Tabtoxinine β-lactam

Tabtoxinine β-lactam
Names
IUPAC name
(S)-2-Amino-4-((S)-3-hydroxy-2-oxoazetidin-3-yl)butanoic acid
Other names
S,3S)-α-Amino-3-hydroxy-2-oxo-3-azetidinebutanoic acid; (−)-Tabtoxinine β-lactam
Identifiers
65709-93-5 YesY
3D model (Jmol) Interactive image
ChemSpider 24751854
PubChem 3035052
Properties
C7H12N2O4
Molar mass 188.18 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tabtoxinine β-lactam is a monobactam antibiotic derived from tabtoxin. Unlike other β-lactam antibiotics, which inhibit penicillin-binding proteins, tabtoxinine β-lactam inhibits glutamine synthetase.[1]

References

  1. Thomas, M. D.; Langston-Unkefer, P. J.; Uchytil, T. F.; Durbin, R. D. (1983). "Inhibition of Glutamine Synthetase from Pea by Tabtoxinine-β-lactam". Plant Physiology. 71 (4): 912–915. doi:10.1104/pp.71.4.912. PMC 1066143Freely accessible. PMID 16662928.


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