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Protoporphyrin IX and Pheophorbide: Difference between pages

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Revision as of 11:48, 3 November 2009 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - updated 'CASNo_Ref') per Chem/Drugbox validation (report errors or bugs Latest revision as of 07:47, 13 February 2023 edit Artoria2e5 (talk | contribs)Extended confirmed users, IP block exemptions34,496 editsNo edit summary 
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{{Unreferenced|date=January 2007}} {{Refimprove|date=January 2007}}
{{Chembox {{Chembox
| Name = Pheophorbide ''a''
| verifiedrevid = 307807119 | verifiedrevid = 323674208
| ImageFile = Protoporphyrin IX.svg | ImageFile = Pheophorbide a.svg
| ImageSize =
| IUPACName = | ImageSize = 250px
| IUPACName = (3''S'',4''S'')-9-Ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid
| OtherNames = | OtherNames =
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 15664-29-6
| CASNo_Ref = {{cascite}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 553-12-8
| UNII_Ref = {{fdacite|correct|FDA}}
| PubChem = 4971
| SMILES = }} | UNII = IA2WNI2HO2
| PubChem = 5323510
| Section2 = {{Chembox Properties
| EINECS = 239-738-5
| Formula = C<sub>34</sub>H<sub>34</sub>N<sub>4</sub>O<sub>4</sub>
| ChemSpiderID = 10343120
| MolarMass = 562.658 g/mol
| SMILES = CCC1=C2C=C3C(=C4C(=O)(C(=C5((C(=N5)C=C6C(=C(C(=CC(=C1C)N2)N6)C=C)C)C)CCC(=O)O)C4=N3)C(=O)OC)C
| InChI = 1/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1
| InChIKey = NSFSLUUZQIAOOX-QEWKCGBTBX
| StdInChI = 1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1
| StdInChIKey = NSFSLUUZQIAOOX-QEWKCGBTSA-N
| RTECS =
| MeSHName =
| ChEBI = 38257
| KEGG = C18021
}}
|Section2={{Chembox Properties
| Formula = C<sub>35</sub>H<sub>36</sub>N<sub>4</sub>O<sub>5</sub>
| MolarMass = 592.68 g/mol
| Appearance = | Appearance =
| Density = | Density =
| MeltingPt = | MeltingPt =
| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility =
}}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt =
}}
}} }}


'''Pheophorbide''' or '''phaeophorbide''' is a product of ] breakdown and a derivative of ] where both the central magnesium has been removed and the ] tail has been ]. It is used as a ] in ].<ref>{{cite journal | author=Chen, K.| title=Novel photosensitizer-protein nanoparticles for Photodynamic therapy: Photophysical characterization and in vitro investigations| journal=Journal of Photochemistry and Photobiology B: Biology| year=2009 | volume=96 | issue=1 | pages=66–74 | doi=10.1016/j.jphotobiol.2009.04.006| pmid=19442534|display-authors=etal}}</ref>
In the metabolism of ], '''protoporphyrin IX''' is created by the enzyme ], and the enzyme ] converts it into ].


Pheophorbide may be generated by digestion of ingested plant matter. Both worm ('']'') and mouse ] are able to use the molecule in a form of ad hoc ].<ref>{{Cite journal|last1=Xu|first1=Chen|last2=Zhang|first2=Junhua|last3=Mihai|first3=Doina M.|last4=Washington|first4=Ilyas|date=2014-01-15|title=Light-harvesting chlorophyll pigments enable mammalian mitochondria to capture photonic energy and produce ATP|journal=Journal of Cell Science|language=en|volume=127|issue=2|pages=388–399|doi=10.1242/jcs.134262|issn=0021-9533|pmid=24198392|pmc=6518289|doi-access=free}}</ref>
] and some in the ] (yellow)]]
{{-}}


==See also== ==References==
{{reflist}}
* ]
* ] for other roles of protoporphyrin IX


{{Tetrapyrroles}} {{Tetrapyrroles}}
{{Heme metabolism intermediates}}


]
{{DEFAULTSORT:Protoporphyrin Ix}}
]
] ]



{{Biochem-stub}} {{Biochem-stub}}