Thaxtomin A

SKU
T-1244
  • CAS:122380-18-1
  • Formula:C22H22N4O6
  • MW:438.4 Da
  • Appearance:Orange solid
  • Purity:≥98%

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Product Name Qty
Thaxtomin A
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Description

Thaxtomin A is a member of the broader thaxtomin family of phytotoxins. Thaxtomins occur naturally in certain Streptomyces bacteria associated with crop diseases. These toxins are capable of inducing hypertrophy and necrosis in plant cells. As a result, thaxtomins are effective as herbicides. In the specific case of thaxtomin A, the mechanism of action responsible for these effects is believed to involve action on multiple target structures within the cell, including both the cell wall and the plasma membrane. Studies have also shown that exposure to thaxtomin A can cause the buildup of fibrous material in cellular cytoplasm. Although other thaxtomins exhibit similar effects, thaxtomin A shows higher levels of physiological activity than other members of the group. Demonstrated to be produced by bacterial nitrix oxide synthases (NOS).

Applications

• Diketopiperazine antibiotic
• Phytotoxin
• Herbicide
• Natural cellulose synthesis inhibitor
• Plant cell necrosis inducer
• Induces common scab disease of potato

 

 

More Information
Alternate Name/Synonyms
Thaxtomine A; Thaztomin A; NSC630669
SKU
T-1244
CAS #
122380-18-1
Chemical Name
(3R,6S)-3-hydroxy-3-[(3-hydroxyphenyl)methyl]-1,4-dimethyl-6-[(4-nitro-1H-indol-3-yl)methyl]piperazine-2,5-dione
Chemical Formula
C22H22N4O6
Molecular Weight
438.4 Da
Appearance
Orange solid
Purity
≥98%
Solubility
Soluble in DMSO or dimethyl formamide; partially soluble in methanol or 100% ethanol; poorly soluble in water.
Storage Temp
-20°C
USE
Thaxtomin A is a phytotoxin which causes plant cell necrosis at nanomolar concentrations. Thaxtomin A has been demonstrated to be produced by bacterial nitric oxide synthases (NOS). Thaxtomin A alters, either directly or indirectly, the deposition or composition of monocot and dicot plant cell walls in ways that affect the wall integrity and the ability of the cell to progress normally through cytokinesis.
Handling
Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation.
GHS PICTOGRAMS
Handling Avoid contact with skin, eyes or clothing. Use personal protective equipment as required. Wash contaminated clothing before reuse. Do not breathe dust/fume/gas/mist/vapors/spray. Do not eat, drink or smoke when using this product. Use with local exhaust ventilation.
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