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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 438565931 |
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| Watchedfields = changed |
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| verifiedrevid = 442001779 |
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| ImageFile = Heme o structure.svg |
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| ImageFile = Heme o structure.svg |
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| ImageSize = |
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| ImageSize = |
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| IUPACName = |
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| IUPACName = |
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| OtherNames = |
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| OtherNames = |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 137397-56-9 |
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| CASNo = 137397-56-9 |
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| PubChem = 6323367 |
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| SMILES = |
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| PubChem = 15719509 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| MeSHName = heme+O |
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| ChemSpiderID = 3571849 |
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| SMILES = OC(=O)CC/c6c(\C)c3n7c6cc2c(/CCC(O)=O)c(/C)c1cc5n8c(cc4n(78n12)c(c=3)c(C=C)c4c)c(\C(O)CC\C=C(/C)CC\C=C(/C)CC\C=C(C)/C)c5\C |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChI = 1S/C49H60N4O5.Fe/c1-10-35-31(6)40-26-45-49(46(54)19-13-18-30(5)17-12-16-29(4)15-11-14-28(2)3)34(9)41(53-45)24-38-32(7)36(20-22-47(55)56)43(51-38)27-44-37(21-23-48(57)58)33(8)39(52-44)25-42(35)50-40;/h10,14,16,18,24-27,46,54H,1,11-13,15,17,19-23H2,2-9H3,(H4,50,51,52,53,55,56,57,58);/q;+2/p-2/b29-16+,30-18+,38-24-,39-25-,40-26-,41-24-,42-25-,43-27-,44-27-,45-26-; |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = FISPASSVCDRERW-KVGORYHISA-L |
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| MeSHName = heme+O |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>49</sub>H<sub>58</sub>O<sub>5</sub>N<sub>4</sub>Fe |
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| Formula = C<sub>49</sub>H<sub>58</sub>O<sub>5</sub>N<sub>4</sub>Fe |
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| MolarMass = 838.854 g/mol |
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| MolarMass = 838.854 g/mol |
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| Appearance = |
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| Appearance = |
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| Density = |
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| Density = |
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| MeltingPt = |
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| MeltingPt = |
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| BoilingPt = |
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| BoilingPt = |
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}} |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| Solubility = |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = |
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| FlashPt = |
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| AutoignitionPt = |
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| Autoignition = |
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'''Heme O''' (or '''haem O''') differs from the closely related ] by having a ] at ring position 8 instead of the ]. The ] chain at position 2 is the same. |
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'''Heme O''' (or '''haem O''') differs from the closely related ] by having a ] at ring position 8 instead of the ]. The ] chain at position 2 is the same. |
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Heme O, found in the bacterium '']'', functions in a similar manner to heme A in mammalian oxygen reduction. |
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Heme O, found in the bacterium '']'',<ref>{{cite journal |title = The Nature of the Exchange Coupling between High-Spin Fe(III) Heme o3 and CuB(II) in Escherichia coli Quinol Oxidase, Cytochrome bo3: MCD and EPR Studies |author1=Myles R. Cheesman |author2=Vasily S. Oganesyan |author3=Nicholas J. Watmough |author4=Clive S. Butler |author5=Andrew J. Thomson |journal = J. Am. Chem. Soc. |date = 2004 |volume = 126 |issue=13 |pages = 4157–4166 |doi = 10.1021/ja038858m |pmid=15053605}}</ref> functions in a similar manner to heme A in mammalian oxygen reduction. |
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==See also== |
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==See also== |
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* ] |
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* ] |
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== References == |
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{{reflist}} |
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{{Enzyme cofactors}} |
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{{Enzyme cofactors}} |
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] |
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] |
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] |
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] |