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2,2'-Dipyridyldisulfide: Difference between revisions

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Revision as of 12:12, 10 February 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: ChEMBL.← Previous edit Latest revision as of 15:33, 15 May 2024 edit undoMarbletan (talk | contribs)Extended confirmed users5,256 editsmNo edit summary 
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{{orphan|date=December 2008}}
{{chembox {{chembox
| verifiedrevid = 413095043
| Name = 2,2'-Dipyridyldisulfide | Name = 2,2′-Dipyridyldisulfide
| ImageFile = 2,2'-Dipyridyldisulfide.svg | ImageFile = 2,2'-Dipyridyldisulfide.svg
| ImageAlt = Skeletal formula of DPS
<!-- | ImageSize = 188px -->
| IUPACName = 2,2'-Dipyridyldisulfide | ImageFile1 = 2,2'-Dipyridyldisulfide-3D-spacefill.png
| ImageAlt1 = Space-filling model of the DPS molecule
| OtherNames = 2,2'-Dipyridyldisulphide<br />Aldrithiol-2
| PIN = 2,2′-Disulfanediyldipyridine
| OtherNames = 1,2-Di(pyridin-2-yl)disulfane (not recommended)<br />2,2′-Dipyridyldisulfide<br />2,2′-Dipyridyldisulphide<br />Aldrithiol-2
| Section1 = {{Chembox Identifiers | Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 58603 | ChemSpiderID = 58603
| InChI = 1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H | InChI = 1/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H
| InChIKey = HAXFWIACAGNFHA-UHFFFAOYAJ | InChIKey = HAXFWIACAGNFHA-UHFFFAOYAJ
| SMILES1 = c1ccnc(c1)SSc2ccccn2 | SMILES1 = c1ccnc(c1)SSc2ccccn2
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEBI = 143170
| ChEMBL = 118678 | ChEMBL = 118678
| PubChem = 65093
| EC_number = 218-343-1
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H | StdInChI = 1S/C10H8N2S2/c1-3-7-11-9(5-1)13-14-10-6-2-4-8-12-10/h1-8H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HAXFWIACAGNFHA-UHFFFAOYSA-N | StdInChIKey = HAXFWIACAGNFHA-UHFFFAOYSA-N
| CASNo = 2127-03-9 | CASNo = 2127-03-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = L6X912UPBU
| SMILES = S(Sc1ncccc1)c2ncccc2 | SMILES = S(Sc1ncccc1)c2ncccc2
}} }}
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| Formula = |C=10|H=8|N=2|S=2 | Formula = |C=10|H=8|N=2|S=2
| MolarMass = | MolarMass =
| MeltingPtCL= 56 | MeltingPtC = 56 to 58
| MeltingPtCH = 58
}} }}
| Section7 = {{Chembox Hazards | Section7 = {{Chembox Hazards
| MainHazards = Irritant ('''Xi''') | MainHazards = Irritant ('''Xi''')
| RPhrases = {{R36/37/38}} | GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| SPhrases = {{S36/37/39}}
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
}} }}
}} }}
'''2,2'-Dipyridyldisulfide''', sometimes known as DPS, is used for preparing thiols<ref>{{cite journal | author = Futaki S. and Kitagawa K. | title = Peptide-Unit Assembling Using Disulfide Cross-Linking - a New Approach for Construction of Protein Models | year = 1994 | journal = ] | volume = 35 | issue = 8 | pages = 1267–1270 | doi=10.1016/0040-4039(94)88040-9}}</ref><ref>{{cite journal | journal = ] | title = Special Reagents for Thiol Groups | volume = 4 | issue = 3 | pages = 33–46}}</ref> and activating or protecting ] with ] in the following reaction.<ref>{{cite journal | journal = ] | author = Thalmann A., Oertle K. and Gerlach H | title = Synthesis of ricinelaidic acid lactone| volume = 7 | pages = 470}}</ref> '''2,2′-Dipyridyldisulfide''', sometimes known as DPS, is used for preparing thiols<ref>{{cite journal | author = Futaki S. and Kitagawa K. | title = Peptide-Unit Assembling Using Disulfide Cross-Linking - a New Approach for Construction of Protein Models | year = 1994 | journal = ] | volume = 35 | issue = 8 | pages = 1267–1270 | doi=10.1016/0040-4039(94)88040-9}}</ref><ref>{{cite journal | journal = ] | title = Special Reagents for Thiol Groups | volume = 4 | issue = 3 | pages = 33–46}}</ref> and activating ] for ]s, as in the following reaction:<ref>{{cite journal | journal = ] | author = Thalmann A., Oertle K. and Gerlach H | title = Ricinelaidic acid lactone| year = 1985 | volume = 7 | pages = 470 |doi= 10.15227/orgsyn.063.0192}}</ref>
] :]


==Uses== ==Uses==


It is also used in molecular biology as an ], for example to oxidise free thiols to form disulfide bonds in proteins. It is also used in molecular biology as an ], for example to oxidise free ]s to form ]s in proteins.


==References== ==References==
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{{DEFAULTSORT:Dipyridyldisulfide, 2,2'-}} {{DEFAULTSORT:Dipyridyldisulfide, 2,2'-}}
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