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Thaxtomin C

BVT-0391-M001 1 mg $200.00
BVT-0391-M005 5 mg $600.00
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Additional Information

Product Data
Synonyms 12-N-Methyl-cyclo-(L-4-nitrotryptophyl-L-phenylalanyl)
Properties
Formula C21H20N4O4
MW 392.4
CAS 140111-05-3
Source/Host Chemicals Isolated from Streptomyces bottropensis Gö-Dra 17.
Purity ≥96% (HPLC)
Appearance Yellow powder.
Solubility Soluble in DMSO or chloroform.
Identity Determined by 1H-NMR.
Origin Manufactured by BioViotica.
InChi Key IAIWBAHUWORDTI-WMZOPIPTBV
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
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Product Description

  • Diketopiperazine antibiotic.
  • Biosynthetic precursor of Thaxtomin A (Prod.No. BVT-0206).
  • Phytotoxin.
  • Plant cell necrosis inducer.
  • Induces common scab disease of potato.

Product References

  1. Isolation and characterization of phytotoxins associated with Streptomyces scabies: R. R. King, et al.; J. Chem. Soc. Chem. Commun. 13, 849 (1989)
  2. An Arabidopsis mutant resistant to thaxtomin A, a cellulose synthesis inhibitor from Streptomyces species: W.R. Scheible, et al.; Plant Cell 15, 1781 (2003)
  3. Thaxtomin A induces programmed cell death in Arabidopsis thaliana suspension-cultured cells: I. Duval, et al.; Planta 222, 820 (2005)
  4. The Thaxtomin phytotoxins: Sources, synthesis, biosynthesis, biotransformation and biological activity: R. R. King & L. A. Calhoun; Phytochemistry 70, 833 (2009, (Review)
  5. Streptomyces scabiei and its toxin thaxtomin A induce scopoletin biosynthesis in tobacco and Arabidopsis thaliana: S. Lerat, et al.; Plant Cell Rep. 28, 1895 (2009)
  6. Two different signaling pathways for Thaxtomin A-induced cell death in Arabidopsis and tobacco BY2: P. Meimoun, et al.; Plant Sign. Behav. 4, 142 (2009)
  7. Relationship of resistance to common scab disease and tolerance to thaxtomin A toxicity within potato cultivars: R. S. Tegg, et al.; Eur. J. Plant Pathol. 128, 143 (2010)
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