Porphyrins in analytical chemistry. A review.

The porphyrins, naturally occurring macrocyclic compounds, have, in the last 10 years, gained increasing interest in analytical chemistry. This review based on 123 original literature references, mostly published in the 1990s, presents catalytic applications of metalloporphyrins in electroanalysis as electroactive agents in ion selective membranes, as unique reagents in spectrophotometry and as new stationary phases offering unusual resolution in HPLC. The collected data are also presented in four tables.

[1]  H. Ishii,et al.  Spectrophotometric determination of ultramicro amounts of copper with α,β,γ,δ-tetraphenylporphine in the presence of a surfactant , 1978 .

[2]  J. Devynck,et al.  Design and characterization of chemically modified electrodes with iron(III) porphyrinic-based polymers: study of their reactivity toward nitrites and nitric oxide in aqueous solution , 1997 .

[3]  N. Li,et al.  Electrochemical studies of NiTMpyP and interaction with DNA. , 1998, Talanta.

[4]  J. Zhao,et al.  Fabrication of a multilayer film electrode containing porphyrin and its application as a potentiometric sensor of iodide ion. , 1998, Talanta.

[5]  Shan Huang,et al.  Electrochemistry of electropolymerized tetra (p-aminophenyl)porphyrin nickel film electrode and catalytic oxidation of acetaminophen , 1998 .

[6]  B. Kräutler,et al.  A Lipophilic Derivative of Vitamin B12 as Selective Carrier for Anions , 1984 .

[7]  Takanori Kawakami,et al.  Asymmetric porphyrin derivative having one reactive site as a highly sensitive spectrophotometric reagent for nitrite , 1997 .

[8]  I. Okura,et al.  Optical Sensor for Oxygen Using a Porphyrin-doped Sol-Gel Glass , 1997 .

[9]  忠雄 奥谷,et al.  リン酸トリブチル抽出濃縮を利用したα,β,γ,δ-テトラキス(4-カルボキシフェニル)ポルフィン-金属錯体の高速液体クロマトグラフィー , 1994 .

[10]  G. Guiochon,et al.  Optimization of the high-performance liquid chromatographic separation of fullerenes using 1-methylnaphthalene as the mobile phase on a tetraphenylporphyrin-silica stationary phase , 1997 .

[11]  M. Biesaga,et al.  Immobilized metal-ion affinity chromatography of peptides on metalloporphyrin stationary phases , 1999 .

[12]  M. Mifune,et al.  Glutathione Peroxidase-Like Catalytic Activities of Ion-Exchange Resins Modified with Metalloporphyrins , 1998 .

[13]  M. Meyerhoff,et al.  Response Characteristics of Anion-Selective Polymer Membrane Electrodes Based on Gallium(III), Indium(III) and Thallium(III) Porphyrins , 1998 .

[14]  M. Tabata,et al.  Porphyrins as reagents for trace-metal analysis , 1991 .

[15]  Takanori Kawakami,et al.  Highly sensitive spectrophotometric determination of nitrite ion using 5,10,15,20-tetrakis(4-aminophenyl)porphine for application to natural waters , 1996 .

[16]  M. Tanaka.  Kinetics of metalloporphyrin formation with particular reference to the metal ion assisted mechanism , 1983 .

[17]  Giuseppe Ferri,et al.  The application of metalloporphyrins as coating material for quartz microbalance-based chemical sensors , 1996 .

[18]  Kevin M. Smith,et al.  Porphyrins and metalloporphyrins. , 1975 .

[19]  淑郎 五十嵐,et al.  α,β.γ,δ-テトラキス(4-カルボキシフェニル)ポルフィンを用いる微量銅(II),亜鉛(II),マンガン(II)及びコバルト(II)の逆相分配高速液体クロマトグラフィー , 1986 .

[20]  M. Yuasa,et al.  Electrochemical Properties of Metalloporphyrin‐Clay Complex‐Modified Electrode Systems: Investigation as Oxygen Sensors , 1995 .

[21]  K. Tsunoda,et al.  Liquid chromatographic separation of metal-tetraphenylporphine complexes based on coordination interaction with immobilized neutral ligand in stationary phase , 1997 .

[22]  N. Ohno,et al.  Improved determination of methamphetamine, ephedrine and methylephedrine in urine by extraction--thermospectrometry. , 1987, The Analyst.

[23]  M. Meyerhoff,et al.  Anion-selective membrane electrodes based on metalloporphyrins: The influence of lipophilic anionic and cationic sites on potentiometric selectivity. , 1994, Talanta.

[24]  H. Toma,et al.  Electrostatically Assembled Films for Improving the Properties of Tetraruthenated Porphyrin Modified Electrodes , 1998 .

[25]  R. Giovannetti,et al.  Spectrophotometric study of coproporphyrin-I complexes of copper(II) and cobalt(II). , 1995, Talanta.

[26]  M. Meyerhoff,et al.  Shape-selective retention of polycyclic aromatic hydrocarbons on metalloprotoporphyrin-silica phases:  effect of metal ion center and porphyrin coverage. , 1998, Analytical chemistry.

[27]  H. Ishii,et al.  Analytical application of porphyrins—I Spectrophotometric determination of ultramicro amounts of copper with α,β,γ,δ-tetra-(3-N-methylpyridyl)porphine , 1977 .

[28]  L. Kubota,et al.  Electrochemical Behavior of Copper Porphyrin Synthesized into Zeolite Cavity: A Sensor for Hydrazine , 1998 .

[29]  J. V. Bannister,et al.  Characterization of a Copper Detecting Amperometric Electrode , 1998 .

[30]  H. Nam,et al.  Potentiometric behavior of metalloporphyrin-based ion-selective electrodes: Use of silicone rubber matrix for serum chloride analysis , 1998 .

[31]  T. Malinski,et al.  Nitric oxide release from a single cell measured in situ by a porphyrinic-based microsensor , 1992, Nature.

[32]  C. V. Banks,et al.  SPECTROPHOTOMETRIC DETERMINATION OF ZINC AND OTHER METALS WITH $alpha$, $beta$, $gamma$, /delta/-TETRAPHENYLPORPHINE , 1957 .

[33]  Nanqiang Li,et al.  Electrochemical Studies of CuTMAP Interaction with DNA and Determination of DNA , 1998 .

[34]  K. Seiler,et al.  Transport Properties of Anion‐Selective Membranes Based on Cobyrinates and Metalloporphyrin Complexes as Ionophores , 1990 .

[35]  Ichiro Okura,et al.  Porphyrin-doped sol-gel glass as a probe for oxygen sensing , 1997 .

[36]  K. Aomura,et al.  Spectrophotometric determination of copper with α, β, γ, δ-tetraphenylporphine trisulfonate , 1975 .

[37]  C. Danilowicz,et al.  Studies of the Interaction Between Metalloporphyrin Films and Phenols in a Preconcentration Type Sensor , 1998 .

[38]  J. Bartrolí,et al.  Determination of total and free sulfur dioxide in wine by flow injection analysis and gas-diffusion using p-aminoazobenzene as the colorimetric reagent. , 1991, Analytical chemistry.

[39]  Nanqiang Li,et al.  Electrochemical studies of porphyrin interacting with DNA and determination of DNA , 1997 .

[40]  Chiyo Matsubara,et al.  Oxo[5, 10, 15, 20-tetra(4-pyridyl)porphyrinato]titanium(IV): an ultra-high sensitivity spectrophotometric reagent for hydrogen peroxide , 1992 .

[41]  M. Meyerhoff,et al.  Influence of porphyrin structure on anion selectivities of manganese(III) porphyrin based membrane electrodes. , 1988, Analytical Chemistry.

[42]  M. Tabata.  Kinetic method for the determination of nanogram amounts of lead(II) using its catalytic effect on the reaction of manganese(II) with 5,10,15,20-tetrakis(4-sulphonatophenyl)porphine. , 1987, The Analyst.

[43]  H. Toma,et al.  Electrochemistry of a tetraruthenated cobalt porphyrin and its use in modified electrodes as sensors of reducing analytes , 1995 .

[44]  A. Yu,et al.  Electrocatalytic Reduction and Determination of Nitric Oxide at a Hemoglobin Modified Electrode , 1997 .

[45]  Ajay K. Jain,et al.  Macrocycle Based Membrane Sensors for the Determination of Cobalt(II) Ions , 1997 .

[46]  H. Toma,et al.  Electrochemical detection of NADH and dopamine in flow analysis based on tetraruthenated porphyrin modified electrodes , 1996 .

[47]  Yuyuan Tian,et al.  In situ AFM/STM characterization of porphyrin electrode films for electrochemical detection of neurotransmitters , 1998 .

[48]  M. Meyerhoff,et al.  Preparation and characterization of covalently bound tetraphenylporphyrin-silica gel stationary phases for reversed-phase and anion-exchange chromatography. , 1993, Analytical chemistry.

[49]  S. Saini,et al.  Porphyrin-modified electrodes as biomimetic sensors for the determination of organohalide pollutants in aqueous samples. , 1997, Analytical chemistry.

[50]  A. Ciszewski,et al.  Electrocatalytic oxidation of alcohols on glassy carbon electrodes electrochemically modified by conductive polymeric nickel(II) tetrakis(3-methoxy-4-hydroxyphenyl) porphyrin film , 1996 .

[51]  T. Malinski,et al.  Determination of nitric oxide saturated (stock) solution by chronoamperometry on a porphyrine microelectrode , 1997 .

[52]  B. Kräutler,et al.  Anion Selectivity of Metalloporphyrins in Membranes , 1986 .

[53]  A. Burewicz,et al.  Measurements of nitric oxide in biological materials using a porphyrinic microsensor , 1993 .

[54]  S. Dong,et al.  Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode , 1996 .

[55]  Z. Shi,et al.  Porphyrins as ligands for trace metal analysis by high-performance liquid chromatography. , 1997, Talanta.

[56]  M. Tabata,et al.  Spectrophotometric determination of lithium ion using a water-soluble octabromoporphyrin in aqueous solution. , 1998, Talanta.

[57]  Hiroto Watanabe,et al.  Dual-wavelength spectrophotometric determination of copper in sea-water with α,β,γ,°-tetrakis(1-methylpyridinium-4-yl) porphine , 1981 .

[58]  M. Meyerhoff,et al.  Retention behavior of amino acids and peptides on protoporphyrin-silica stationary phases with varying metal ion centers. , 1996, Analytical chemistry.

[59]  M. Meyerhoff,et al.  High-performance liquid chromatography of C60, C70, and higher fullerenes on tetraphenylporphyrin-silica stationary phases using strong mobile phase solvents , 1995 .

[60]  M. Mifune,et al.  Flow Analysis of Hydrogen Peroxide with a Dye-Formation Reaction Catalyzed by an Ion-Exchange Resin Modified with Mn^3+-Tetrakis(sulfophenyl)porphine , 1998 .

[61]  M. Meyerhoff,et al.  Salicylate-selective membrane electrode based on tin(IV) tetraphenylporphyrin. , 1989, Analytical chemistry.

[62]  K. Saitoh,et al.  Factors influencing the retention of rare earth—tetraphenylporphine complexes in reversed-phase high-performance liquid chromatography , 1991 .

[63]  Ajay K. Jain,et al.  Porphyrins as carrier in PVC based membrane potentiometric sensors for nickel(II) , 1997 .

[64]  A. Ciszewski,et al.  Oxidation of Nitric Oxide at a Porphyrinic-Based SensorNew Results from Rotating Disk Experiments , 1998 .

[65]  M. Meyerhoff,et al.  Shape-selective separation of polycyclic aromatic hydrocarbons by reversed-phase liquid chromatography on tetraphenylporphyrin-based stationary phases. , 1993, Journal of chromatography.

[66]  A. Ciszewski,et al.  Conductive polymeric tetrakis(3-methoxy-4-hydroxyphenyl)porphyrin film electrode for trace determination of nickel , 1990 .

[67]  F. Kiechle,et al.  Carbon-fiber ultramicroelectrodes modified with conductive polymeric tetrakis(3-methoxy-4-hydroxyphenyl)porphyrin for determination of nickel in single biological cells. , 1991, Analytical chemistry.

[68]  Werner E. Morf,et al.  Selective Optical Response to Oxygen of Membranes Based on Immobilized Cobalt(II) Porphyrins , 1997 .

[69]  L. Bachas,et al.  Potentiometric and fiber optic sensors for ph based on an electropolymerized cobalt porphyrin , 1993 .

[70]  M. Meyerhoff,et al.  Selective Separation of C60 and C70 Fullerenes on Tetraphenylporphyrin-Silica Gel Stationary Phases , 1993 .

[71]  H. Ishii,et al.  Indirect spectrophotometric determination of trace cyanide with cationic porphyrins. , 1991, Talanta.

[72]  R. Yu,et al.  Metalloporphyrin Derivatives as Neutral Carriers for PVC Membrane Electrodes , 1994 .