Pneumocandin B0

CAS# 135575-42-7

Pneumocandin B0

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Product Name & Size Price Stock
Pneumocandin B0: 5mg $1530 In Stock
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Chemical structure

Pneumocandin B0

3D structure

Chemical Properties of Pneumocandin B0

Cas No. 135575-42-7 SDF Download SDF
PubChem ID 72475 Appearance Powder
Formula C50H80N8O17 M.Wt 1065.21
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in DMSO
SMILES CCC(C)CC(C)CCCCCCCCC(=O)NC1CC(C(NC(=O)C2C(CCN2C(=O)C(NC(=O)C(NC(=O)C3CC(CN3C(=O)C(NC1=O)C(C)O)O)C(C(C4=CC=C(C=C4)O)O)O)C(CC(=O)N)O)O)O)O
Standard InChIKey DQXPFAADCTZLNL-YSHLLHMASA-N
Standard InChI InChI=1S/C50H80N8O17/c1-5-25(2)20-26(3)12-10-8-6-7-9-11-13-37(66)52-31-22-35(64)46(71)56-48(73)41-33(62)18-19-57(41)50(75)39(34(63)23-36(51)65)54-47(72)40(43(68)42(67)28-14-16-29(60)17-15-28)55-45(70)32-21-30(61)24-58(32)49(74)38(27(4)59)53-44(31)69/h14-17,25-27,30-35,38-43,46,59-64,67-68,71H,5-13,18-24H2,1-4H3,(H2,51,65)(H,52,66)(H,53,69)(H,54,72)(H,55,70)(H,56,73)/t25?,26?,27-,30+,31-,32-,33-,34-,35+,38-,39-,40-,41-,42-,43-,46+/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.

Pneumocandin B0 Dilution Calculator

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Pneumocandin B0 Molarity Calculator

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Preparing Stock Solutions of Pneumocandin B0

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.9388 mL 4.6939 mL 9.3878 mL 18.7756 mL 23.4696 mL
5 mM 0.1878 mL 0.9388 mL 1.8776 mL 3.7551 mL 4.6939 mL
10 mM 0.0939 mL 0.4694 mL 0.9388 mL 1.8776 mL 2.347 mL
50 mM 0.0188 mL 0.0939 mL 0.1878 mL 0.3755 mL 0.4694 mL
100 mM 0.0094 mL 0.0469 mL 0.0939 mL 0.1878 mL 0.2347 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 Pneumocandin B0

Synthesis of the antifungal beta-1,3-glucan synthase inhibitor CANCIDAS (caspofungin acetate) from pneumocandin B0.[Pubmed:17343416]

J Org Chem. 2007 Mar 30;72(7):2335-43.

A novel three-step synthesis of the highly functionalized antifungal agent CANCIDAS (caspofungin acetate, 2) is described, starting from the natural product Pneumocandin B0 (1). The highlights of the synthesis include a stereoselective formation of a phenylthioaminal, a remarkable chemoselective, high-yielding, one-step borane reduction of a primary amide, and a stereoselective substitution of the phenylthioaminal with ethylenediamine producing 2 in a 45% overall yield.

Pneumocandin B0-imprinted Polymer Using Surface-imprinting Technique for Efficient Purification of Crude Product.[Pubmed:27682395]

Anal Sci. 2016;32(9):923-30.

In this work, we prepared surface molecularly imprinted polymer (MIP) for selective recognition of Pneumocandin B0 (PNB0). Methacrylic acid (MAA) was first grafted onto silica gel particles (SiO2) in the manner of "grafting from" by using 3-methacryloxypropyl trimethoxysilane as intermedium, and then PNB0 molecules were imprinted on the surface of the obtained particles in the presence of ethylene glycol diglycidyl ether as the cross-linker. The prepared MIP-PMAA/SiO2 was characterized by scanning electron microscopy, Fourier transform infrared spectroscopy and thermo-gravimetric analysis, which confirmed the successful grafting of MAA onto SiO2 and the grafting degree was calculated to be 12.50 wt%. The binding properties of the products were investigated and it is found that the binding process of PNB0 followed the pseudo-second-order kinetic model. The as-prepared material also displays relatively quick adsorption kinetics and decent recognition affinity toward the template over its structurally related compound.

Preparation and evaluation of novel stationary phases for improved chromatographic purification of pneumocandin B0.[Pubmed:16257000]

J Chromatogr A. 2006 Jan 6;1101(1-2):204-13.

Preparation and evaluation of a number of stationary phases for improved chromatographic purification of Pneumocandin B0, a key intermediate in the synthesis of the antifungal agent, Cancidas, has led to the identification of several materials with potential for improved performance.

Engineering of Glarea lozoyensis for exclusive production of the pneumocandin B0 precursor of the antifungal drug caspofungin acetate.[Pubmed:25527531]

Appl Environ Microbiol. 2015 Mar;81(5):1550-8.

Pneumocandins produced by the fungus Glarea lozoyensis are acylated cyclic hexapeptides of the echinocandin family. Pneumocandin B0 is the starting molecule for the first semisynthetic echinocandin antifungal drug, caspofungin acetate. In the wild-type strain, Pneumocandin B0 is a minor fermentation product, and its industrial production was achieved by a combination of extensive mutation and medium optimization. The pneumocandin biosynthetic gene cluster was previously elucidated by a whole-genome sequencing approach. Knowledge of the biosynthetic cluster suggested an alternative way to produce exclusively Pneumocandin B0. Disruption of GLOXY4, encoding a nonheme, alpha-ketoglutarate-dependent oxygenase, confirmed its involvement in l-leucine cyclization to form 4S-methyl-l-proline. The absence of 4S-methyl-l-proline abolishes pneumocandin A0 production, and 3S-hydroxyl-l-proline occupies the hexapeptide core's position 6, resulting in exclusive production of Pneumocandin B0. Retrospective analysis of the GLOXY4 gene in a previously isolated Pneumocandin B0-exclusive mutant (ATCC 74030) indicated that chemical mutagenesis disrupted the GLOXY4 gene function by introducing two amino acid mutations in GLOXY4. This one-step genetic manipulation can rationally engineer a high-yield production strain.

Description

Pneumocandin B0(L-688786), a key intermediate in the synthesis of the antifungal agent, Cancidas, has led to the identification of several materials with potential for improved performance.

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