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Porphyrin information


Porphine, the parent porphyrin.

Porphyrins (/ˈpɔːrfərɪn/ POR-fər-in) are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected at their α carbon atoms via methine bridges (=CH−). In vertebrates, an essential member of the porphyrin group is heme, which is a component of hemoproteins, whose functions include carrying oxygen in the bloodstream. In plants, an essential porphyrin derivative is chlorophyll, which is involved in light harvesting and electron transfer in photosynthesis.

The parent of porphyrins is porphine, a rare chemical compound of exclusively theoretical interest. Substituted porphines are called porphyrins.[1] With a total of 26 π-electrons, of which 18 π-electrons form a planar, continuous cycle, the porphyrin ring structure is often described as aromatic.[2][3] One result of the large conjugated system is that porphyrins typically absorb strongly in the visible region of the electromagnetic spectrum, i.e. they are deeply colored. The name "porphyrin" derives from the Greek word πορφύρα (porphyra), meaning purple.[4]

  1. ^ Rayati S, Malekmohammadi S (2016). "Catalytic activity of multi-wall carbon nanotube supported manganese (III) porphyrin: an efficient, selective and reusable catalyst for oxidation of alkenes and alkanes with urea–hydrogen peroxide". Journal of Experimental Nanoscience. 11 (11): 872. Bibcode:2016JENan..11..872R. doi:10.1080/17458080.2016.1179802.
  2. ^ Ivanov AS, Boldyrev AI (August 2014). "Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning". Organic & Biomolecular Chemistry. 12 (32): 6145–6150. doi:10.1039/C4OB01018C. PMID 25002069.
  3. ^ Lash TD (2011). "Origin of aromatic character in porphyrinoid systems". Journal of Porphyrins and Phthalocyanines. 15 (11n12): 1093–1115. doi:10.1142/S1088424611004063.
  4. ^ Harper D, Buglione DC. "porphyria (n.)". The Online Etymology Dictionary. Retrieved 14 September 2014.

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Porphyrin

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Porphyrins (/ˈpɔːrfərɪn/ POR-fər-in) are a group of heterocyclic macrocycle organic compounds, composed of four modified pyrrole subunits interconnected...

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Porphyria

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Porphyria is a group of disorders in which substances called porphyrins build up in the body, adversely affecting the skin or nervous system. The types...

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Phosphorus porphyrin

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Phosphorus-centered (or P-centered) porphyrins are conjugated polycyclic ring systems consisting of either four pyrroles with inward-facing nitrogens and...

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Tetraphenylporphyrin

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synthetic heterocyclic compound that resembles naturally occurring porphyrins. Porphyrins are dyes and cofactors found in hemoglobin and cytochromes and are...

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Boron porphyrins

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Boron porphyrins are a variety of porphyrin, a common macrocycle used for photosensitization and metal trapping applications, that incorporate boron....

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Porphine

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porphine are called porphyrins. Many porphyrins are found in nature with the dominant example being protoporphyrin IX. Many synthetic porphyrins are also known...

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Journal of Porphyrins and Phthalocyanines

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Journal of Porphyrins and Phthalocyanines (JPP) is a scientific journal that covers developments in the research and technology of porphyrins and phthalocyanines...

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Transition metal porphyrin complexes

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Transition metal porphyrin complexes are a family of coordination complexes of the conjugate base of porphyrins. Iron porphyrin complexes occur widely...

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Hemoglobin

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consists of an iron (Fe) ion held in a heterocyclic ring, known as a porphyrin. This porphyrin ring consists of four pyrrole molecules cyclically linked together...

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Porphyria cutanea tarda

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due to a lack of retinol which is required to trigger its production. Porphyrins interact with iron, absorbing photons to create reactive oxygen species...

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Superoxide dismutase mimetics

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single porphyrin ring. Although both complexes are effective porphyrin-based superoxide dismutases, MnTBAP [Mn(III)tetrakis (4-benzoic acid) porphyrin] was...

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Light harvesting materials

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systems. Examples of synthetic light harvesting materials are dendrimers, porphyrin arrays and assemblies, organic gels, biosynthetic and synthetic peptides...

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Handbook of Porphyrin Science

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Published by World Scientific, the Handbook of Porphyrin Science: With Applications to Chemistry, Physics, Materials Science, Engineering, Biology and...

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Chlorophyll

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which are reduced relatives of porphyrins (found in hemoglobin). They share a common biosynthetic pathway with porphyrins, including the precursor uroporphyrinogen...

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Heme

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during electron transfer or redox chemistry. In peroxidase reactions, the porphyrin molecule also serves as an electron source, being able to delocalize radical...

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Hexaminolevulinate

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is a structural analogue to 5-aminolevulinic acid (a precursor to the porphyrin ring of heme), and is internalized and processed into the photoactive...

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Magnesium

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Magnesium in the center of the porphyrin ring in chlorophyll functions in a manner similar to the iron in the center of the porphyrin ring in heme. Magnesium...

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Protoporphyrin IX

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Protoporphyrin IX is an organic compound, classified as a porphyrin, that plays an important role in living organisms as a precursor to other critical...

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Photodynamic therapy

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an inherent similarity to the naturally occurring porphyrins present in living matter. Porphyrins are a group of naturally occurring and intensely coloured...

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Erythropoietic porphyria

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Erythropoietic porphyria is a type of porphyria associated with erythropoietic cells. In erythropoietic porphyrias, the enzyme deficiency occurs in the...

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Gunther disease

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any symptoms until they have reached adulthood. In Gunther's disease, porphyrins are accumulated in the teeth and bones and an increased amount are seen...

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Abelsonite

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Abelsonite is a nickel porphyrin mineral with chemical formula C31H32N4Ni. It was discovered in 1969 in the U.S. State of Utah and described in 1975....

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Cretaceous

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anoxic events: Nitrogen and carbon isotopic evidence from sedimentary porphyrin". Organic Geochemistry. 39 (5): 532–549. Bibcode:2008OrGeo..39..532K....

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Phenyl isocyanate

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Aris Terzis; Charles E. Strouse (1993). "Porphyrin Sponges: Conservative of Host Structure in over 200 Porphyrin-Based Lattice Clathrates". J. Am. Chem...

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Haematin

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obtained by the oxidation of haem. Haematin inhibits the synthesis of porphyrin (by repressing ALAS1 synthesis), and stimulates the synthesis of globin...

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Rothemund reaction

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condensation/oxidation process that converts four pyrroles and four aldehydes into a porphyrin. It is based on work by Paul Rothemund, who first reported it in 1936...

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Purple Earth hypothesis

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were based on the simpler molecule retinal rather than the more complex porphyrin-based chlorophyll, making the surface biosphere appear purplish rather...

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