51276-47-2 Usage
Enzyme inhibitor
This dephospho transition-state analogue (FW = 177.10 g/mol; CAS 51276- 47-2) is naturally occurring glutamate analogue, first isolated from Streptomyces viridochromogenes. Phosphonothricin is a slow, tight-binding inhibitor of glutamine synthetase that binds at the glutamate binding site and stabilizes the flap of a glutamyl residue in a position blocking glutamate entry into the active site, thereby trapping the inhibitor on the enzyme. Phosphinothricin undergoes an ATP-dependent phosphorylation. Note: Phosphinothricin is a component of the antibiotics bialaphos and phosalacine. The monoammonium salt of the racemic compound, also called glufosinate-ammonium, is a post-emergent herbicide.
Metabolic pathway
When 14C-phosphinothricin [homoalanin-4-yl-
(methyl)phosphinic acid] is incubated in the cell
suspension cultures of soybean, wheat, and maize, in
maize cells which take up to 50% of the applied
radioactivity, four different metabolites are detected
which are identified as 4-methylphosphinico-2-oxo-
butyric acid, 4-methylphosphinico-2-hydroxybutyric
acid, 4-methylphosphinicobutyric acid, and 3-
methylphosphinicopropionic acid. In soybean and
wheat cultures, 10 and 6% of the applied radioactivity
is taken up, respectively. In soybean, only one
metabolite, 3-methylphosphinicopropionic acid, is
detected, whereas in wheat, 4-methyl-
phosphinicobutyric acid is additionally present.
Check Digit Verification of cas no
The CAS Registry Mumber 51276-47-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,2,7 and 6 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 51276-47:
(7*5)+(6*1)+(5*2)+(4*7)+(3*6)+(2*4)+(1*7)=112
112 % 10 = 2
So 51276-47-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)
51276-47-2Relevant articles and documents
A novel procedure for the synthesis of ammonium glufosinate
Li, Yi-Ming,Du, Xiao-Hua,Zhou, Qin-Hua,Chen, Shu-Da
, p. 565 - 568 (2014)
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Glufosinate ammonium preparation method
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Paragraph 0028; 0032, (2018/07/07)
The invention relates to a glufosinate ammonium preparation method. According to the present invention, nitro is introduced by using a simple and economical method, and is reduced under a mild condition so as to introduce amino group as the key step, such that the method for introducing amino by using other expensive amino acid derivatives or other toxic nitrogen-containing compounds is avoided, and the amino protection and deprotection during the reaction is eliminated; and the preparation method has advantages of simple reaction process, mild condition, simple and easily-available raw materials, simple operation and good atom economy, and is extremely suitable for industrial production.
A aminonitrile preparation method and process for the preparation of the intermediates of glufosinate
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Paragraph 0037; 0042-004, (2017/08/25)
The invention discloses a preparation method of amino-nitrile and an intermediate for preparing glufosinate-ammonium. The preparation method disclosed by the invention aims at solving the problem of low glufosinate-ammonium yield by using acetal in the existing methods. Different from the existing methods for preparing glufosinate-ammonium, the method disclosed by the invention comprises the following steps: firstly reacting acetal with acetylchloride to obtain an enol ether intermediate, reacting the enol ether intermediate with sodium cyanide to obtain amino-nitrile, and finally hydrolyzing the amino-nitrile to obtain the glufosinate-ammonium. The method has the advantages of higher reaction yield and capacity of remarkably reducing the production cost of the glufosinate-ammonium.
