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EntityQ855280· pop 10· linked from 167 articles

Also known as gamma-(Hydroxymethylphosphinyl)-L-alpha-aminobutyryl-L-alanyl-L-alanine, 2-Amino-4-(methylphosphino)butyrylalanylalanine, L-phosphinothricyl-L-alanyl-L-alanine, (2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyryl-L-alanyl-L-alanine, (2S)-2-amino-4-(hydroxymethylphosphinyl)butanoyl-L-alanyl-L-alanine, PTT, Phosphinothricylalanylalanine, Antibiotic SF 1293

Bialaphos is a natural herbicide produced by the bacteria Streptomyces hygroscopicus and Streptomyces viridochromogenes. It is also known by the ISO common name bilanafos. Bialaphos is a protoxin and nontoxic as is. When it is metabolized by a plant, the glutamic acid analog glufosinate is released which inhibits glutamine synthetase. This results in the accumulation of ammonium and disruption of primary metabolism.

Wikidata facts

Mass
323.124622
Show 3 more facts
chemical formula
C₁₁H₂₂N₃O₆P
isomeric SMILES
C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N
canonical SMILES
CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCP(=O)(C)O)N
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{{chembox | Watchedfields = changed | verifiedrevid = | Reference = | ImageFile = Bialaphos.svg | SystematicName = (2S)-2-[(2S)-2-{(2S)-2-Amino-4-[hydroxy(methylphosphonoyl)]butanamido}propanamido]propanoic acid | OtherNames = L-Alanyl-L-alanyl-phosphinothricin |Section1= |Section2= |Section3= }}

Bialaphos is a natural herbicide produced by the bacteria Streptomyces hygroscopicus and Streptomyces viridochromogenes. It is also known by the ISO common name bilanafos. Bialaphos is a protoxin and nontoxic as is. When it is metabolized by a plant, the glutamic acid analog glufosinate is released which inhibits glutamine synthetase. This results in the accumulation of ammonium and disruption of primary metabolism.

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