Structure via PubChem · Public domain (PubChem)
tabtoxin
Sign in to saveTabtoxin, also known as wildfire toxin, is a simple monobactam phytotoxin produced by Pseudomonas syringae. It is the precursor to the antibiotic tabtoxinine β-lactam (TBL). It is produced by: Pseudomonas syringae pv. tabaci, the causal agent of the wildfire of tobacco. P. syringae pv. coronafaciens P. syringae pv. garcae P. syringae BR2, causes a disease of bean (Phaseolus vulgaris) similar to tobacco wildfire. This organism is closely related to P. syringae pv. tabaci but cannot be classified in the pathovar tabaci because it is not pathogenic on tobacco.
Chemical data
- Formula
- C11H19N3O6
- Molecular weight
- 289.29 g/mol
- IUPAC name
- (2S,3R)-2-[[(2S)-2-amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoyl]amino]-3-hydroxybutanoic acid
- SMILES
- C[C@H]([C@@H](C(=O)O)NC(=O)[C@H](CC[C@@]1(CNC1=O)O)N)O
- InChIKey
- BFSBNVPBVGFFCF-WDOVLDDZSA-N
- XLogP
- -5.2
- Polar surface area
- 162 Ų
- H-bond donors
- 6
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 289.127
Show 4 more facts
- canonical SMILES
- CC(C(C(=O)O)NC(=O)C(CCC1(CNC1=O)O)N)O
- chemical formula
- C₁₁H₁₉N₃O₆
- isomeric SMILES
- C[C@H]([C@@H](C(=O)O)NC(=O)[C@H](CC[C@@]1(CNC1=O)O)N)O
- found in taxon
- Pseudomonas syringae
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
5 sectionsContents
- Self-resistance
- Biosynthesis
- Factors affecting production
- Bioactivation
- References
{{chembox | verifiedrevid = 404888433 | ImageFile=Tabtoxin.svg | ImageSize=200px | SystematicName=(2S,3R)-2-{(2S)-2-Amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanamido}-3-hydroxybutanoic acid | OtherNames=N-[(2S)-2-Amino-4-[(3S)-3-hydroxy-2-oxo-3-azetidinyl]-1-oxobutyl]-L-threonine; (S)-γ-(3-Hydroxy-2-oxo-3-azetidinyl)-L-α-aminobutyryl-L-threonine |Section1= |Section2= |Section3= }}
Tabtoxin, also known as wildfire toxin, is a simple monobactam phytotoxin produced by Pseudomonas syringae. It is the precursor to the antibiotic tabtoxinine β-lactam (TBL). It is produced by: Pseudomonas syringae pv. tabaci, the causal agent of the wildfire of tobacco. P. syringae pv. coronafaciens P. syringae pv. garcae P. syringae BR2, causes a disease of bean (Phaseolus vulgaris) similar to tobacco wildfire. This organism is closely related to P. syringae pv. tabaci but cannot be classified in the pathovar tabaci because it is not pathogenic on tobacco.
Excerpted from Wikipedia’s “tabtoxin” article, available under the CC BY-SA 4.0 licence.