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Glufosinate-ammonium

Alias: HOE-00661; HOE 00661; Glufosinate-ammonium
Cat No.:V21642 Purity: ≥98%
Glufosinate ammonium is a phosphonic acid analog of glutamic acid, a herbicide converted into PT (L-phosphinothricin) by plant cells.
Glufosinate-ammonium
Glufosinate-ammonium Chemical Structure CAS No.: 77182-82-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of Glufosinate-ammonium:

  • N-Acetyl glufosinate-d3 sodium
  • Glufosinate-d3 hydrochloride
  • N-Acetyl glufosinate-d3
  • N-Acetyl-DL-glufosinate-d3 hydrate
  • Glufosinate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Glufosinate ammonium is a phosphonic acid analog of glutamic acid, a herbicide converted into PT (L-phosphinothricin) by plant cells. Glufosinate ammonium has neurotoxic effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In neural stem cells (NSCs), glufosinate (1-100 μM; 12DIV) destroys intercellular traces of secreted V-SVZ [2]. Celsr2 gene RT-PCR at 100 μM is significantly decreased by glufosinate (1-100 μM; 12DIV) [2].
ln Vivo
The maternal toxicity of 50 or 250 mg/kg of glufosinate (10-250 mg/kg; gavage; daily; on days 6–15 of gestation) was observed in Wistar rats [3]. In female musk deer, the half-life is shorter than 4 hours [3].
Cell Assay
RT-PCR [2]
Cell Types: Ependymal cells
Tested Concentrations: 1, 3, 10, 100 μM
Incubation Duration: 12DIV (NSCs -to) expression[2]. -Ependymal cell time point)
Experimental Results: Celsr2 gene expression was Dramatically diminished at 100 μM.
ADME/Pharmacokinetics
Metabolism / Metabolites
The main metabolite in urine and feces is 3-[hydroxy(methyl)phosphono]propionic acid. In plants, glufosinate degradation involves deamination, decarboxylation, and ultimately β-oxidation to produce carbon dioxide. Biological Half-Life …A 65-year-old male ingested BASTA containing 20% (w/v) glufosinate… The changes in serum glufosinate concentration showed a Tα of 1.84 hours and a Tβ of 9.59 hours. /BASTA/
Toxicity/Toxicokinetics
Toxicity Summary
Glufosinate irreversibly inhibits glutamine synthase, thereby reducing ammonia detoxification capacity. Elevated ammonia levels lead to impaired photorespiration and photosynthesis in plants. (T10)
Toxicity Data
LC50 (Rat) = 1,260 mg/m3

Non-human Toxicity Values
LD50 Rats (Male) Oral 2000 mg/kg

LD50 Rats (Female) Oral 1620 mg/kg

Mouse (Male) Oral 431 mg/kg

Mouse (Female) Oral 416 mg/kg

For more non-human toxicity values (complete data) for glufosinate-ammonium salts (11 in total), please visit the HSDB records page.
References

[1]. The effect of high concentrations of glufosinate ammonium on the yield components of transgenic spring wheat (Triticum aestivum L.) constitutively expressing the bar gene. ScientificWorldJournal. 2012;2012:657945.

[2]. Multiple effects of the herbicide glufosinate-ammonium and its main metabolite on neural stem cells from the subventricular zone of newborn mice. Neurotoxicology. 2018 Dec;69:152-163.

[3]. Summary of safety evaluation toxicity studies of glufosinate ammonium. Food Chem Toxicol. 1990 May;28(5):339-49.

Additional Infomation
2-Amino-4-[hydroxy(methyl)phosphoryl]butyric acid is a non-protein α-amino acid, formed by substituting a hydroxy(methyl)phosphoryl group at the 4-position of 2-aminobutyric acid. It belongs to the phosphonic acid class and is also a non-protein α-amino acid. Glufosinate is a metabolite found or produced in Escherichia coli (strains K12 and MG1655). Glufosinate has been reported to exist in Streptomyces hygroscopicus and Streptomyces viride, with relevant data available. Glufosinate or its ammonium salt DL-phosphinic acid is the active ingredient in many non-selective systemic herbicides, such as Basta, Rely, Finale, Ignite, Challenge, and Liberty. It interferes with the glutamine biosynthesis pathway, which binds to the glutamate binding site of the enzyme. Plants treated with glufosinate die due to ammonia accumulation and glutamine deficiency leading to the cessation of photosynthesis.
Mechanism of Action
…Glufosinate is a structural analogue of glutamate, which exerts its effects in plants by inhibiting glutamine synthase, leading to the complete breakdown of ammonia metabolism. Due to the structural similarity between glufosinate and glutamate, its effects on various glutamate utilization systems in mammals need to be investigated. Although glufosinate inhibits glutamine synthase activity in different tissues in laboratory animals, this inhibition only leads to slight increases in glutamate and ammonia levels at high sublethal and lethal doses. After 28 days of oral administration, glufosinate had no effect on glutathione and carbohydrate metabolism, or on the biosynthesis of non-essential amino acids in rats and dogs. In vitro experiments showed that glufosinate does not interfere with multiple neurotransmitter receptors, and intravenous injection does not affect tissue concentrations of catecholamine neurotransmitters. These results indicate that…in mammals, inhibition of glutamine synthase activity in various tissues does not lead to the disruption of ammonia metabolism. Mammalian metabolism…compensates for the inhibition of glutamine synthase activity through various other metabolic pathways…
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H15N2O4P
Molecular Weight
198.15
Exact Mass
215.103
CAS #
77182-82-2
Related CAS #
Glufosinate;51276-47-2
PubChem CID
4794
Appearance
White to off-white solid powder
Boiling Point
519.1ºC at 760 mmHg
Melting Point
210°C
Flash Point
100 °C
LogP
0.244
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
11
Complexity
193
Defined Atom Stereocenter Count
0
InChi Key
IAJOBQBIJHVGMQ-UHFFFAOYSA-N
InChi Code
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)
Chemical Name
2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
Synonyms
HOE-00661; HOE 00661; Glufosinate-ammonium
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ~250 mg/mL (~1261.61 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (504.64 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.0467 mL 25.2334 mL 50.4668 mL
5 mM 1.0093 mL 5.0467 mL 10.0934 mL
10 mM 0.5047 mL 2.5233 mL 5.0467 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

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