Porphyrin Science by Women最新文献

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Porphyrinoid-based photosensitizers for diagnostic and therapeutic applications: An update 用于诊断和治疗应用的卟啉类光敏剂:更新
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619300118
A. Aggarwal, Diana Samaroo, Ivana Jovanović, Sunaina Singh, M. Tuz, M. Mackiewicz
{"title":"Porphyrinoid-based photosensitizers for diagnostic and therapeutic applications: An update","authors":"A. Aggarwal, Diana Samaroo, Ivana Jovanović, Sunaina Singh, M. Tuz, M. Mackiewicz","doi":"10.1142/S1088424619300118","DOIUrl":"https://doi.org/10.1142/S1088424619300118","url":null,"abstract":"Porphyrin-based molecules are actively studied as dual function theranostics: fluorescence-based imaging for diagnostics and fluorescence-guided therapeutic treatment of cancers. The intrinsic fluorescent and photodynamic properties of the bimodal molecules allows for these theranostic approaches. Several porphyrinoids bearing both hydrophilic and/or hydrophobic units at their periphery have been developed for the aforementioned applications, but better tumor selectivity and high efficacy to destroy tumor cells is always a key setback for their use. Another issue related to their effective clinical use is that, most of these chromophores form aggregates under physiological conditions. Nanomaterials that are known to possess incredible properties that cannot be achieved from their bulk systems can serve as carriers for these chromophores. Porphyrinoids, when conjugated with nanomaterials, can be enabled to perform as multifunctional nanomedicine devices. The integrated properties of these porphyrinoid-nanomaterial conjugated systems make them useful for selective drug delivery, theranostic capabilities, and multimodal bioimaging. This review highlights the use of porphyrins, chlorins, bacteriochlorins, phthalocyanines and naphthalocyanines as well as their multifunctional nanodevices in various biomedical theranostic platforms.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78497757","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 26
Spectroscopic characterization of the heme binding (GAF) domain of two sensor kinases from Methanosarcina acetivorans 活性甲烷藻中两种传感激酶的血红素结合(GAF)结构域的光谱表征
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500883
Kerstin Fiege, Christian Twittenhoff, K. Kwiatkowski, N. Frankenberg‐Dinkel
{"title":"Spectroscopic characterization of the heme binding (GAF) domain of two sensor kinases from Methanosarcina acetivorans","authors":"Kerstin Fiege, Christian Twittenhoff, K. Kwiatkowski, N. Frankenberg‐Dinkel","doi":"10.1142/S1088424619500883","DOIUrl":"https://doi.org/10.1142/S1088424619500883","url":null,"abstract":"The sensor kinases MsmS and RdmS from the methanogenic archaeon Methanosarcina acetivorans are multidomain proteins containing a covalently linked heme cofactor. This cofactor is connected via a single cysteine residue in a GAF domain. Although both proteins were shown to display a redox-dependent control of the downstream kinase module, this property appears to be independent of the heme cofactor. We therefore envision an additional sensor role for the heme cofactor. In order to learn more about the heme binding pocket and its constitution, UV-vis spectroscopy in combination with site-directed mutagenesis was performed on the isolated heme-binding sGAF2 domain and the full-length protein. The data indicate a 6-coordinated heme with a proximal histidine ligand and a smaller ligand, likely a water molecule on the distal site. The latter is also thought to be the sensory site and is shown to easily undergo ligand exchange.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"3 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78886370","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Modular synthesis of silicon (IV) phthalocyanine conjugates bearing glycosylated axial ligands 含糖基化轴向配体的酞菁偶联物硅的模块化合成
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500597
S. L. Cooper, Kevin W Graepel, Ricarda C. Steffens, David G. Dennis, Gabriel A. Cambroneo, Raymond Q. Wiggins, J. V. Ruppel, N. L. Snyder
{"title":"Modular synthesis of silicon (IV) phthalocyanine conjugates bearing glycosylated axial ligands","authors":"S. L. Cooper, Kevin W Graepel, Ricarda C. Steffens, David G. Dennis, Gabriel A. Cambroneo, Raymond Q. Wiggins, J. V. Ruppel, N. L. Snyder","doi":"10.1142/S1088424619500597","DOIUrl":"https://doi.org/10.1142/S1088424619500597","url":null,"abstract":"Phthalocyanines (Pcs) are near-infrared photosensitizers with therapeutic potential for the treatment of bacterial infections and cancer. However, their clinical utility has been hindered by poor solubility in biological fluids, lack of specificity, and limited clearance from affected tissues. Glycosylated Pcs have the potential to overcome these issues by providing increased solubility and tumor specific targeting. However, reliable methods for their synthesis remains challenging. Here we present our first approach towards the synthesis of a series of silicon (IV) phthalocyanine conjugates bearing axial carbohydrate ligands (CPcCs). The novelty of our approach lies in the installation of axial alkyne ligands which can be functionalized with readily accessible acetyl protected azido glycosides, thus providing a modular approach for the synthesis of these complex macromolecules.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"18 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"88740989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 3
In vitro and in vivo effects of HAL on porphyrin production in rat bladder cancer cells (AY27) HAL对大鼠膀胱癌细胞(AY27)卟啉生成的体内外影响
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500615
O. Gederaas, H. Husebye, A. Johnsson, S. Callaghan, A. Brunsvik
{"title":"In vitro and in vivo effects of HAL on porphyrin production in rat bladder cancer cells (AY27)","authors":"O. Gederaas, H. Husebye, A. Johnsson, S. Callaghan, A. Brunsvik","doi":"10.1142/S1088424619500615","DOIUrl":"https://doi.org/10.1142/S1088424619500615","url":null,"abstract":"Aminolevulinic acid and hexyl-aminolevulinate serve as biological precursors to produce photosensitive porphyrins in cells via the heme biosynthetic pathway. This pathway is integral to porphyrin-based photodynamic diagnosis and therapy. By adding exogenous hexyl-aminolevulinate to rat bladder cancer cells (AY27, in vitro) and an animal bladder cancer model (in vivo), fluorescent endogenous porphyrin production was stimulated. Lipophilic protoporphyrin IX was identified as the dominant species by reverse high-pressure liquid chromatography. Subcellular porphyrin localization in the AY27 cells was evaluated by confocal laser scanning microscopy and showed almost quantitative bleaching after 20 s. From this study, we ascertained that the protocol described herein is suitable for hexyl-aminolevulinate-mediated photodynamic therapy and diagnosis when protoporphyrin IX is the active agent.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90787515","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Photophysical properties of porphyrinic covalent cages endowed with different flexible linkers 具有不同柔性连接剂的卟啉共价笼的光物理性质
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500925
Daniel Sánchez-Resa, Laetitia Schoepff, Ryan Djemili, Stéphanie Durot, V. Heitz, B. Ventura
{"title":"Photophysical properties of porphyrinic covalent cages endowed with different flexible linkers","authors":"Daniel Sánchez-Resa, Laetitia Schoepff, Ryan Djemili, Stéphanie Durot, V. Heitz, B. Ventura","doi":"10.1142/S1088424619500925","DOIUrl":"https://doi.org/10.1142/S1088424619500925","url":null,"abstract":"In-depth photophysical studies of four flexible covalent cages bearing either two free-base porphyrins or one free-base porphyrin and one Zn(II) porphyrin, connected by linkers of different lengths, are reported. In the case of the cages with two free-base porphyrins, exciton coupling between the porphyrins is evidenced by large and split Soret bands in the absorption spectra, but the different length of the linkers has only a slight effect on their emission properties. Strong electronic interactions between the porphyrins are also evidenced for the cages that incorporate a free-base porphyrin and a Zn(II) porphyrin, with a more pronounced splitting of the Soret band for the system with longer linkers. In these cages, following excitation of the Zn-porphyrin component, an almost quantitative energy transfer to the free-base unit occurs, with a rate 1.4 times faster in the cage with longer linkers (1.4 × 10[Formula: see text] s[Formula: see text] vs. 1.0 × 10[Formula: see text] s[Formula: see text]. This difference might reflect the more flattened conformation adopted by the cage equipped with longer and more flexible linkers, the latter allowing for a shorter interplanar distance between the porphyrins. The results are discussed in terms of classical and short-range energy transfer mechanisms.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"1 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81960672","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 4
Isolation, characterization, and antioxidative activity of a dioxobilin-type phylloxanthobilin from savoy cabbage 白菜中二氧胆素型叶根黄胆素的分离、表征及抗氧化活性研究
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500718
C. Karg, C. Schilling, Lars Allmendinger, Simone Moser
{"title":"Isolation, characterization, and antioxidative activity of a dioxobilin-type phylloxanthobilin from savoy cabbage","authors":"C. Karg, C. Schilling, Lars Allmendinger, Simone Moser","doi":"10.1142/S1088424619500718","DOIUrl":"https://doi.org/10.1142/S1088424619500718","url":null,"abstract":"The degradation of the green pigment chlorophyll in plants is known to yield phyllobilins as highly abundant linear tetrapyrroles. Recently, a split path of the degradation pathway has been discovered, leading to so-called dioxobilin-type (or type-II) phyllobilins. The first characterized type-II phyllobilin was colorless featuring four deconjugated pyrrole units. Similar to the type-I branch, for which yellow oxidation products of the colorless phyllobilins – the type-I phylloxanthobilins – are known, a type-II phylloxanthobilin has recently been characterized from senescent leaves of grapevine. Type-I phylloxanthobilins appear to be actively produced in the plant, are known to possess interesting chemical properties, and were shown to act as potent antioxidants that can protect cells from oxidative stress. Here we report the isolation and structural characterization of a type-II phylloxanthobilin from de-greened leaves of savoy cabbage, which turned out to be structurally closely related to bilirubin. Bilirubin is known to possess high antioxidative activity; in addition, savoy cabbage is considered to promote health benefits due to its high content in antioxidants. We therefore investigated the in vitro antioxidative potential of the newly identified type-II phylloxanthobilin using two different approaches, both of which revealed an even higher antioxidative activity for the type-II phylloxanthobilin from savoy cabbage compared to bilirubin.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"49 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80743110","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 7
Porphyrin synthesis using mechanochemistry: Sustainability assessment 利用机械化学合成卟啉:可持续性评估
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500755
Carla P. Gomes, Mariana Peixoto, M. Piñeiro
{"title":"Porphyrin synthesis using mechanochemistry: Sustainability assessment","authors":"Carla P. Gomes, Mariana Peixoto, M. Piñeiro","doi":"10.1142/S1088424619500755","DOIUrl":"https://doi.org/10.1142/S1088424619500755","url":null,"abstract":"Looking for sustainable synthetic methodologies, mechanochemistry as a new tool for one-step and two-step approaches for the synthesis of meso-substituted porphyrins was explored. The best results were obtained in a two-step procedure, under liquid-assisted grinding in the oxidation step using 2-methyltetrahydrofuran, an environmentally acceptable solvent, and MnO2 as a heterogeneous oxidant. The sustainability was assessed using two sustainability metrics, E-factor and EcoScale, which allow comparison between procedures and methods.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"147 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80616405","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
Synthesis, characterization and electrochemical properties of isoflavone substituted zinc(II), cobalt(II), and metal-free phthalocyanines 异黄酮取代锌(II)、钴(II)和无金属酞菁的合成、表征和电化学性能
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619500731
Efe Baturhan Orman, Ahmet Arıbal, A. Özkaya, M. Bulut, Ü. Salan
{"title":"Synthesis, characterization and electrochemical properties of isoflavone substituted zinc(II), cobalt(II), and metal-free phthalocyanines","authors":"Efe Baturhan Orman, Ahmet Arıbal, A. Özkaya, M. Bulut, Ü. Salan","doi":"10.1142/S1088424619500731","DOIUrl":"https://doi.org/10.1142/S1088424619500731","url":null,"abstract":"In this study, novel tetrasubstituted metallo- and metal-free phthalocyanines containing 7-hydroxy-4′-methoxyisoflavonoxy moieties at peripheral and non-peripheral positions have been prepared by cyclotetramerization of corresponding phthalonitriles. The most obvious feature of these quaternized complexes is their extensive solubility and non-aggregated species (especially non-peripherally substituted) in organic solvents such as chloroform, tetrahydrofuran, dimethylformamide and dimethylsulfoxide, which makes them candidates for use in many applications in different fields. The new compounds have been characterized by elemental analysis, FT-IR, UV-vis, 1H and [Formula: see text]C NMR and MS (Maldi-TOF MS). Voltammetric and in situ spectroelectrochemical measurements have been performed with the aim of characterizing the electron transfer properties of the compounds on Pt in dimethylsulfoxide/tetrabutylammonium perchlorate, compared to those of previously reported corresponding compounds with tetra 6-hydroxyflavonoxy substituents. The effect of aggregation on the redox character of these complexes was also discussed.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"20 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86424480","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Ru(II) porphyrins as sensitizers for DSSCs: Axial vs. peripheral carboxylate anchoring group Ru(II)卟啉作为DSSCs的增敏剂:轴向与外周羧酸锚定基团
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S108842461950072X
K. Ladomenou, Vasilis Nikolaou, Georgios Charalambidis, G. Sharma, A. Coutsolelos
{"title":"Ru(II) porphyrins as sensitizers for DSSCs: Axial vs. peripheral carboxylate anchoring group","authors":"K. Ladomenou, Vasilis Nikolaou, Georgios Charalambidis, G. Sharma, A. Coutsolelos","doi":"10.1142/S108842461950072X","DOIUrl":"https://doi.org/10.1142/S108842461950072X","url":null,"abstract":"In this study, two porphyrin chromophores metallated with ruthenium, RuTBP and RuTBPPy, were prepared and studied as sensitizers in dye-sensitized solar cells (DSSCs). The difference between the two dyes is the position (axial vs. peripheral) of the carboxylic anchoring group. This work examines the impact of this variation towards the optical, electrochemical and photovoltaic performance of DSSCs. The thorough photophysical and photovoltaic measurements indicated that the peripherally substituted sensitizer (RuTBP) presented higher photovoltaic performance compared to RuTBPPy. More specifically, DSSCs sensitized with RuTBP and RuTBPPy displayed an overall power conversion efficiency (PCE) of 5.12% and 4.08%, respectively. The higher PCE value of the DSSC sensitized with RuTBP is mainly attributed to the enhancement of [Formula: see text] and FF values. These factors were enhanced due to the efficient dye regeneration process, the suppression of back-charge recombination reactions and the longer electron lifetimes as evidenced from the electrochemical impedance spectra.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"235 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75731308","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 1
Enhancing microperoxidase activity and selectivity: immobilization in metal-organic frameworks 增强微过氧化物酶活性和选择性:金属有机框架的固定化
Porphyrin Science by Women Pub Date : 2019-07-01 DOI: 10.1142/S1088424619300106
E. Gkaniatsou, C. Serre, J. Mahy, N. Steunou, R. Ricoux, C. Sicard
{"title":"Enhancing microperoxidase activity and selectivity: immobilization in metal-organic frameworks","authors":"E. Gkaniatsou, C. Serre, J. Mahy, N. Steunou, R. Ricoux, C. Sicard","doi":"10.1142/S1088424619300106","DOIUrl":"https://doi.org/10.1142/S1088424619300106","url":null,"abstract":"Microperoxidases 8 (MP8) and 11 (MP11) are heme-containing peptides obtained by the proteolytic digestion of Cytochrome c. They act as mini-enzymes that combine both peroxidase-like and Cytochrome P450-like activities that may be useful in the synthesis of fine chemicals or in the degradation of environmental pollutants. However, their use is limited by their instability in solution due to (i) the bleaching of the heme in the presence of an excess of H2O2, (ii) the decoordination of the distal histidine ligand of the iron under acidic conditions and, (iii) their tendency to aggregate in aqueous alkaline solutions, even at low concentrations. Additionally, both MP8 and MP11 show relatively low selectivity, due to the lack of control of the substrates by a specific catalytic pocket on the distal face of the heme. Both stability and selectivity issues can be effectively addressed by immobilization of microperoxidases in solid matrices, which can also lead to their possible recycling from the reaction medium. Considering their relatively small size, the pore inclusion of MPs into Metal-Organic Frameworks appeared to be more adequate compared to other immobilization methods that have been widely investigated for decades. The present minireview describes the catalytic activities of MP8 and MP11, their limitations, and various results describing their immobilization into MOFs which led to MP11- or MP8@MOF hybrid materials that display good activity in the oxidation of dyes and phenol derivatives, with remarkable recyclability due to the stabilization of the MPs inside the MOF cavities. An example of selective oxidation of dyes according to their charge by MP8@MOF hybrid materials is also highlighted.","PeriodicalId":20283,"journal":{"name":"Porphyrin Science by Women","volume":"3 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2019-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82308143","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 5
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