Thaxtomin C
| Code | Size | Price |
|---|
| BVT-0391-M001 | 1 mg | £225.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
12-N-Methyl-cyclo-(L-4-nitrotryptophyl-L-phenylalanyl)
Appearance:
Yellow powder.
CAS:
140111-05-3
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319, H332
InChi:
InChI=1/C21H20N4O4/c1-24-18(11-14-12-22-15-8-5-9-17(19(14)15)25(28)29)20(26)23-16(21(24)27)10-13-6-3-2-4-7-13/h2-9,12,16,18,22H,10-11H2,1H3,(H,23,26)/t16-,18-/m0/s1
InChiKey:
IAIWBAHUWORDTI-WMZOPIPTBV
Long Description:
Chemical. CAS: 140111-05-3. Formula: C21H20N4O4. MW: 392.4. Isolated from Streptomyces bottropensis Gö-Dra 17. Diketopiperazine antibiotic. Biosynthetic precursor of Thaxtomin A (Prod.No. BVT-0206 http://www.adipogen.com/bvt-0206/thaxtomin-a.html ). Phytotoxin. Plant cell necrosis inducer. Induces common scab disease of potato.
MDL:
N/A
Molecular Formula:
C21H20N4O4
Molecular Weight:
392.4
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P302, P352, P312
Product Description:
Diketopiperazine antibiotic. Biosynthetic precursor of Thaxtomin A (Prod.No. BVT-0206 http://www.adipogen.com/bvt-0206/thaxtomin-a.html ). Phytotoxin. Plant cell necrosis inducer. Induces common scab disease of potato.
Purity:
>96% (HPLC)
Signal Word:
Warning
SMILES:
[H][C@@]1(CC2=CC=CC=C2)NC(=O)[C@]([H])(CC2=CNC3=C2C(=CC=C3)[N+]([O-])=O)N(C)C1=O
Solubility Chemicals:
Soluble in DMSO or chloroform.
Source / Host:
Isolated from Streptomyces bottropensis G?-Dra 17.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
References
Isolation and characterization of phytotoxins associated with Streptomyces scabies: R. R. King, et al.; J. Chem. Soc. Chem. Commun. 13, 849 (1989) | An Arabidopsis mutant resistant to thaxtomin A, a cellulose synthesis inhibitor from Streptomyces species: W.R. Scheible, et al.; Plant Cell 15, 1781 (2003) | Thaxtomin A induces programmed cell death in Arabidopsis thaliana suspension-cultured cells: I. Duval, et al.; Planta 222, 820 (2005) | The Thaxtomin phytotoxins: Sources, synthesis, biosynthesis, biotransformation and biological activity: R. R. King & L. A. Calhoun; Phytochemistry 70, 833 (2009, (Review) | 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) | 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) | 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)