(Difference between pages)

Page 1

Page 1Revision 1

Page 2

Page 2Revision 2

Content deleted Content addedVisualWikitext

Revision as of 14:34, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 433971871 of page Trypan_blue for the Chem/Drugbox validation project (updated: 'KEGG').		Latest revision as of 09:56, 10 September 2024 edit Big Blue Cray(fish) Twins (talk | contribs)Extended confirmed users9,530 edits Fix bare url reference
Line 1:		Line 1:
			{{short description|Blue-colored dye}}
	{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
	{{chembox		{{chembox
			| Verifiedfields = changed
	| verifiedrevid = 402707236
			| Watchedfields = changed
	| Name = Trypan Blue
			| verifiedrevid = 470618341
	| ImageFile = Trypan blue.png
			| Name = Trypan blue
			| ImageFile = TrypanBlueSalt.png
	| ImageSize = 350		| ImageSize = 350
	| IUPACName = (3''Z'',3<nowiki>'</nowiki>''Z'')-3,3'-bis(5-amino-4-oxo-3,4-dihydronaphthalene-2,7-disulfonic acid)		| IUPACName = (3''Z'',3<nowiki>'</nowiki>''Z'')-3,3'-bis(5-amino-4-oxo-3,4-dihydronaphthalene-2,7-disulfonic acid)
	| SystematicName =		| SystematicName =
	| OtherNames =		| OtherNames =
	| Section1 = {{Chembox Identifiers		|Section1={{Chembox Identifiers
	| Abbreviations =		| Abbreviations =
	| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}		| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 10482308		| ChemSpiderID = 10482308
			| ChEBI_Ref = {{ebicite|changed|EBI}}
			| ChEBI = 78897
			| ChEMBL_Ref = {{ebicite|correct|EBI}}
	| ChEMBL = 1640		| ChEMBL = 1640
	| UNII_Ref = {{fdacite|correct|FDA}}		| UNII_Ref = {{fdacite|correct|FDA}}
Line 23:		Line 28:
	| InChIKey1 = GLNADSQYFUSGOU-GPTZEZBUSA-J		| InChIKey1 = GLNADSQYFUSGOU-GPTZEZBUSA-J
	| CASNo = 72-57-1		| CASNo = 72-57-1
	| CASNo_Ref = {{cascite|correct|CAS}}		| CASNo_Ref = {{cascite|correct|CAS}}
	| CASOther = (tetrasodium salt)		| CASNo_Comment = (tetrasodium salt)
	| EINECS =		| EINECS =
	| EINECSCASNO =
	| PubChem = 5904246		| PubChem = 5904246
	| SMILES = ....S(=O)(=O)c6cc1cc(cc(N)c1c(O)c6/N=N/c2ccc(cc2C)c5ccc(/N=N/c4c(cc3cc(cc(N)c3c4O)S()(=O)=O)S()(=O)=O)c(C)c5)S()(=O)=O		| SMILES = ....S(=O)(=O)c6cc1cc(cc(N)c1c(O)c6/N=N/c2ccc(cc2C)c5ccc(/N=N/c4c(cc3cc(cc(N)c3c4O)S()(=O)=O)S()(=O)=O)c(C)c5)S()(=O)=O
	| InChI =
	| RTECS =		| RTECS =
	| MeSHName =		| MeSHName =
			| KEGG_Ref = {{keggcite|changed|kegg}}
	| ChEBI =
			| KEGG = C19307
	| KEGG_Ref = {{keggcite|correct|kegg}}
			}}
	| KEGG = <!-- blanked - oldvalue: C19307 -->
			|Section2={{Chembox Properties
	| ATCCode_prefix =
			| C=34 | H=24 | N=6 | O=14 | S=4|Na=4
	| ATCCode_suffix =
	| ATC_Supplemental =}}
	| Section2 = {{Chembox Properties
	| C=34|H=28|N=6|O=14|S=4
	| MolarMass = 872.88		| MolarMass = 872.88
			| Appearance = deep blue in aqueous solution<ref name="pubchem1">{{cite web|author=PubChem |url=https://pubchem.ncbi.nlm.nih.gov/compound/9562061#section=Color |title=CID 9562061 {{!}} C34H24N6Na4O14S4 - PubChem |publisher=Pubchem.ncbi.nlm.nih.gov |date= |accessdate=2022-04-19}}</ref>
	| Appearance =
	| Density =		| Density =
	| MeltingPt =		| MeltingPt = >
	| Melting_notes =		| MeltingPtC = 300
			| MeltingPt_notes =
	| BoilingPt =		| BoilingPt =
	| Boiling_notes =		| BoilingPt_notes =
			| Solubility = 10mg/ml <ref>{{cite web|title=Trypan Blue Powder Cell Viability Gold Standard Sigma-Aldrich|url=https://www.sigmaaldrich.com/AU/en/product/sigma/t6146|website=Merck}}</ref>
	| Solubility =
	| SolubleOther =		| SolubleOther = 20 mg/mL in methyl Cellosolve, and 0.6 mg/mL in ethanol
	| Solvent =		| Solvent =
	| LogP =		| LogP =
Line 56:		Line 57:
	| pKa =		| pKa =
	| pKb = }}		| pKb = }}
	| Section3 = {{Chembox Structure		|Section3={{Chembox Structure
	| CrystalStruct =		| CrystalStruct =
	| Coordination =		| Coordination =
	| MolShape = }}		| MolShape = }}
	| Section4 = {{Chembox Thermochemistry		|Section5={{Chembox Thermochemistry
	| DeltaHf =		| DeltaHf =
	| DeltaHc =		| DeltaHc =
	| Entropy =		| Entropy =
	| HeatCapacity = }}		| HeatCapacity = }}
	| Section5 = {{Chembox Pharmacology		|Section6={{Chembox Pharmacology
			| ATCCode_prefix = S01
			| ATCCode_suffix = KX02
			| ATC_Supplemental =
	| AdminRoutes =		| AdminRoutes =
	| Bioavail =		| Bioavail =
Line 77:		Line 81:
	| Legal_AU =		| Legal_AU =
	| Legal_CA =		| Legal_CA =
	| PregCat =		| Pregnancy_category =
	| PregCat_AU =		| Pregnancy_AU = }}
			|Section4={{Chembox Explosive
	| PregCat_US = }}
	| Section6 = {{Chembox Explosive
	| ShockSens =		| ShockSens =
	| FrictionSens =		| FrictionSens =
	| ExplosiveV =		| DetonationV =
	| REFactor = }}		| REFactor = }}
	| Section7 = {{Chembox Hazards		|Section7={{Chembox Hazards
	| ExternalMSDS =		| ExternalSDS =
	| EUClass =
	| EUIndex =
	| MainHazards =		| MainHazards =
	| NFPA-H =		| NFPA-H =
	| NFPA-F =		| NFPA-F =
	| NFPA-R =		| NFPA-R =
	| NFPA-O =		| NFPA-S =
	| RPhrases =		| HPhrases =
	| SPhrases =		| PPhrases =
	| RSPhrases =		| GHS_ref =
	| FlashPt =		| FlashPt =
	| Autoignition =		| AutoignitionPt =
	| ExploLimits =		| ExploLimits =
	| LD50 =		| LD50 = 6200 mg/kg (oral, rat)
	| PEL = }}		| PEL = }}
	| Section8 = {{Chembox Related		|Section8={{Chembox Related
	| OtherAnions =		| OtherAnions =
	| OtherCations =		| OtherCations =
	| OtherFunctn =		| OtherFunction =
	| Function =		| OtherFunction_label =
	| OtherCpds = }}		| OtherCompounds =
			}}
	}}		}}
			'''Trypan blue''' is an ]. It is a ] for cotton textiles.<ref name=Ullmann>{{cite encyclopedia|author1=Klaus Hunger|author2=Peter Mischke|author3=Wolfgang Rieper|author4=Roderich Raue|author5=Klaus Kunde|author6=Aloys Engel|encyclopedia=Ullmann’s Encyclopedia of Industrial Chemistry|year=2005|publisher=Wiley-VCH|place=Weinheim|doi=10.1002/14356007.a03_245|isbn=978-3527306732|chapter=Azo Dyes}}</ref> In biosciences, it is used as a ] to selectively colour dead ] or ] blue.
			Live cells or tissues with intact ]s are not coloured. Since cells are very selective in the compounds that pass through the membrane, in a viable cell trypan blue is not absorbed; however, it traverses the membrane in a dead cell. Hence, dead cells appear as a distinctive blue colour under a microscope. Since live cells are excluded from staining, this staining method is also described as a '''dye exclusion method'''.
			==Background and chemistry==
			Trypan blue is derived from ], that is, any of several isomeric bases, C<sub>14</sub>H<sub>16</sub>N<sub>2</sub>, derived from ].
			Trypan blue is so-called because it can kill ], the parasites that cause ]. An analog of trypan blue, ], is used pharmacologically against ]. Trypan blue is also known as diamine blue and Niagara blue.
			The ] for trypan blue is 6⋅10<sup>4</sup> M<sup>−1</sup> cm<sup>−1</sup> at 607&nbsp;nm in methanol.<ref>{{cite web|url=http://www.sigmaaldrich.com/catalog/product/aldrich/302643?lang=en&region=US|title=Sigma-Aldrich, 60% Trypan Blue, Product page| access-date=2015-07-15}}</ref>
			Trypan red and trypan blue were first synthesized by the German scientist ] in 1904.
			==Uses of trypan blue==
			] of '']'' within a leaf of '']'' by using the trypan blue staining.]]
			Trypan blue is commonly used in ] (for cell counting) and in ] for assessment of tissue viability.<ref>{{Cite journal|last1=Strober|first1=W|title=Trypan Blue Exclusion Test of Cell Viability|journal=Current Protocols in Immunology|date=May 2001|volume=Appendix 3|issue=1|pages=Appendix 3B|doi=10.1002/0471142735.ima03bs21|pmid=18432654|isbn=978-0471142737}}</ref> The method cannot distinguish between ] and ] cells.
			It may be used to observe fungal ]e<ref name="VCRB2012b">{{Citation |title=A simple dual stain for detailed investigations of plant-fungal pathogen interactions |journal=Vegetable Crops Research Bulletin |volume=77 |last1=Nowicki |first1=Marcin |display-authors=etal |date=15 May 2013 |issue=1 |pages=61–74 |doi= 10.2478/v10032-012-0016-z|doi-access=free }}</ref> and ].
			]
			]
			Trypan blue is also used in ophthalmic cataract surgery to stain the anterior capsule in the presence of a mature cataract, to aid in visualization, before creating the continuous curvilinear capsulorhexis. In ], trypan blue can be used to stain the posterior stromal fibers during deep lamellar endothelial keratoplasty (DLEK) and to stain the endothelium in Descemet's stripping endothelial keratoplasty (DSEK). Trypan blue is used in vitreoretinal surgeries also.<ref>{{cite web |title=Trypan Blue Dye: Capsular Staining for Cataract Surgery and More |url=https://www.aao.org/current-insight/trypan-blue-dye-capsular-staining-cataract-surgery |website=American Academy of Ophthalmology |language=en |date=1 April 2006}}</ref>
			In early 20th century, the existence of a barrier protective toward the brain (]) was inferred, based on the observation that injection of trypan blue in animals led to whole‐body staining except for the brain and spinal cord.
			{{-}}
			==Synonyms==
			*Azidine blue 3B
			*Benzamine blue 3B
			*Benzo Blue bB
			*Chlorazol blue 3B
			*Diamine blue 3B
			*Dianil blue H3G
			*Direct blue 14
			*Niagara blue 3B
			==Further reading==
			* Chapter "Detection of Caspase Activation Combined with Other Probes of Apoptosis", Eurekah Bioscience Collection,
			* (PDF) from Northwestern University
			* {{cite journal |last1=Wainwright |first1=M. |date=December 2010 |title=Dyes, trypanosomiasis and DNA: a historical and critical review |journal=Biotechnic & Histochemistry |volume=85 |issue=6 |pages=341–54 |doi=10.3109/10520290903297528 |pmid=21080764|s2cid=46525029 }}
			==References==
			{{Commons category|Trypan blue}}
			{{Reflist}}
			{{Glutamate metabolism and transport modulators}}
			]
			]
			]
			]
			]
			]
			]
			]