Oil Red O
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| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 449660882
| ImageFile = Oil_Red_O.svg
| ImageSize = 250px
| ImageFile2 = Differentiated 3T3-L1 Cell line stained with Oil O Red.jpg
| ImageSize2 = 250px
| ImageCaption2 = Differentiated adipocytes in a 3T3-L1 cell line stained with Oil Red O
| IUPACName = 1-(2,5-dimethyl-4-(2,5-dimethylphenyl) phenyldiazenyl) azonapthalen-2-ol
| OtherNames =
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 14217961
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 88213
| 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+
| InChIKey = NPGIHFRTRXVWOY-XOXGWFOHBH
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/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+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = NPGIHFRTRXVWOY-XOXGWFOHSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=1320-06-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = G7S71FND9B
| PubChem=5841742
| SMILES = Cc4cc(/N=N/c1cc(C)c(cc1C)/N=N/c2c3ccccc3ccc2O)c(C)cc4
| MeSHName=oil+red+O
}}
|Section2={{Chembox Properties
| Formula=C26H24N4O
| MolarMass=408.49496
| Appearance=
| Density=
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|Section3={{Chembox Hazards
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Oil Red O (Solvent Red 27, Sudan Red 5B, C.I. 26125, C26H24N4O) is a lysochrome (fat-soluble dye) diazo dye used for staining of neutral triglycerides and lipids on frozen sections and some lipoproteins on paraffin sections. It has the appearance of a red powder with an absorbance maximum at 518 nanometers.{{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}}
Uses
Oil Red O is one of the dyes used for Sudan staining. Similar dyes include Sudan III, Sudan IV, and Sudan Black B. 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.
Oil Red O can be used to mark lipid-containing vacuoles, particularly in cases of acute lymphoblastic leukemia or Burkitt's lymphoma. 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.{{cite web |title=Oil Red O |url=https://www.sigmaaldrich.com/US/en/product/sial/o0625 |website=MilliporeSigma |access-date=15 February 2023}}
In pyrotechnics, Oil Red O is used in some compositions of red colored smokes.
Forensic
When staining, Oil Red O can make fat more visible in various cuts in pathology.{{cite web |url=http://library.med.utah.edu/WebPath/FORHTML/FOR002.html |title=Forensic Pathology }}
It is also used in a technique (the method is called as the dye: Oil Red O), discovered in 2004 by Alexandre Beaudoin, for staining latent fingerprints.Triplett M, Fingerprint Dictionary, Two Rings Publishing, Bellevue, Washington. This technique allows the development of latent fingerprints on porous exhibits (such as paper, cardboard, etc.) that are dry or wet.
It mainly targets fat deposits on the surface of porous exhibits.Beaudoin, A. New technique for revealing latent fingerprints on wet, porous surfaces: Oil Red O. Journal of Forensic Identification, 2004, 54 (4), 413-421. It is a non-destructive technique (which does not destroy the exhibit nor prevents the use of other techniques).
It is a safe alternative to the Physical Developer method,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. and is also used in sequence with other methods of fingerprints development.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.
References
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External links
- [https://web.archive.org/web/20131030010046/http://stainsfile.info/StainsFile/dyes/26125.htm Stains File] entry
- [https://pscientifics.com/oil-red-o-stain/]
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