chrysobactin
CHEBI:61345 EXACT SEEDED
A catechol-type siderophore with a structure of D-lysyl-L-serine substituted on N2 of the lysyl residue by a 2,3-dihydroxybenzoyl group. It is produced by the Gram-negative bacillus Dickeya dadantii (previously known as Erwinia chrysanthem). Only the catecholate hydroxyl groups participate in metal coordination, so chrysobactin cannot provide full 1:1 coordination of Fe(III); at neutral pH and concentrations of about 0.1 mM, ferric chrysobactin exists as a mixture of bis and tris complexes.
Structure
| Standard InChIKey | NNTXFOAPABMVEG-MNOVXSKESA-N |
|---|---|
| SMILES | C1=CC(=C(C(=C1)O)O)C(=O)N[C@H](CCCCN)C(=O)N[C@@H](CO)C(=O)O |
| Stereochemistry | fully defined |
| Cross-references | npatlas:NPA009561 |
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 nrps, 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 |
|---|---|---|---|
| Dickeya chrysanthemi NCBITaxon:556 |
SOURCE_ASSERTION | mibig:BGC0002414 | PMID:34603680 |
Occurrences 6
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 |
|---|---|---|
| Pseudomonas luteola NCBITaxon:47886 |
LOTUS | DOI:10.1515/ZNC-1996-5-603 |
| Dickeya chrysanthemi NCBITaxon:556 |
LOTUS | DOI:10.1016/S0021-9258(18)94049-4 |
| Dickeya chrysanthemi NCBITaxon:556 |
LOTUS | DOI:10.1021/IC801143E |
| Dickeya chrysanthemi NCBITaxon:556 |
LOTUS | DOI:10.1021/NP200126Z |
| Dickeya chrysanthemi NCBITaxon:556 |
LOTUS | DOI:10.1104/PP.102.3.967 |
| Dickeya chrysanthemi NCBITaxon:556 |
CHEBI | PMID:18803373 |
Biosynthetic gene clusters 1
| Accession | Host | Locus evidence | Genome |
|---|---|---|---|
| mibig:BGC0002414 | Dickeya chrysanthemi NCBITaxon:556 |
CLUSTER_UNSTATED | genbank:JAFCAF010000006.1 |
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.
Provenance
| Source concept | Source | Version |
|---|---|---|
| BGC0002414 | MIBIG | 3 |
| CHEBI:61345 | CHEBI | 3-star |
This page is generated from data/natural_products/amino_acids_and_peptides/chrysobactin.yaml, which is generated from the committed inventories. Neither is edited by hand.