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AAL Toxin TA1
AAL Toxin TA1
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name AAL Toxin TA1
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CAS No.: 79367-52-5
Catalog No.: CFN00001
Molecular Formula: C25H47NO10
Molecular Weight: 521.64 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: From Alternaria alternata f. sp. lycopersici
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
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Biological Activity
Description: AAL-toxins TA 1 and TA 2 are host-specific toxins (HST) produced by Altemaria altemata f. sp. lycopersici, a causal fungus of tomato stem canker.
Targets: Antifection
AAL Toxin TA1 Description
Source: From Alternaria alternata f. sp. lycopersici
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.917 mL 9.5852 mL 19.1703 mL 38.3406 mL 47.9258 mL
5 mM 0.3834 mL 1.917 mL 3.8341 mL 7.6681 mL 9.5852 mL
10 mM 0.1917 mL 0.9585 mL 1.917 mL 3.8341 mL 4.7926 mL
50 mM 0.0383 mL 0.1917 mL 0.3834 mL 0.7668 mL 0.9585 mL
100 mM 0.0192 mL 0.0959 mL 0.1917 mL 0.3834 mL 0.4793 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Symposium on the Chemistry of Natural Products, symposium papers, 1996(38):631-6.
The Absolute Configuration of Host-specific Toxin, AAL-toxin TA and Its Synthetic Study[Reference: WebLink]
AAL Toxin TA1(1)and AALtoxin TA2(2)are host-specific toxins (HST) produced by Altemaria altemata f. sp. lycopersici, a causal fungus of tomato stem canker. For understanding the mechanism of the host-specificity of AAL-toxins in molecular level, the elucidation of the stereostructure and synthetic studies are essential.
METHODS AND RESULTS:
In order to determine the absolute configuration, 1 and 2 were degraded to 2-methylbutanol, 3-methylnonan-1,9-diol and N-protected 4-amino-butan-1,3-diol, which were further converted to (R)-MTPA esters, These esters were correlated with synthetic samples by comparison of their 500MHz ^1H-NMR spectra. The remaining stereocenters were determined by the comparison of ^1H-NMR spectra of 6a and 6c derived from 1 and 2 with those of synthetic model compounds. These data concluded that AAL-toxins possess 2S, 4S, 5S, 11S, 13S, 14R and 15R configurations. To the syntheses of two vicinal anti-diol moieties in key intermediates of AAL-toxins, asymmetric dihydroxylation has been applied.
CONCLUSIONS:
The strategy allowed efficient construction of left- and right segments of AAL-toxin main chain. Enzymatic resolution of benzylsuccinate ester provided both enantiomers (R)-39 and (S)-40 which were converted to the corresponding tricarballylic acids. Effective couplings of each segment were also investigated.
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