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Zinc phthalocyanine Sale

(Synonyms: 酞菁锌; ZnPc) 目录号 : GC34872

Zincphthalocyanine广泛应用于工业(催化剂、光导体)和生物医学(光动力疗法、PDT)。Zincphthalocyanine可用于环己烷的光氧化。

Zinc phthalocyanine Chemical Structure

Cas No.:14320-04-8

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¥288.00
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产品描述

Zinc phthalocyanine is commonly applied in industry (catalysts, photoconductors) and biomedical (photodynamic therapy, PDT)[1]. Zinc phthalocyanine can be used to photooxidise cyclohexane[2].

[1]. Abimbola Ogunsipe, et al. Solvent effects on the photochemical and fluorescence properties of zinc phthalocyanine derivatives. Journal of Molecular Structure 650 (2003) 131-140. [2]. NthapoSehlotho, et al. Zinc phthalocyanine photocatalyzed oxidation of cyclohexene. Journal of Molecular Catalysis A: Chemical Volume 219, Issue 2, 16 September 2004, Pages 201-207.

Chemical Properties

Cas No. 14320-04-8 SDF
别名 酞菁锌; ZnPc
Canonical SMILES [N-]12[Zn+2]34[N-]5C6=NC(C7=CC=CC=C87)=[N]3C8=NC1=C(C=CC=C9)C9=C2N=C%10[N]4=C(C%11=CC=CC=C%10%11)N=C5C%12=CC=CC=C6%12
分子式 C32H16N8Zn 分子量 577.9
溶解度 DMSO : < 1 mg/mL (insoluble or slightly soluble);DMF : < 1 mg/mL (insoluble) 储存条件 4°C, protect from light, stored under nitrogen
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1 mM 1.7304 mL 8.652 mL 17.304 mL
5 mM 0.3461 mL 1.7304 mL 3.4608 mL
10 mM 0.173 mL 0.8652 mL 1.7304 mL
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Research Update

Tetra-triethyleneoxysulfonyl substituted Zinc phthalocyanine for photodynamic cancer therapy

Photodiagnosis Photodyn Ther 2016 Mar;13:148-157.PMID:26162500DOI:10.1016/j.pdpdt.2015.07.001.

Photodynamic therapy (PDT) has emerged as an effective and minimally invasive treatment option for several diseases, including some forms of cancer. However, several drawbacks of the approved photosensitizers (PS), such as insufficient light absorption at therapeutically relevant wavelengths hampered the clinical effectiveness of PDT. Phthalocyanines (Pc) are interesting PS-candidates with a strong light absorption in the favourable red spectral region and a high quantum yield of cancer cell destroying singlet oxygen generation. Here, we evaluated the suitability of tetra-triethyleneoxysulfonyl substituted Zinc phthalocyanine (ZnPc) as novel PS for PDT. ZnPc-induced phototoxicity, induction of apoptosis as well as cell cycle arresting effects was studied in the human gastrointestinal cancer cell lines of different origin. Photoactivation of ZnPc-pretreated (1-10 μM) cancer cells was achieved by illumination with a broad band white light source (400-700 nm) at a power density of 10 J/cm(2). Photoactivation of ZnPc-loaded cells revealed strong phototoxic effects, leading to a dose-dependent decrease of cancer cell proliferation of up to almost 100%, the induction of apoptosis and a G1-phase arrest of the cell cycle, which was associated with decrease in cyclin D1 expression. By contrast, ZnPc-treatment without illumination did not induce any cytotoxicity, apoptosis, cell cycle arrest or decreased cell growth. Antiangiogenic effects of ZnPc-PDT were investigated in vivo by performing CAM assays, which revealed a marked degradation of blood vessels and the capillary plexus of the chorioallantoic membrane of fertilized chicken eggs. Based on our data we think that ZnPc may be a promising novel photosensitizer for innovative PDT.

Zinc phthalocyanine Sensing Mechanism Quantification for Potential Application in Chemical Warfare Agent Detectors

Sensors (Basel) 2022 Dec 16;22(24):9947.PMID:36560314DOI:10.3390/s22249947.

Rapid and accurate detection of lethal volatile compounds is an emerging requirement to ensure the security of the current and future society. Since the threats are becoming more complex, the assurance of future sensing devices' performance can be obtained solely based on a thorough fundamental approach, by utilizing physics and chemistry together. In this work, we have applied thermal desorption spectroscopy (TDS) to study dimethyl methylophosphate (DMMP, sarin analogue) adsorption on Zinc phthalocyanine (ZnPc), aiming to achieve the quantification of the sensing mechanism. Furthermore, we utilize a novel approach to TDS that involves quantum chemistry calculations for the determination of desorption activation energies. As a result, we have provided a comprehensive description of DMMP desorption processes from ZnPc, which is the basis for successful future applications of sarin ZnPc-based sensors. Finally, we have verified the sensing capability of the studied material at room temperature using impedance spectroscopy and took the final steps towards demonstrating ZnPc as a promising sarin sensor candidate.

Photophysical Properties of Linked Zinc phthalocyanine to Acryloyl Chloride: N-vinylpyrrolidone Copolymer

Polymers (Basel) 2021 Dec 17;13(24):4428.PMID:34960979DOI:10.3390/polym13244428.

This paper focuses on the linking of Zinc phthalocyanine (ZnPc) to N-vinylpyrrolidone (N-VP): acryloyl chloride (ClAC) copolymer. The synthesis of binary N-VP:ClAC copolymer was performed by the radical polymerization method and then grafted to ZnPc by the Friedel Crafts acylation reaction. We have developed a water-soluble ZnPc:ClAC:N-VP photosensitizer with a narrow absorption band at 970 nm, fluorescence at λem = 825 nm and the decay fluorescence profile with 3-decay relatively longer times of 1.2 µs, 4.6 µs, and 37 µs. The concentration-dependent dark cytotoxicity investigated in normal fibroblasts (NHDF), malignant melanoma (MeWo), adenocarcinoma (HeLa), and hepatocellular carcinoma (HepG2) cell lines incubated to increased concentrations of ZnPc:ClAC:N-VP (up to 40 μM) for 24 h in the dark show low cytotoxicity. Maximum cell viability in HeLa and HepG2 tumor cell lines was observed.

Zinc-Phthalocyanine-Loaded Extracellular Vesicles Increase Efficacy and Selectivity of Photodynamic Therapy in Co-Culture and Preclinical Models of Colon Cancer

Pharmaceutics 2021 Sep 23;13(10):1547.PMID:34683840DOI:10.3390/pharmaceutics13101547.

Photodynamic therapy (PDT) is a promising and clinically approved method for the treatment of cancer. However, the efficacy of PDT is often limited by the poor selectivity and distribution of the photosensitizers (PS) toward the malignant tumors, resulting in prolonged periods of skin photosensitivity. In this work, we present a simple and straightforward strategy to increase the tumor distribution, selectivity, and efficacy of lipophilic PS Zinc phthalocyanine (ZnPc) in colon cancer by their stabilization in purified, naturally secreted extracellular vesicles (EVs). The PS ZnPc was incorporated in EVs (EV-ZnPc) by a direct incubation strategy that did not affect size distribution or surface charge. By using co-culture models simulating a tumor microenvironment, we determined the preferential uptake of EV-ZnPc toward colon cancer cells when compared with macrophages and dendritic cells. We observed that PDT promoted total tumor cell death in normal and immune cells, but showed selectivity against cancer cells in co-culture models. In vivo assays showed that after a single intravenous or intratumoral injection, EV-ZnPc were able to target the tumor cells and strongly reduce tumor growth over 15 days. These data expose opportunities to enhance the potential and efficacy of PDT using simple non-synthetic strategies that might facilitate translation into clinical practice.

Construction of anthraquinone functional Zinc phthalocyanine sensor platform for ultra-trace amount of water determination in tetrahydrofuran and N,N-Dimethylformamide

Anal Chim Acta 2022 Mar 15;1198:339531.PMID:35190120DOI:10.1016/j.aca.2022.339531.

Anthraquinone functional Zinc phthalocyanine sensor platform was utilized for ultra-trace amount of water determination in THF and DMF. Using the fluorometric method, the water content in THF was determined with a LOD of 2.27 × 10-4 M and a response time of 1 s. The sensor is based on the mechanism of aggregation depended on quenching of emission. Although the aggregation is known as an undesirable property in the application of phthalocyanine, this property has been successfully applied in the quantification of water content in THF. By using the shift of the third reduction wave of the sensor, the water content in DMF was measured with a LOD value of 5.64 × 10-7 M. The voltammetric response mechanism is based on the hydrogen bonding depended shifting of the reduction potential of quinone moiety on phthalocyanine. Redox potentials of phthalocyanine are used as a calibrant for accurate quantification of water content in DMF. Water molecules (n and m) and equilibrium constants (K1 and K2) for the formation of hydrogen bonding for the first and third reduction processes were calculated as 1.18 (n), 10.4 (m) and 19.3 (K1), 1.6 × 1011 (K2) M-(m-n), which demonstrated why the third reduction process was chosen to set the calibration plots.