2,6-Dihydroxybenzoic acid
(Synonyms: 2,6-二羟基苯甲酸) 目录号 : GC33642
2,6-Dihydroxybenzoic acid (γ-resorcylic acid, 2-Carboxyresorcinol, 2,6-Resorcylic acid) is a phenolic compound which is known to have poor biological performance such as DPPH scavenging activity and microbial growth inhibition.
Cas No.:303-07-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
2,6-Dihydroxybenzoic acid (γ-resorcylic acid, 2-Carboxyresorcinol, 2,6-Resorcylic acid) is a phenolic compound which is known to have poor biological performance such as DPPH scavenging activity and microbial growth inhibition.
| Cas No. | 303-07-1 | SDF | |
| 别名 | 2,6-二羟基苯甲酸 | ||
| Canonical SMILES | O=C(O)C1=C(O)C=CC=C1O | ||
| 分子式 | C7H6O4 | 分子量 | 154.12 |
| 溶解度 | DMSO: 100 mg/mL (648.85 mM); Water: 16.67 mg/mL (108.16 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 | 6.4885 mL | 32.4423 mL | 64.8845 mL |
| 5 mM | 1.2977 mL | 6.4885 mL | 12.9769 mL |
| 10 mM | 0.6488 mL | 3.2442 mL | 6.4885 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。
Using solid-state nuclear magnetic resonance to rationalize best efficiency of 2,6-Dihydroxybenzoic acid over other 2,X-dihydroxybenzoic acid isomers in solvent-free matrix-assisted laser desorption/ionization of poly(ethylene glycol)
Rapid Commun Mass Spectrom 2021 Feb 15;35(3):e8966.PMID:33037742DOI:10.1002/rcm.8966.
Rationale: Among isomers of dihydroxybenzoic acid (DHB), 2,5-DHB is often the most efficient matrix in matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) for a great variety of compounds. Yet, when performing solvent-free MALDI, 2,6-DHB yields better results for poly(ethylene glycol [PEG]). This intriguing feature is explored here using solid-state nuclear magnetic resonance (NMR). Methods: Ternary mixtures were prepared by grinding 2,X-DHB (X = 3-6), poly(ethylene glycol) (Mn = 2000 g mol-1 ) and lithium fluoride (LiF) in a matrix/analyte/salt molar ratio of 50/1/10 for 16 min under a controlled atmosphere. After mixing, a few grains were applied to the MALDI target for MS analysis, whereas the major part of the ground sample was transferred into rotors to perform 13 C, 7 Li, and 19 F NMR experiments. Results: Lithiated PEG chains are mainly formed with 2,6-DHB in solvent-free MALDI, but their abundance increases with 2,3-DHB and 2,4-DHB when water uptake is favored by a humid atmosphere. Solid-state NMR shows that grinding 2,6-DHB-based samples in atmospheric conditions leads to a solid phase in which the matrix, PEG, and salt molecules exhibit a high mobility compared with systems involving other 2,X-DHB isomers. This mobile environment would favor (as a solvent) LiF dissociation and best promote PEG cationization. Conclusions: Complementary data in 13 C, 7 Li, and 19 F NMR spectra are consistent with the formation of a solid phase of high mobility composed of 2,6-DHB, PEG, and the two salt components that ultimately favor the production of lithiated PEG chains.
Study on the interaction between 2,6-Dihydroxybenzoic acid nicotine salt and human serum albumin by multi-spectroscopy and molecular dynamics simulation
Spectrochim Acta A Mol Biomol Spectrosc 2022 Apr 5;270:120868.PMID:35032760DOI:10.1016/j.saa.2022.120868.
As a new form of nicotine introduction for novel tobacco products, the interaction of nicotine salt with biological macromolecules may differ from that of free nicotine and thus affect its transport and distribution in vivo. Hence, the mechanism underlying the interaction between 2,6-Dihydroxybenzoic acid nicotine salt (DBN) and human serum albumin (HSA) was investigated by multi-spectroscopy, molecular docking, and dynamic simulation. Experiments on steady-state fluorescence and fluorescence lifetime revealed that the quenching mechanism of DBN and HSA was dynamic quenching, and binding constant was in the order of 10^4 L mol-1. Thermodynamic parameters exhibited that the binding was a spontaneous process with hydrophobic forces as the main driving force. Fluorescence competition experiments revealed that DBN bound to site I of HSA IIA subdomain. According to the results of synchronous fluorescence, 3D fluorescence, FT-IR spectroscopy, circular dichroism (CD) spectroscopy, and molecular dynamics (MD) simulation, DBN did not affect the basic skeleton structure of HSA but changed the microenvironment around the amino acid residues. Computer simulations positively corroborated the experimental results. Moreover, DBN decreased the surface hydrophobicity and weakened the esterase-like activity of HSA, leading to the impaired function of the latter. This work provides important information for studying the interaction between DBN as a nicotine substitute and biological macromolecules and contributes to the further development and application of DBN.
Biodegradation kinetics of 2,6-Dihydroxybenzoic acid and peptone mixture by acclimated microbial culture at low sludge age
J Environ Sci Health A Tox Hazard Subst Environ Eng 2010 Dec;45(14):1885-91.PMID:20981603DOI:10.1080/10934529.2010.520602.
This study evaluated the kinetics of 2,6-dihydroxybenozic acid and peptone biodegradation at low sludge age by acclimated culture under aerobic conditions. A laboratory-scale sequencing batch reactor was set and fed with peptone mixture. The system was operated at steady-state at a sludge age of 2 days. In order to assess biodegradation kinetics of 2,6-dihydroxybenozic acid and its impact on peptone utilization, a mixture of 2,6-Dihydroxybenzoic acid and peptone was fed to mixed culture. After a period of four days, the system became acclimated to simultaneously remove both 2,6-Dihydroxybenzoic acid and peptone mixture. A mechanistic model was developed involving model components and kinetic parameters for both substrates. This model was calibrated with related experimental data such as oxygen uptake rate and COD. Biodegradation characteristics and kinetics of peptone and 2,6-Dihydroxybenzoic acid was estimated. The evaluation of calibrated model indicated that a group of microorganisms adjusted their enzymatic tools for the utilization of 2,6-Dihydroxybenzoic acid resulting in dual microbial community development at low sludge age.
Fate of 2,6-Dihydroxybenzoic acid and its inhibitory impact on the biodegradation of peptone under aerobic conditions
Bioresour Technol 2010 Apr;101(8):2665-71.PMID:19939676DOI:10.1016/j.biortech.2009.09.094.
This study investigated the fate of 2,6-Dihydroxybenzoic acid in a mixed microbial culture acclimated to peptone under aerobic conditions. A laboratory-scale sequencing batch reactor receiving a pulse feeding of peptone at the start of each daily cycle was used for this purpose. Experimental evaluations interpreted changes induced by continuous benzoic acid additions on the oxygen uptake rate profiles associated with peptone biodegradation. At first exposure, 2,6-Dihydroxybenzoic acid reduced the activity of the mixed culture and impaired peptone biodegradation. Around one-third of peptone removed could be utilized for microbial metabolism. With continuous feeding the mixture culture became acclimated and simultaneously removed peptone and 2,6-Dihydroxybenzoic acid. After 30 days, oxygen uptake rate tests performed separately on peptone, 2,6-Dihydroxybenzoic acid and the substrate mixture supported the existence of a dual biomass restructured with the selective growth of another group of microorganisms capable of utilizing 2,6-Dihydroxybenzoic acid as an organic carbon source.
Salts of purine alkaloids caffeine and theobromine with 2,6-Dihydroxybenzoic acid as coformer: structural, theoretical, thermal and spectroscopic studies
Acta Crystallogr C Struct Chem 2021 Nov 1;77(Pt 11):713-724.PMID:34738542DOI:10.1107/S2053229621010883.
The study of various forms of pharmaceutical substances with specific physicochemical properties suitable for putting them on the market is one of the elements of research in the pharmaceutical industry. A large proportion of active pharmaceutical ingredients (APIs) occur in the salt form. The use of an acidic coformer with a given structure and a suitable pKa value towards purine alkaloids containing a basic imidazole N atom can lead to salt formation. In this work, 2,6-Dihydroxybenzoic acid (26DHBA) was used for cocrystallization of theobromine (TBR) and caffeine (CAF). Two novel salts, namely, theobrominium 2,6-dihydroxybenzoate, C7H9N4O2+·C7H5O4- (I), and caffeinium 2,6-dihydroxybenzoate, C8H11N4O2+·C7H5O4- (II), were synthesized. Both salts were obtained independently by slow evaporation from solution, by neat grinding and also by microwave-assisted slurry cocrystallization. Powder X-ray diffraction measurements proved the formation of the new substances. Single-crystal X-ray diffraction studies confirmed proton transfer between the given alkaloid and 26DHBA, and the formation of N-H...O hydrogen bonds in both I and II. Unlike the caffeine cations in II, the theobromine cations in I are paired by noncovalent N-H...O=C interactions and a cyclic array is observed. As expected, the two hydroxy groups in the 26DHBA anion in both salts are involved in two intramolecular O-H...O hydrogen bonds. C-H...O and π-π interactions further stabilize the crystal structures of both compounds. Steady-state UV-Vis spectroscopy showed changes in the water solubility of xanthines after ionizable complex formation. The obtained salts I and II were also characterized by theoretical calculations, Fourier-transform IR spectroscopy (FT-IR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and elemental analysis.