terminal oxazoline formation during GE2270 maturation. reference https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes GenBank KF366381.2 is the Planobispora rosea ATCC 53733 GE2270 biosynthesis cluster and places pbtH and pbtG1 inside the 4201..25722 MIBiG BGC0001155 locus interval. reference https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AGY49581.1 is the KF366381.2 pbtG1 cyclodehydratase coding sequence. UniProtKB:U5Q0H1 has the same 607 aa sequence under EMBL BOOI01000040 and locus Pro02_44440, but is not used as exact GE2270 PbtG1 grounding because it does not cross-reference KF366381.2 or pbtG1. reference https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes MIBiG BGC0001155.5 assigns KF366381.2 to Planobispora rosea GE2270 biosynthesis and records knockout, enzymatic assay, and heterologous expression support for the locus.
GE2270 C-terminal amide formation	enables maturation of	GE2270	pbtH deletion accumulated linear precursors in which the pyridine-generated macrocycle failed to form.	DOI:10.1016/j.chembiol.2013.07.005 https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html reference DOI:10.1016/j.chembiol.2013.07.005 evidence type PRIMARY_EXPERIMENT notes Tocchetti et al. expressed the Planobispora rosea pbt cluster in Nonomuraea ATCC39727 and used targeted deletions to place PbtH in C-terminal amide formation and PbtG1 in C-terminal oxazoline formation during GE2270 maturation. reference https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes GenBank KF366381.2 is the Planobispora rosea ATCC 53733 GE2270 biosynthesis cluster and places pbtH and pbtG1 inside the 4201..25722 MIBiG BGC0001155 locus interval. reference https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AGY49594.1 is the KF366381.2 pbtH coding sequence. UniProtKB:U5Q3R1 has the same 122 aa sequence (UPI0003BC0C0E) under EMBL BOOI01000040 and locus Pro02_44310, but is not used as direct GE2270 PbtH grounding because it does not cross-reference KF366381.2 or pbtH. reference https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes MIBiG BGC0001155.5 assigns KF366381.2 to Planobispora rosea GE2270 biosynthesis and records knockout, enzymatic assay, and heterologous expression support for the locus.
GE2270 C-terminal oxazoline formation	enables maturation of	GE2270	pbtG1 deletion accumulated linear precursors in which the pyridine-generated macrocycle failed to form.	DOI:10.1016/j.chembiol.2013.07.005 https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html reference DOI:10.1016/j.chembiol.2013.07.005 evidence type PRIMARY_EXPERIMENT notes Tocchetti et al. expressed the Planobispora rosea pbt cluster in Nonomuraea ATCC39727 and used targeted deletions to place PbtH in C-terminal amide formation and PbtG1 in C-terminal oxazoline formation during GE2270 maturation. reference https://www.ncbi.nlm.nih.gov/nuccore/KF366381.2 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes GenBank KF366381.2 is the Planobispora rosea ATCC 53733 GE2270 biosynthesis cluster and places pbtH and pbtG1 inside the 4201..25722 MIBiG BGC0001155 locus interval. reference https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes NCBI GenPept AGY49581.1 is the KF366381.2 pbtG1 cyclodehydratase coding sequence. UniProtKB:U5Q0H1 has the same 607 aa sequence under EMBL BOOI01000040 and locus Pro02_44440, but is not used as exact GE2270 PbtG1 grounding because it does not cross-reference KF366381.2 or pbtG1. reference https://mibig.secondarymetabolites.org/repository/BGC0001155.5/index.html evidence type DATABASE_ASSERTION retrieved on 2026-09-27 notes MIBiG BGC0001155.5 assigns KF366381.2 to Planobispora rosea GE2270 biosynthesis and records knockout, enzymatic assay, and heterologous expression support for the locus.
PbtH	has a sequence-identical UniProtKB example	PbtH (Planobispora rosea Pro02_44310 WGS UniProtKB example)	UniProtKB:U5Q3R1 (Planobispora rosea WGS BOOI01000040 locus Pro02_44310) shares 100% amino-acid sequence identity (122 aa, UPI0003BC0C0E) with KF366381.2 PbtH (AGY49594.1); modeled as a separate companion example node rather than direct PbtH grounding because U5Q3R1 does not cross-reference KF366381.2.	https://www.uniprot.org/uniprotkb/U5Q3R1 https://www.uniprot.org/uniparc/UPI0003BC0C0E https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 reference https://www.uniprot.org/uniprotkb/U5Q3R1 evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes Active Planobispora rosea UniProtKB entry (U5Q3R1, Pro02_44310) for the 122-aa UPI0003BC0C0E sequence. reference https://www.uniprot.org/uniparc/UPI0003BC0C0E evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes UniParc UPI0003BC0C0E links KF366381.2 AGY49594.1 (pbtH) and active Planobispora rosea UniProtKB:U5Q3R1 under a single 100%-identical 122-aa sequence. reference https://www.ncbi.nlm.nih.gov/protein/AGY49594.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes KF366381.2 GenPept AGY49594.1 is the 122-aa Planobispora rosea PbtH coding sequence.
PbtG1 cyclodehydratase	has a sequence-identical UniProtKB example	PbtG1 (Planobispora rosea Pro02_44440 WGS UniProtKB example)	UniProtKB:U5Q0H1 (Planobispora rosea WGS BOOI01000040 locus Pro02_44440) shares 100% amino-acid sequence identity (607 aa, UPI0003BC18A5) with KF366381.2 PbtG1 (AGY49581.1); modeled as a separate companion example node rather than direct PbtG1 grounding because U5Q0H1 does not cross-reference KF366381.2 (issue #273).	https://www.uniprot.org/uniprotkb/U5Q0H1 https://www.uniprot.org/uniparc/UPI0003BC18A5 https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 reference https://www.uniprot.org/uniprotkb/U5Q0H1 evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes Active Planobispora rosea UniProtKB entry (U5Q0H1, Pro02_44440) for the 607-aa UPI0003BC18A5 sequence. reference https://www.uniprot.org/uniparc/UPI0003BC18A5 evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes UniParc UPI0003BC18A5 links KF366381.2 AGY49581.1 (pbtG1) and active Planobispora rosea UniProtKB:U5Q0H1 under a single 100%-identical 607-aa sequence. reference https://www.ncbi.nlm.nih.gov/protein/AGY49581.1 evidence type DATABASE_ASSERTION retrieved on 2026-10-17 notes KF366381.2 GenPept AGY49581.1 is the 607-aa Planobispora rosea PbtG1 cyclodehydratase coding sequence.

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

Explore across X-Mech

AntibioticMech (GE2270) ↗ MediaIngredientMech (naturalproductmech:mibig-47e25f64fe) ↗ TaxonMech: Nonomuraea sp. WU8817 (NCBITaxon:653884) ↗ TaxonMech: Planobispora rosea (NCBITaxon:35762) ↗ PathwayMech (mibig:BGC0000604) ↗ PathwayMech (mibig:BGC0001155) ↗

Open questions 1

shared-structure — This structure is reported by more than one MIBiG entry: BGC0000604, BGC0001155. Confirm they describe the same compound rather than an upstream cross-reference error.

Provenance

Source concept	Source	Version
BGC0000604	MIBIG	4
BGC0001155	MIBIG	5

This page is generated from data/natural_products/amino_acids_and_peptides/ge2270.yaml, which is generated from the committed inventories. Neither is edited by hand.