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o-Phenanthroline Sale

(Synonyms: 1,10-菲罗啉) 目录号 : GC10156

o-Phenanthroline是一种常用的有机螯合剂和配体,能与多种金属离子(如Fe²⁺、Zn²⁺)形成稳定的配合物。

o-Phenanthroline Chemical Structure

Cas No.:66-71-7

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Sample solution is provided at 25 µL, 10mM.

Description

o-Phenanthroline is a commonly used organic chelating agent and ligand that can form stable complexes with a variety of metal ions (such as Fe²⁺, Zn²⁺) [1]. o-Phenanthroline forms a red-orange complex with Fe²⁺, with a maximum absorption wavelength of about 510nm [2]. o-Phenanthroline is also an important broad-spectrum inhibitor of matrix metalloproteinases (MMPs). Its mechanism of action is to inhibit the enzymatic activity of MMP by chelating the metal ions (such as Zn²⁺) in the active center of MMP [3-4].

In human umbilical vein endothelial cells o-Phenanthroline (0.3mM; 24h) had some cytotoxicity to the cells, and the level of MMP-2 detected in gelatin zymography was decreased [5]. In cultured endothelial cells exposed to the enzyme reaction hypoxanthine-xanthine oxidase (HX-XO) or pure H2O2, O-phenanthroline (100μM; 15min) afforded a complete protective effect against DNA strand breakage and the associated activation of the enzyme poly(ADP) ribose polymerase [6]. In Human primary chondrocytes, the upregulation of HIF1α expression in cells treated with O-Phenanthroline (2-5μM; 10h) [7].

In BALB/c mice, hematopoietic stem/progenitor cells mobilization was significantly inhibited by o-Phenanthroline (100mg/kg; ip; 3d) [6].

References:
[1]. Mu G N, Li X, Li F. Synergistic inhibition between o-phenanthroline and chloride ion on cold rolled steel corrosion in phosphoric acid[J]. Materials Chemistry and Physics, 2004, 86(1): 59-68.
[2]. Liu C, Liu Q, Lv Y, et al. CPLX1 is a novel prognostic biomarker in CRC correlating with immunotherapy resistance and ferroptosis[J]. Frontiers in Immunology, 2025, 16: 1589423.
[3]. Liu ZiQiang, Liu YuXin, Zhou DaYong, et al. The role of matrix metalloprotease (MMP) to the autolysis of sea cucumber (Stichopus japonicus)[J]. 2019.
[4]. Kato Y, Yamashita T, Ishikawa M. Relationship between expression of matrix metalloproteinase-2 and matrix metalloproteinase-9 and invasion ability of cervical cancer cells[J]. Oncology reports, 2002, 9(3): 565-569.
[5]. Lafleur M A, Hollenberg M D, Atkinson S J, et al. Activation of pro-(matrix metalloproteinase-2)(pro-MMP-2) by thrombin is membrane-type-MMP-dependent in human umbilical vein endothelial cells and generates a distinct 63 kDa active species[J]. Biochemical Journal, 2001, 357(1): 107-115.
[6]. Jin F, Zhai Q, Qiu L, et al. Degradation of BM SDF-1 by MMP-9: the role in G-CSF-induced hematopoietic stem/progenitor cell mobilization[J]. Bone marrow transplantation, 2008, 42(9): 581-588.
[7]. Georgi N, Landman E B M, Klein T J, et al. O‐Phenanthroline as modulator of the hypoxic and catabolic response in cartilage tissue‐engineering models[J]. Journal of tissue engineering and regenerative medicine, 2017, 11(3): 724-732.

o-Phenanthroline是一种常用的有机螯合剂和配体,能与多种金属离子(如Fe²⁺、Zn²⁺)形成稳定的配合物 [1]。o-Phenanthroline与Fe²⁺形成橙红色配合物,最大吸收波长约为510nm [2]。o-Phenanthroline也是一种重要的基质金属蛋白酶(MMP)广谱抑制剂,其作用机制是通过螯合MMP活性中心的金属离子(如Zn²⁺)来抑制MMP的酶活性 [3-4]

在人脐静脉内皮细胞中,o-Phenanthroline(0.3mM;24h)对细胞有一定的细胞毒性,明胶酶谱法检测的MMP-2水平降低 [5]。在培养的内皮细胞中,暴露于次黄嘌呤-黄嘌呤氧化酶(HX-XO)或纯H2O2的酶反应中,o-Phenanthroline(100μM;15min)可完全保护内皮细胞免受DNA链断裂及其相关的聚(ADP)核糖聚合酶的激活 [6]。在人原代软骨细胞中,用o-Phenanthroline(2-5μM;10h)处理的细胞中HIF1α表达上调 [7]

在BALB/c小鼠中,c(100mg/kg;ip;3d)显著抑制造血干细胞/祖细胞的动员 [6]

实验参考方法

Cell experiment [1]:

Cell lines

Human umbilical vein endothelial cells (HUVECs)

Preparation Method

HUVECs were cultured on type I collagen-coated plates using serum-free medium, and multiple protease inhibitors including o-Phenanthroline (0.3mM) were added to the experimental treatment groups. o-Phenanthroline is a broad-spectrum inhibitor of metalloproteinases (such as MMPs) that inhibits MMP activity by chelating metal ions. After o-phenanthroline treatment, thrombin was also added to the experimental group of cells and incubated at 37℃ for 24 hours.

Reaction Conditions

0.3mM; 24h

Applications

In HUVECs, o-Phenanthroline had some cytotoxicity to the cells, and the level of MMP-2 detected in gelatin zymography was decreased.
Animal experiment [2]:

Animal models

BALB/c mice

Preparation Method

BALB/c mice (6- to 8-week old) were divided into four groups (three mice per group). The first group received PBS for 5 days. The second group was treated by once daily s.c. injection of G-CSF at a dose of 250mg/kg body weight (b.w.) per day for 5 consecutive days. The third group was administered i.p. injection of SDF-1 MoAb at 100mg/kg b.w. per day on days 4 and 5 in combination with G-CSF 250mg/kg b.w. per day. The fourth group was administered i.p. injections of MMP-9 inhibitor o-Phenanthroline at 100mg/kg b.w. per day on days 2 and 5 in combination with G-CSF 250mg/kg b.w per day.

Dosage form

100mg/kg; ip; 3d

Applications

In BALB/c mice, hematopoietic stem/progenitor cells mobilization was significantly inhibited by o-Phenanthroline.

References:
[1]. Lafleur M A, Hollenberg M D, Atkinson S J, et al. Activation of pro-(matrix metalloproteinase-2)(pro-MMP-2) by thrombin is membrane-type-MMP-dependent in human umbilical vein endothelial cells and generates a distinct 63 kDa active species[J]. Biochemical Journal, 2001, 357(1): 107-115.
[2]. Jin F, Zhai Q, Qiu L, et al. Degradation of BM SDF-1 by MMP-9: the role in G-CSF-induced hematopoietic stem/progenitor cell mobilization[J]. Bone marrow transplantation, 2008, 42(9): 581-588.

化学性质

Cas No. 66-71-7 SDF
别名 1,10-菲罗啉
化学名 1,10-phenanthroline
Canonical SMILES C(C=CC=N1)(C=C2)=C1C3=C2C=CC=N3
分子式 C12H8N2 分子量 180.21
溶解度 ≥ 360.42mg/mL in DMSO 储存条件 Store at 4°C, protect from light, stored under nitrogen
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1 mM 5.5491 mL 27.7454 mL 55.4908 mL
5 mM 1.1098 mL 5.5491 mL 11.0982 mL
10 mM 0.5549 mL 2.7745 mL 5.5491 mL
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