Alloxazine
(Synonyms: Isoalloxazine) 目录号 : GC25051Alloxazine (Isoalloxazine) is an A2 receptor antagonist, which is approximately 10-fold more selective for the A2B receptor than for the A2A receptor.
Cas No.:490-59-5
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Alloxazine (Isoalloxazine) is an A2 receptor antagonist, which is approximately 10-fold more selective for the A2B receptor than for the A2A receptor.
| Cas No. | 490-59-5 | SDF | Download SDF |
| 别名 | Isoalloxazine | ||
| 分子式 | C10H6N4O2 | 分子量 | 214.18 |
| 溶解度 | DMSO: 2 mg/mL (9.34 mM);; | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.669 mL | 23.3449 mL | 46.6897 mL |
| 5 mM | 0.9338 mL | 4.669 mL | 9.3379 mL |
| 10 mM | 0.4669 mL | 2.3345 mL | 4.669 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Solid-State Structural Properties of Alloxazine Determined from Powder XRD Data in Conjunction with DFT-D Calculations and Solid-State NMR Spectroscopy: Unraveling the Tautomeric Identity and Pathways for Tautomeric Interconversion
Cryst Growth Des 2022 Jan 5;22(1):524-534.PMID:35024003DOI:10.1021/acs.cgd.1c01114.
We report the solid-state structural properties of Alloxazine, a tricyclic ring system found in many biologically important molecules, with structure determination carried out directly from powder X-ray diffraction (XRD) data. As the crystal structures containing the Alloxazine and isoalloxazine tautomers both give a high-quality fit to the powder XRD data in Rietveld refinement, other techniques are required to establish the tautomeric form in the solid state. In particular, high-resolution solid-state 15N NMR data support the presence of the Alloxazine tautomer, based on comparison between isotropic chemical shifts in the experimental 15N NMR spectrum and the corresponding values calculated for the crystal structures containing the Alloxazine and isoalloxazine tautomers. Furthermore, periodic DFT-D calculations at the PBE0-MBD level indicate that the crystal structure containing the Alloxazine tautomer has significantly lower energy. We also report computational investigations of the interconversion between the tautomeric forms in the crystal structure via proton transfer along two intermolecular N-H···N hydrogen bonds; DFT-D calculations at the PBE0-MBD level indicate that the tautomeric interconversion is associated with a lower energy transition state for a mechanism involving concerted (rather than sequential) proton transfer along the two hydrogen bonds. However, based on the relative energies of the crystal structures containing the Alloxazine and isoalloxazine tautomers, it is estimated that under conditions of thermal equilibrium at ambient temperature, more than 99.9% of the molecules in the crystal structure will exist as the Alloxazine tautomer.
Photophysical properties of Alloxazine derivatives with extended aromaticity - Potential redox-sensitive fluorescent probe
Spectrochim Acta A Mol Biomol Spectrosc 2022 May 5;272:120985.PMID:35152097DOI:10.1016/j.saa.2022.120985.
The spectral and photophysical properties of two four-ring Alloxazine derivatives, naphtho[2,3-g]pteridine-2,4(1H,3H)-dione (1a) and 1,3-dimethylnaphtho[2,3-g]pteridine-2,4(1H,3H)-dione, (1b) were studied. The propensity of 1a for excited-state proton transfer reactions in the presence of acetic acid as a catalyst was also studied, showing no signature of the reaction occurring. In addition, quenching of 1a fluorescence by acetic acid was investigated. Singlet and triplet states and spectral data for 1a and 1b were calculated using density functional theory TD-DFT at B3LYP/6-31G(d) and UB3LYP levels. Finally, fluorescence lifetime imaging microscopy (FLIM) using 1a and 1b as fluorescence probes was applied to in vitro human red blood cells (RBCs) with and without tert-butyl hydroperoxide (TB) as an oxidising agent. To evaluate and compare the effects of 1a and 1b on the redox properties of RBCs, the fluorescence lifetime, amplitude and fractional intensities were calculated, and phasor plot analysis was performed. The results obtained show the appearance of a new proximal cluster in the phasor fingerprint of RBCs in the presence of 1b and a shorter fluorescence lifetime of RBCs in the presence of 1a.
Surface photochemistry: Alloxazine within nanochannels of Na+ and H + ZSM-5 zeolites
Phys Chem Chem Phys 2009 Jul 21;11(27):5762-72.PMID:19842494DOI:10.1039/b903013a.
This work reports the surface photochemistry study of Alloxazine adsorbed within nanochannels of MFI zeolites, namely in a series of Na+ and H+ ZSM-5 zeolites where the hydrophobic and hydrophilic character of the host varies systematically. Laser-induced room temperature and 77 K luminescence of air-equilibrated solid powdered samples of Alloxazine adsorbed onto the two sets of zeolites, which we will name NaZSM-5 and HZSM-5, revealed the existence of a single emission of Alloxazine as a broad band centred at about 450 nm in some cases, while in others an emission with a maximum at about 510 nm was detected. The decay times of the Alloxazine emission vary greatly going from solution to entrapment within the nanochannels of the ZSM-5 zeolites. In the latter case a lifetime distribution analysis has shown that the longest lifetime for the Alloxazine fluorescence emission exists in the case where an isoalloxazine-type emission was detected, i.e. whenever the hydrophobic character of the host increases. Alloxazine entrapped in the more acidic zeolites exists in the form of emissive monomers. However, Alloxazine emits both from monomeric and aggregated emissive forms in the case of the hydrophobic zeolites. These data indicate the formation of planar dimers of Alloxazine whenever the number of active sites in the zeolite decreases. These dimers have to be formed at the intersections of the zig-zag and linear nanochannels of the zeolite since there is no space available for their formation inside the zeolite channels. The isoalloxazine tautomers are formed due to the existence of Alloxazine dimers which may undergo double proton transfer in the excited state, following laser excitation. Delayed fluorescence of Alloxazine was also detected for the HZSM-5 and NaZSM-5 entrapment both at room temperature and at 77 K. The present study is paradigmatic as regards the host influence on the photochemistry of the guest.
Effect of Carboxylic Acid-Doped Carbon Nanotube Catalyst on the Performance of Aqueous Organic Redox Flow Battery Using the Modified Alloxazine and Ferrocyanide Redox Couple
ACS Appl Mater Interfaces 2018 Oct 31;10(43):36882-36891.PMID:30299074DOI:10.1021/acsami.8b10952.
Alloxazine and ferrocyanide are suggested as the redox couple for an aqueous organic redox flow battery (AORFB). Alloxazine is further modified by carboxylic acid (COOH) groups (alloxazine-COOH) to increase the aqueous solubility and to pursue a desirable shift in the redox potential. For obtaining a better AORFB performance, the overall redox reactivity of AORFB should be improved by the enhancement of the rate-determining reaction of the redox couple. A carboxylic acid-doped carbon nanotube (CA-CNT) catalyst is considered for increasing the reactivity. The utilization of CA-CNT allows for the induction of a better redox reactivity of alloxazine-COOH because of the role of COOH within alloxazine-COOH as a proton donor, the fortified hydrophilic attribute of alloxazine-COOH, and the increased number of active sites. With the assistance of these attributes, the mass transfer of aqueous alloxazine-COOH molecules can be promoted. However, CA-CNT does not have an effect on the increase of the redox reactivity of ferrocyanide because the redox reaction is not affected by the same influence of protons that the redox reactivity of alloxazine-COOH is affected by. Such a behavior is proven by measuring the electron transfer rate constant and diffusivity. With regard to AORFB full cell testing, when CA-CNT is used as a catalyst for the negative electrode, the performance of the AORFB increases. Specifically, the charge-discharge overpotential and infrared drop potential are improved. As a result, the voltage efficiency affected by the potentials increases to 64%. Furthermore, the discharging capacity reaches 26.7 A h·L-1, and the state of charge attains 83% even after 30 cycles.
Alloxazine as a ligand for selective binding to adenine opposite AP sites in DNA duplexes and analysis of single-nucleotide polymorphisms
Org Biomol Chem 2008 Feb 21;6(4):670-3.PMID:18264565DOI:10.1039/b719786a.
Alloxazine can bind to adenine selectively over other nucleobases opposite an abasic site in DNA duplexes (5'-TCC AGX GCA AC-3'/3'-AGG TCN CGT TG-5', X=AP site, N=A, T, C, G) with a dissociation constant of 0.82 microM (pH 7.0, I=0.11 M, at 5 degrees C), and it is applicable to SNPs typing of PCR amplification products based on the binding-induced fluorescence response.