Revision as of 02:49, 11 September 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'ChEBI_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject_Chemicals|error← Previous edit |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 401252700 |
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| Watchedfields = changed |
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|ImageFile=Oil_Red_O.svg |
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| verifiedrevid = 449660882 |
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|ImageSize=250px |
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| ImageFile = Oil_Red_O.svg |
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|IUPACName= |
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| ImageSize = 250px |
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|OtherNames= |
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| ImageFile2 = Differentiated 3T3-L1 Cell line stained with Oil O Red.jpg |
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| ImageSize2 = 250px |
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| ImageCaption2 = Differentiated ] in a ] cell line stained with Oil Red O |
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| IUPACName = 1-(2,5-dimethyl-4-(2,5-dimethylphenyl) phenyldiazenyl) azonapthalen-2-ol |
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| OtherNames = |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 14217961 |
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| ChemSpiderID = 14217961 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 88213 |
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| InChI = 1/C26H24N4O/c1-16-9-10-17(2)22(13-16)27-28-23-14-19(4)24(15-18(23)3)29-30-26-21-8-6-5-7-20(21)11-12-25(26)31/h5-15,31H,1-4H3/b28-27+,30-29+ |
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| InChI = 1/C26H24N4O/c1-16-9-10-17(2)22(13-16)27-28-23-14-19(4)24(15-18(23)3)29-30-26-21-8-6-5-7-20(21)11-12-25(26)31/h5-15,31H,1-4H3/b28-27+,30-29+ |
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| InChIKey = NPGIHFRTRXVWOY-XOXGWFOHBH |
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| InChIKey = NPGIHFRTRXVWOY-XOXGWFOHBH |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = NPGIHFRTRXVWOY-XOXGWFOHSA-N |
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| StdInChIKey = NPGIHFRTRXVWOY-XOXGWFOHSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo=1320-06-5 |
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| CASNo=1320-06-5 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem=5841742 |
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| UNII = G7S71FND9B |
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| SMILES = Cc4cc(/N=N/c1cc(C)c(cc1C)/N=N/c2c3ccccc3ccc2O)c(C)cc4 |
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| PubChem=5841742 |
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| MeSHName=oil+red+O |
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| SMILES = Cc4cc(/N=N/c1cc(C)c(cc1C)/N=N/c2c3ccccc3ccc2O)c(C)cc4 |
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| MeSHName=oil+red+O |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>26</sub>H<sub>24</sub>N<sub>4</sub>O |
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| Formula=C<sub>26</sub>H<sub>24</sub>N<sub>4</sub>O |
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| MolarMass=408.49496 |
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| MolarMass=408.49496 |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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'''Oil Red O''' ('''Solvent Red 27''', '''Sudan Red 5B''', '''C.I. 26125''', C<sub>26</sub>H<sub>24</sub>N<sub>4</sub>O) is a ] (fat-soluble dye) ] used for ] of neutral ] and ]s on frozen sections and some ] on paraffin sections. It has the appearance of a red powder with maximum absorption at 518(359) nm. |
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'''Oil Red O''' ('''Solvent Red 27''', '''Sudan Red 5B''', '''C.I. 26125''', C<sub>26</sub>H<sub>24</sub>N<sub>4</sub>O) is a ] (fat-soluble dye) ] used for ] of neutral ] and ]s on frozen sections and some ] on paraffin sections. It has the appearance of a red powder with an ] maximum at 518 nanometers.<ref name="KrausEhebauer2016">{{cite journal|last1=Kraus|first1=Nils A.|last2=Ehebauer|first2=Franziska|last3=Zapp|first3=Benedikt|last4=Rudolphi|first4=Bianca|last5=Kraus|first5=Bettina J.|last6=Kraus|first6=Daniel|display-authors=3|title=Quantitative assessment of adipocyte differentiation in cell culture|journal=Adipocyte|volume=5|issue=4|year=2016|pages=351–358|issn=2162-3945|doi=10.1080/21623945.2016.1240137|pmid=27994948|pmc=5160397|doi-access=free}}</ref> |
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==Uses== |
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==Uses== |
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Oil Red O is one of the dyes used for ]ing. Similar dyes include ], ], and ]. The staining has to be performed on fresh samples, as alcohol fixation removes most lipids. Oil Red O largely replaced Sudan III and Sudan IV, as it provides much deeper red color and the stains are therefore much easier to see. |
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Oil Red O is one of the dyes used for ]ing. |
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Similar dyes include ], ], and ]. The staining has to be performed on fresh samples, as alcohol fixation removes the lipids. |
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Oil Red O can be used to mark lipid-containing vacuoles, particularly in cases of ] or ]. It can also be used to stain liver sections for histological analysis, quantify cell lipid content, and to stain the aorta to examine lesions from atherosclerosis.<ref>{{cite web |title=Oil Red O |url=https://www.sigmaaldrich.com/US/en/product/sial/o0625 |website=MilliporeSigma |access-date=15 February 2023}}</ref> |
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Oil Red O largely replaced Sudan III and Sudan IV, as it provides much deeper red color and the stains are therefore much easier to see. |
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In ], Oil Red O is used in some compositions of red ]s. It is also used to dye some ]s, e.g. ] ]s. |
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In ], Oil Red O is used in some compositions of red ]s. |
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==Forensic== |
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==Forensic== |
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When staining, Oil Red O can make fat more visible in various cuts in pathology.<ref name="urlForensic Pathology">{{cite web |url=http://library.med.utah.edu/WebPath/FORHTML/FOR002.html |title=Forensic Pathology }}</ref> |
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When staining, Oil Red O can make fat more visible in various cuts in pathology.<ref name="urlForensic Pathology">{{cite web |url=http://library.med.utah.edu/WebPath/FORHTML/FOR002.html |title=Forensic Pathology |work= |accessdate=}}</ref> |
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It is also used in a technique (the method is called as the dye: Oil Red O), discovered in 2004 by ], for staining latent ]s.<ref>Triplett M, ''Fingerprint Dictionary'', Two Rings Publishing, Bellevue, Washington.</ref> This technique allows the development of latent fingerprints on porous exhibits (such as paper, cardboard, etc.) that are dry or wet. |
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It is also used in a technique (the method is called as the dye: Oil Red O), discovered in 2004 by ], for staining latent ]s.<ref>Triplett M, ''Fingerprint Dictionary'', Two Rings Publishing, Bellevue, Washington.</ref> This technique allows the development of latent fingerprints on porous exhibits (such as paper, cardboard, etc.) that are dry or wet. |
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It mainly targets fat deposits on the surface of porous exhibits.<ref>Beaudoin, A. New technique for revealing latent fingerprints on wet, porous surfaces: Oil Red O. Journal of Forensic Identification, 2004, 54 (4), 413-421.</ref> It is a non-destructive technique (which does not destroy the exhibit and doesn’t prevent the use of other techniques). |
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It mainly targets fat deposits on the surface of porous exhibits.<ref>Beaudoin, A. New technique for revealing latent fingerprints on wet, porous surfaces: Oil Red O. Journal of Forensic Identification, 2004, 54 (4), 413-421.</ref> It is a non-destructive technique (which does not destroy the exhibit nor prevents the use of other techniques). |
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It is a safe alternative to the Physical Developer method,<ref>Rawji, A. ; Beaudoin, A. Oil Red O versus Physical Developer on wet papers: a comparitive study. Journal of Forensic Identification, 2006, 56 (1), 33-54.</ref> and is also used in sequence with other methods of fingerprints development.<ref>Guigui, K.; Beaudoin, A. The use of Oil Red O in sequence with other methods of fingerprint development. Journal of Forensic Identification, 2007, 57 (4), 550-581.</ref> |
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It is a safe alternative to the Physical Developer method,<ref>Rawji, A. ; Beaudoin, A. Oil Red O versus Physical Developer on wet papers: a comparative study. Journal of Forensic Identification, 2006, 56 (1), 33-54.</ref> and is also used in sequence with other methods of fingerprints development.<ref>Guigui, K.; Beaudoin, A. The use of Oil Red O in sequence with other methods of fingerprint development. Journal of Forensic Identification, 2007, 57 (4), 550-581.</ref> |
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==References== |
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==References== |
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==External links== |
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==External links== |
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{{Stains}} |
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{{Stains}} |
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