Glufosinate

Glufosinate (also known as phosphinothricin and often sold as an ammonium salt) is a naturally occurring broad-spectrum herbicide produced by several species of Streptomyces soil bacteria. Glufosinate is a non-selective, contact herbicide, with some systemic action. Plants may also metabolize bialaphos and phosalacine, other naturally occurring herbicides, directly into glufosinate. The compound irreversibly inhibits glutamine synthetase, an enzyme necessary for the production of glutamine and for ammonia detoxification, giving it antibacterial, antifungal and herbicidal properties. Application of glufosinate to plants leads to reduced glutamine and elevated ammonia levels in tissues, halting photosynthesis and resulting in plant death.

Not to be confused with Glyphosate.
Glufosinate
Names
Preferred IUPAC name
2-Amino-4-[hydroxy(methylphosphonoyl)]butanoic acid
Other names
Phosphinothricin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.051.893
EC Number
  • 257-102-5
KEGG
PubChem CID
UNII
  • InChI=1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10) Y
    Key: IAJOBQBIJHVGMQ-UHFFFAOYSA-N Y
SMILES
  • O=P(O)(CCC(C(=O)O)N)C
Properties
C5H12NO4P
Molar mass 181.128 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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