2,2'-Bipyridine
(Synonyms: 2,2'-二吡啶基；2,2'-二吡啶；2,2-联吡啶；A,A'-联吡啶；2,2’-联吡啶) 目录号 : GC61754
2,2'-Bipyridine是以藻红菌素(CAEs)和collismycins(COLs)为代表的生物活性天然产物的独特分子支架。2,2'-Bipyridine广泛用作许多螯合配体的核心结构，在催化中心的排列中起桥梁作用。
Cas No.:366-18-7
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
2,2'-Bipyridine is the unique molecular scaffold of the bioactive natural products represented by caerulomycins (CAEs) and collismycins (COLs). 2,2'-Bipyridine is extensively used as the core structure of many chelating ligands by acting as a bridge in the arrangement of the catalytic center[1].
[1]. Chen D, et al. Discovery of caerulomycin/collismycin-type 2,2'-bipyridine natural products in the genomic era. J Ind Microbiol Biotechnol. 2019;46(3-4):459-468.
| Cas No. | 366-18-7 | SDF | |
| 别名 | 2,2'-二吡啶基；2,2'-二吡啶；2,2-联吡啶；A,A'-联吡啶；2,2’-联吡啶 | ||
| Canonical SMILES | C1(C2=NC=CC=C2)=NC=CC=C1 | ||
| 分子式 | C10H8N2 | 分子量 | 156.18 |
| 溶解度 | DMSO: 120 mg/mL (768.34 mM) | 储存条件 | 4°C, protect from light, stored under nitrogen |
| 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 | 6.4029 mL | 32.0143 mL | 64.0287 mL |
| 5 mM | 1.2806 mL | 6.4029 mL | 12.8057 mL |
| 10 mM | 0.6403 mL | 3.2014 mL | 6.4029 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。
The Early Years of 2,2'-Bipyridine-A Ligand in Its Own Lifetime
Molecules 2019 Oct 31;24(21):3951.PMID:31683694DOI:10.3390/molecules24213951.
The first fifty years of the chemistry of 2,2'-Bipyridine are reviewed from its first discovery in 1888 to the outbreak of the second global conflict in 1939. The coordination chemistry and analytical applications are described and placed in the context of the increasingly sophisticated methods of characterization which became available to the chemist in this time period. Many of the "simple" complexes of 2,2'-Bipyridine reported in the early literature have been subsequently shown to have more complex structures.
Discovery of caerulomycin/collismycin-type 2,2'-Bipyridine natural products in the genomic era
J Ind Microbiol Biotechnol 2019 Mar;46(3-4):459-468.PMID:30484122DOI:10.1007/s10295-018-2092-7.
2,2'-Bipyridine (2,2'-BP) is the unique molecular scaffold of the bioactive natural products represented by caerulomycins (CAEs) and collismycins (COLs). CAEs and COLs are highly similar in the chemical structures in which their 2,2'-BP cores typically contain a di- or tri-substituted ring A and an unmodified ring B. Here, we summarize the CAE and COL-type 2,2'-BP natural products known or hypothesized to date: (1) isolated using methods traditional for natural product characterization, (2) created by engineering the biosynthetic pathways of CAEs or COLs, and (3) predicted upon bioinformatics-guided genome mining. The identification of these CAE and COL-type 2,2'-BP natural products not only demonstrates the development of research techniques and methods in the field of natural product chemistry but also reflects the general interest in the discovery of CAE and COL-type 2,2'-BP natural products.
Cyanine-Functionalized 2,2'-Bipyridine Compounds for Photocatalytic Cancer Therapy
J Org Chem 2023 Jan 6;88(1):626-631.PMID:36522290DOI:10.1021/acs.joc.2c00956.
Recently, interest has been given to developing photocatalytic anticancer drugs. This area of research is dominated by metal complexes. Here, we report the potential of lysosome/mitochondria targeting cyanine appended bipyridine compounds as the organic photocatalytic anticancer agents. The organocatalyst (bpyPCN) not only exhibits light-induced NADH oxidation but also generates intracellular ROS to demonstrate anticancer activity. This is the first example of organic compound induced catalytic NADH photo-oxidation in an aqueous solution and in cancer cells.
Zn(II) Curcuminate Complexes with 2,2'-Bipyridine and Carboxylates
Molecules 2019 Jul 11;24(14):2540.PMID:31336808DOI:10.3390/molecules24142540.
Two novel zinc(II) compounds with curcuminate (abbreviated as cur-), [Zn(CH3COO)(cur)(bpy)](1)·CH3OH·2H2O (bpy = 2,2'-Bipyridine) and [Zn(PhCOO)(cur)(bpy)] (2)·CH3OH, have been synthesized and characterized. Their composition has been determined by single-crystal X-ray structure analysis. Complexes 1 and 2 are similar: in both a five-fold coordination environment of zinc(II) consists of a monodentate carboxylate, a chelating bidentate 2,2'-Bipyridine, and curcuminate, which is bound via a deprotonated 1,3-dione moiety. In 1, 2,2'-Bipyridine nitrogen atoms and curcuminate oxygen atoms form the base of a square pyramid, whereas the acetate oxygen occupies its apex. The O3N2 donor set in 2 defines a polyhedron which more closely resembles a trigonal bipyramid. The packing in the crystal lattices of both compounds is governed by hydrogen-bonds. Complexes 1 and 2 display higher stability than curcumin in buffered media at pH = 7.0, however, the degradation of coordinated cur- is comparable to that of yellow pigment curcumin (curH) when the pH is raised to 7.2. Both complexes 1 and 2 in DMSO exhibit fluorescence with Stokes shifts of 5367 and 4634 cm-1, respectively.
Highly Sensitive Detection of the Insecticide Azamethiphos by Tris(2,2'-Bipyridine)ruthenium(II) Electrogenerated Chemiluminescence
Sensors (Basel) 2022 Mar 25;22(7):2519.PMID:35408132DOI:10.3390/s22072519.
Azamethiphos (AZA) is an insecticide and neurotoxic agent that causes the inhibition of acetylcholinesterase (AChE). AChE is a vital enzyme for neurotransmission because it metabolizes acetylcholine neurotransmitter at the synaptic cleft and terminates synaptic transmission. It is worth mentioning that organophosphates and carbamates inhibit AChE. These AChE inhibitors bind to the active site of the enzyme and inactivate it, leading to paralysis and death. Herein, for the first time, we develop a sensitive, low-cost, and rapid electrogenerated chemiluminescence (ECL) system for the detection of AZA. The designed ECL sensor was applied for the highly sensitive detection of AZA with a wide dynamic range (from 0.1 μM to 1000 μM) and low detection limit of 0.07 μM (S/N = 3). The practical utility of the sensor demonstrates high recoveries (96-102%) in real samples of lake water and wastewater.