Home>>2,2'-Bipyridine-5,5'-dicarboxylic Acid

2,2'-Bipyridine-5,5'-dicarboxylic Acid Sale

(Synonyms: 2,2'-联吡啶-5,5'-二羧酸) 目录号 : GC46055

A heterocyclic building block

2,2'-Bipyridine-5,5'-dicarboxylic Acid Chemical Structure

Cas No.:1802-30-8

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产品描述

2,2'-Bipyridine-5,5'-dicarboxylic acid is a heterocyclic building block.1,2 It has been used in the synthesis of metal-organic frameworks for water oxidation, organic photocatalysis, and carbon dioxide reduction.

|1. Bloch, E.D., Britt, D., Lee, C., et al. Metal insertion in a microporous metal-organic framework lined with 2,2'-bipyridine. J. Am. Chem. Soc. 132(41), 14382-14384 (2010).|2. Wang, C., Xie, Z., deKrafft, K.E., et al. Doping metal-organic frameworks for water oxidation, carbon dioxide reduction, and organic photocatalysis. J. Am. Chem. Soc. 133(34), 13445-13454 (2011).

Chemical Properties

Cas No. 1802-30-8 SDF
别名 2,2'-联吡啶-5,5'-二羧酸
Canonical SMILES OC(C1=CC=C(C2=NC=C(C(O)=O)C=C2)N=C1)=O
分子式 C12H8N2O4 分子量 244.2
溶解度 DMSO:PBS (pH 7.2) (1:3): 0.25mg/mL 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 4.095 mL 20.475 mL 40.95 mL
5 mM 0.819 mL 4.095 mL 8.19 mL
10 mM 0.4095 mL 2.0475 mL 4.095 mL
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Research Update

2,2'-Bipyridine-5,5'-dicarboxylic Acid

Acta Crystallogr Sect E Struct Rep Online 2009 Aug 8;65(Pt 9):o2081.PMID:21577499DOI:10.1107/S1600536809030207.

The title mol-ecule, C(12)H(8)N(2)O(4), lies on an inversion center. In the crystal structure, inter-molecular O-H⋯O hydrogen bonds connect mol-ecules into one-dimensional chains along [11].

Poly[bis(mu3-5'-carboxy-2,2'-bipyridine-5-carboxylato-kappa4O:N,N':O')lead(II)]

Acta Crystallogr C 2009 Dec;65(Pt 12):m491-3.PMID:19966436DOI:10.1107/S0108270109047015.

The title compound, [Pb(C(12)H(7)N(2)O(4))(2)](n), obtained by reaction of Pb(NO(3))(2) and 2,2'-Bipyridine-5,5'-dicarboxylic Acid (H(2)bptc) under hydrothermal conditions, has a structure in which the unique Pb(II) cation sits on a twofold axis and is octa-coordinated by four O-atom donors from four Hbptc(-) ligands and four N-atom donors from two Hbptc(-) ligands in a distorted dodecahedral geometry. With each Pb(II) cation connected to six Hbptc(-) ligands and each Hbptc(-) ligand bridging three Pb(II) cations, a three-dimensional polymeric structure is formed. From a topological point of view, the three-dimensional net is binodal, with six-connected (the Pb(II) cation) and three-connected (the Hbptc(-) ligand) nodes, resulting in a distorted rutile (4(2).8)(2)(4(4)8(9)12(2)) topology.

Protection against Cu(II)-induced oxidative stress and toxicity to Chlorella vulgaris by 2,2'-Bipyridine-5,5'-dicarboxylic Acid

Arch Environ Contam Toxicol 2014 Apr;66(3):400-6.PMID:24323135DOI:10.1007/s00244-013-9977-2.

In this study, we evaluated the role of 2,2'-Bipyridine-5,5'-dicarboxylic Acid (Bpy-COOH) in protecting Chlorella vulgaris from the oxidative stress and toxicity induced by Cu(II). Both in vivo and in vitro tests were performed. Different addition orders of Bpy-COOH and Cu(II) were tried in the former, whereas different Bpy-COOH concentrations were used in both experiments. The in vivo experiments showed that the production of reactive oxygen species in C. pyrenoidosa treated by the addition of Bpy-COOH and Cu(II) in three orders were all significantly less than that in cases treated with only Cu(II). In vitro tests indicated that peroxidase-like complexes could be formed between Bpy-COOH and Cu(II). Based on these results, it could be concluded that the use of Bpy-COOH could significantly decrease Cu(II) toxicity to algal cells by forming peroxidase-like complexes.

Copper-Curcumin-Bipyridine Dicarboxylate Complexes as Anticancer Candidates

Chem Biodivers 2022 Oct;19(10):e202200202.PMID:36163613DOI:10.1002/cbdv.202200202.

In this study, copper complexes with Curcumin (Cur) and 2,2'-Bipyridine-5,5'-dicarboxylic Acid (BPYD) were synthesized and their cytotoxicity on the MDA-MB-231 cell lines was evaluated. The resulting complex was characterized using FTIR, UV/VIS, CHNS, TGA, ICP-MS, and Mass spectroscopy techniques. The in-vitro cytotoxicity was studied on the MDA-MB-231 as a cancerous cell line and the HUVEC as a normal cell line. Reactive oxygen species (ROS) production was measured using the 2',7'-dichlorofluorescein diacetate (DCFDA) test in the MDA-MB-231 cancer cell lines. The in-vitro assays revealed that all synthesized copper complexes exhibited a higher cytotoxicity effect than carboplatin as a positive control on the MDA-MB-231 cells. While the synthesized complexes exhibited cytotoxic effects on cancerous cell lines, they are practically safe on normal cells. The Cu-Cur-BPYD complexes (a5 & b5) exhibited higher cytotoxicity on MDA-MB-231 cells with IC50 s around 4.9 and 2.3 mM, respectively. It can be concluded that the synthesized Cu-Cur-BPYD complexes (a5 & b5) could be considered effective anticancer candidates in complementary studies.

Application of a novel biomimetic double-ligand zirconium-based metal organic framework in environmental restoration and energy conversion

J Colloid Interface Sci 2022 Mar 15;610:136-151.PMID:34922071DOI:10.1016/j.jcis.2021.12.036.

The development of visible-light response photocatalysts with a high catalytic performance and long-term cyclic stability is of great significance in the field of energy and environmental protection. Inspired by photosynthesis, a novel three-dimensional coral zirconium-based metal organic framework (MOF) was synthesized using a double-ligand strategy. The optimal sample, Zr-TCPP-bpydc (2:1), (the ratio of tetra-(4-carboxyphenyl) porphyrin to 2,2'-Bipyridine-5,5'-dicarboxylic Acid is 2:1) shows an excellent photocatalytic activity under visible light irradiation, and the effects of the amount of photocatalyst, pH and concentration on the degradation rate were investigated under the optimum conditions. It has a high degradation rate of tetracycline (98.12% for tetracycline and 96.74% for ofloxacin), which is 2.11 times higher than that of single ligand Zr-bpydc (zirconium-based MOF containing only 2,2'-Bipyridine-5,5'-dicarboxylic Acid). More importantly, it also has a good H2 evolution rate (213.68 μmol g-1h-1) and CO2 reduction (35.81 μmol g-1h-1). In addition, the intermediate pathway of degradation, photocatalytic enhancement mechanism and cycle stability were deeply studied by liquid chromatography-mass spectrometry (LC-MS), electron spin resonance spectroscopy (ESR), linear sweep voltammetry (LSV) and recycling tests. The synthesis of a three-dimensional biomimetic coral zirconium-based MOF material will provide guidance for the development of new, promising, and natural ideal photocatalytic materials.