Skip to content
بیالافوس

Structure via PubChem · Public domain (PubChem)

EntityQ855280· pop 10· linked from 167 articles

بیالافوس

Sign in to save

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.

Chemical data

Formula
C11H22N3O6P
Molecular weight
323.28 g/mol
IUPAC name
(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid
SMILES
C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N
InChIKey
GINJFDRNADDBIN-FXQIFTODSA-N
XLogP
-4.9
Polar surface area
159 Ų
H-bond donors
5
H-bond acceptors
7
Formal charge
0

via PubChem

Wikidata facts

Mass
323.124622
Has use
herbicide
Show 4 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
subject has role
antibiotic
Sources (2)

via Wikidata · CC0