17878-54-5

Usage

Uses

Aflatoxin B2a does not have any beneficial uses in any industry due to its toxic and carcinogenic properties. However, it is important to mention its role in research and development for understanding the mechanisms of its toxicity and developing effective control measures to minimize its presence in food and feed.
Used in Research and Development:
Aflatoxin B2a is used as a subject of study in research to understand its toxic effects, mechanisms of action, and potential countermeasures against its harmful impact on human and animal health. This research helps in the development of effective control measures, including proper storage and processing techniques, as well as regular monitoring and testing, to minimize the risk of exposure to aflatoxin B2a in food and feed commodities.

InChI:InChI=1/C17H14O7/c1-21-9-5-10-14(7-4-11(19)23-17(7)22-10)15-13(9)6-2-3-8(18)12(6)16(20)24-15/h5,7,11,17,19H,2-4H2,1H3/t7-,11+,17-/m0/s1

Upstream product

• 1162-65-8 aflatoxin B₁ 
• 10321-47-8 2-<2,3,3a,8a-Tetrahydro-2-oxo-4-hydroxy-6-methoxy-furo<2,3-b>benzofuran-5-yl>-5-oxo-1-cyclopenten-1-carbonsaeure-δ-lacton 
• 511270-26-1 2,3,3a,8a-Tetrahydro-2-oxo-4-hydroxy-6-methoxy-β-(2'-carboxy-aethyl)-5-furo<2,3-b>benzofuran-acrylsaeure-δ-lacton 
• 1400798-07-3 aflatoxin B₂b 
• 22596-82-3 8-acetoxyaflatoxins B₂ 
• 225917-77-1 (-)-2,3,3a,8a-tetrahydro-2-oxo-4-hydroxy-6-methoxy-β-(2'-carboethoxyethyl)-5-furo[2,3-b]benzofuranacrylic acid δ-lactone 
• 225917-76-0 (+)-4-carboethoxyethyl-8-iodo-5-methoxy-7-(5-oxo-2,5-dihydrofuran-2-yloxy)coumarin 
• 225917-75-9 4-carboethoxyethyl-7-hydroxy-8-iodo-5-methoxycoumarin 
• 225917-74-8 4-carboethoxyethyl-7-hydroxy-5-methoxycoumarin 
• 7149-59-9 diethyl 3-oxoadipate 
• 2174-64-3 5-methoxyresorcinol 
• 79971-08-7 3',5'-O-dibutyryl 2'-deoxyguanosine 

Downstream Products

• 1162-65-8 aflatoxin B₁ 

Relevant academic research and scientific papers

Antimicrobial aflatoxins from the marine-derived fungus Aspergillus flavus 092008

A new aflatoxin, aflatoxin B2b (1), together with six known compounds, were isolated from the marine-derived fungus Aspergillus flavus 092008 endogenous with the mangrove plant Hibiscus tiliaceus (Malvaceae). The structure of 1 was determined by the spectroscopic and chemical methods. Compound 1 exhibited a moderate antimicrobial activity against Escherichia coli, Bacillus subtilis and Enterobacter aerogenes, with MIC values of 22.5, 1.7 and 1.1 μM, respectively. Compound 1 also showed a weak cytotoxicity against A549, K562 and L-02 cell lines, with IC50 values of 8.1, 2.0 and 4.2 μM, respectively. The results showed that hydration and hydrogenation of Δ8-double bond significantly reduces the cytotoxicity of aflatoxins, while the esterification at C-8 increases the cytotoxicity.

Interference-free analysis of aflatoxin B1 and G1 in various foodstuffs using trilinear component modeling of excitation-emission matrix fluorescence data enhanced through photochemical derivatization

A novel 'dilute-and-shoot' analytical strategy coupling a self-weighted alternating normalized residue fitting (SWANRF) algorithm with two-dimensional fluorescence detection enhanced through photochemical derivatization (PD) was proposed in the present wo

Photodegradation kinetics and byproducts identification of the Aflatoxin B1 in aqueous medium by ultra-performance liquid chromatography- quadrupole time-of-flight mass spectrometry

A photodegradation study of Aflatoxin B1 (AFB1) in water solution was performed under UV irradiation at different AFB1 initial concentrations and UV irradiation intensities. The effect of UV intensity on the AFB1 photodegradation ratio isdominative, when compared with AFB1 initial concentration. The photodegradation of AFB1 was proved to follow first-order reaction kinetics (R 2 ≥ 0.99). Three photodegradation products, i.e. P1 (C17H14O7), P2 (C16H 14O6) and P3 (C16H 12O7), were identified on the basis of low mass error and high matching property by ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UPLC-Q-TOF MS), and the degradation pathway was proposed. This study first reports the appearance of these photodegradation products and the proposed degradation pathway in aqueous media. Copyright

Palladium catalyzed kinetic and dynamic kinetic asymmetric transformations of γ-acyloxybutenolides. Enantioselective total synthesis of (+)-aflatoxin B1 and B2a

The reaction of γ-tert-butoxycarbonyloxy-2-butenolide with phenol nucleophiles in the presence of a Pd(0) complex with chiral ligands may be performed under conditions that favor either a kinetic resolution or a kinetic asymmetric transformation (KAT) or dynamic kinetic asymmetric transformation (DYKAT). Performing the reaction at high concentration (0.5 M) in the presence of a carbonate base favors the former, i.e., KAT; whereas, running the reaction at 0.1M in the presence of tetra-n-butylammonium chloride favors the DYKAT process. Syntheses of aflatoxin B1 and B2a employs the DYKAT to introduce the stereochemistry. Starting with Pechmann condensation of the monomethyl ether of phloroglucinol, the requisite phenol nucleophile is constructed in two steps. The DYKAT proceeds with > 95% ee. A reductive Heck cyclization followed by a lanthanide catalyzed intramolecular acylation completes the synthesis of the pentacyclic nucleus in 3 steps. Reduction of the lactone provides aflatoxin B2a and its dehydration product B1. This synthetic strategy creates an asymmetric synthesis of the former in only 7 steps and the latter in 9 steps. Thus, the ultimate synthetic sequence involves 3 + 5 → 39 → 40 → 42 → 43 → 46 → 47 → 48 (aflatoxin B2a) → 49 (aflatoxin B1.

A strip liposome immunoassay for aflatoxin B1.

A technique has been developed for the preparation of aflatoxin B1 (AFB1)-tagged liposomes encapsulating a visible dye. These liposomes have several useful potential analytical applications, one of which is demonstrated. A simple plastic-backed nitrocellulose strip is the basis for an assay for detecting AFB1. Samples containing aflatoxin B1 are allowed to migrate by capillary action along the strip into a zone containing immobilized antibodies; then aflatoxin B1-tagged, dye-containing liposomes are allowed to migrate into the same area, filling any remaining antibody sites. The liposomes that bound to the antibody zone exhibit an intense purplish pink color whose optical density is inversely proportional to the aflatoxin concentration in the sample. The device is capable of detecting aflatoxin B1 at levels down to 20 ng and could serve as a rapid procedure for visual screening of agricultural and food samples for AFB1 or, with densitometry, as an inexpensive quantitative assay.