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Xanthobaccin A

CAS# 227596-81-8

Xanthobaccin A

Catalog No. BCN1864----Order now to get a substantial discount!

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Quality Control of Xanthobaccin A

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Chemical structure

Xanthobaccin A

3D structure

Chemical Properties of Xanthobaccin A

Cas No. 227596-81-8 SDF Download SDF
PubChem ID 54706489 Appearance Powder
Formula C29H38N2O6 M.Wt 510.63
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1E,3E,5R,8S,9S,10S,11S,13R,15R,16R,18Z)-11-ethyl-2,24-dihydroxy-10-methyl-21,26-diazapentacyclo[23.2.1.05,16.08,15.09,13]octacosa-1,3,18-triene-7,20,27,28-tetrone
SMILES CCC1CC2CC3C4CC=CC(=O)NCCC(C5C(=O)C(=C(C=CC4CC(=O)C3C2C1C)O)C(=O)N5)O
Standard InChIKey GXFBXYRIFPTSTH-IELMVSCISA-N
Standard InChI InChI=1S/C29H38N2O6/c1-3-15-11-17-12-19-18-5-4-6-23(35)30-10-9-21(33)27-28(36)26(29(37)31-27)20(32)8-7-16(18)13-22(34)25(19)24(17)14(15)2/h4,6-8,14-19,21,24-25,27,32-33H,3,5,9-13H2,1-2H3,(H,30,35)(H,31,37)/b6-4-,8-7+,26-20+/t14-,15-,16-,17+,18+,19+,21?,24+,25+,27?/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Xanthobaccin A

The Xanthomonas sp.

Biological Activity of Xanthobaccin A

Description1. Xanthobaccin A, an antifungal compound, plays a key role in suppression of sugar beet damping-off disease.
TargetsAntifection

Xanthobaccin A Dilution Calculator

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Xanthobaccin A Molarity Calculator

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Preparing Stock Solutions of Xanthobaccin A

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9584 mL 9.7918 mL 19.5837 mL 39.1673 mL 48.9591 mL
5 mM 0.3917 mL 1.9584 mL 3.9167 mL 7.8335 mL 9.7918 mL
10 mM 0.1958 mL 0.9792 mL 1.9584 mL 3.9167 mL 4.8959 mL
50 mM 0.0392 mL 0.1958 mL 0.3917 mL 0.7833 mL 0.9792 mL
100 mM 0.0196 mL 0.0979 mL 0.1958 mL 0.3917 mL 0.4896 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Xanthobaccin A

Suppression of damping-off disease in host plants by the rhizoplane bacterium Lysobacter sp. strain SB-K88 is linked to plant colonization and antibiosis against soilborne Peronosporomycetes.[Pubmed:16000790]

Appl Environ Microbiol. 2005 Jul;71(7):3786-96.

We previously demonstrated that Xanthobaccin A from the rhizoplane bacterium Lysobacter sp. strain SB-K88 suppresses damping-off disease caused by Pythium sp. in sugar beet. In this study we focused on modes of Lysobacter sp. strain SB-K88 root colonization and antibiosis of the bacterium against Aphanomyces cochlioides, a pathogen of damping-off disease. Scanning electron microscopic analysis of 2-week-old sugar beet seedlings from seeds previously inoculated with SB-K88 revealed dense colonization on the root surfaces and a characteristic perpendicular pattern of Lysobacter colonization possibly generated via development of polar, brush-like fimbriae. In colonized regions a semitransparent film apparently enveloping the root and microcolonies were observed on the root surface. This Lysobacter strain also efficiently colonized the roots of several plants, including spinach, tomato, Arabidopsis thaliana, and Amaranthus gangeticus. Plants grown from both sugar beet and spinach seeds that were previously treated with Lysobacter sp. strain SB-K88 displayed significant resistance to the damping-off disease triggered by A. cochlioides. Interestingly, zoospores of A. cochlioides became immotile within 1 min after exposure to a SB-K88 cell suspension, a cell-free supernatant of SB-K88, or pure Xanthobaccin A (MIC, 0.01 microg/ml). In all cases, lysis followed within 30 min in the presence of the inhibiting factor(s). Our data indicate that Lysobacter sp. strain SB-K88 has a direct inhibitory effect on A. cochlioides, suppressing damping-off disease. Furthermore, this inhibitory effect of Lysobacter sp. strain SB-K88 is likely due to a combination of antibiosis and characteristic biofilm formation at the rhizoplane of the host plant.

Possible role of xanthobaccins produced by Stenotrophomonas sp. strain SB-K88 in suppression of sugar beet damping-off disease.[Pubmed:10508056]

Appl Environ Microbiol. 1999 Oct;65(10):4334-9.

Three antifungal compounds, designated xanthobaccins A, B, and C, were isolated from the culture fluid of Stenotrophomonas sp. strain SB-K88, a rhizobacterium of sugar beet that suppresses damping-off disease. Production of Xanthobaccin A in culture media was compared with the disease suppression activities of strain SB-K88 and less suppressive strains that were obtained by subculturing. Strain SB-K88 was applied to sugar beet seeds, and production of Xanthobaccin A in the rhizosphere of seedlings was confirmed by using a test tube culture system under hydroponic culture conditions; 3 microg of Xanthobaccin A was detected in the rhizosphere on a per-plant basis. Direct application of purified Xanthobaccin A to seeds suppressed damping-off disease in soil naturally infested by Pythium spp. We suggest that Xanthobaccin A produced by strain SB-K88 plays a key role in suppression of sugar beet damping-off disease.

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