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Message definition (Thiamine pyrophosphate ) {{chembox | Watchedfields = changed | verifiedrevid = 470606241 | Name = | ImageFile = Thiamine diphosphate.png | ImageSize = 200px | IUPACName = 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate | OtherNames = Thiamine diphosphate | SystematicName = | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 10670483 | ChEBI = 9532 | KEGG = C00068 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = Q57971654Y | InChI = 1/C12H17N4OS.ClH.H4O7P2/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;1-8(2,3)7-9(4,5)6/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H;(H2,1,2,3)(H2,4,5,6)/q+1;;/p-1 | InChIKey = NBSUTVXQOGUTJX-REWHXWOFAB | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C12H17N4OS.ClH.H4O7P2/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;1-8(2,3)7-9(4,5)6/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H;(H2,1,2,3)(H2,4,5,6)/q+1;;/p-1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = NBSUTVXQOGUTJX-UHFFFAOYSA-M | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 136-08-3 | PubChem = 1132 | SMILES = Cc2ncc(C[n+]1csc(CCOP(=O)(O)OP(=O)(O)O)c1C)c(N)n2 | MeSHName = Thiamine+pyrophosphate }} | Section2 = {{Chembox Properties | Formula = C<sub>12</sub>H<sub>19</sub>N<sub>4</sub>O<sub>7</sub>P<sub>2</sub>S<sup>+</sup> | MolarMass = 425.314382 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = }} | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} | Section4 = | Section5 = | Section6 = }} '''Thiamine pyrophosphate''' ('''TPP''' or '''ThPP'''), or '''thiamine diphosphate''' ('''ThDP'''), or '''cocarboxylase''' is a [[thiamine]] (vitamin B<sub>1</sub>) [[Derivative (chemistry)|derivative]] which is produced by the [[enzyme]] [[thiamine diphosphokinase]]. Thiamine pyrophosphate is a [[cofactor (biochemistry)|cofactor]] that is present in all living systems, in which it catalyzes several [[Biochemistry|biochemical]] reactions.
Thiamine pyrophosphate/1/en
Names
IUPAC name
2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate
Other names
Thiamine diphosphate
Identifiers
ChEBI
ChemSpider
KEGG
MeSH
Thiamine+pyrophosphate
UNII
InChI=1S/C12H17N4OS.ClH.H4O7P2/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;1-8(2,3)7-9(4,5)6/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H;(H2,1,2,3)(H2,4,5,6)/q+1;;/p-1
Y Key: NBSUTVXQOGUTJX-UHFFFAOYSA-M
Y InChI=1/C12H17N4OS.ClH.H4O7P2/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;1-8(2,3)7-9(4,5)6/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H;(H2,1,2,3)(H2,4,5,6)/q+1;;/p-1
Key: NBSUTVXQOGUTJX-REWHXWOFAB
Cc2ncc(C[n+]1csc(CCOP(=O)(O)OP(=O)(O)O)c1C)c(N)n2
Properties
C12 H19 N4 O7 P2 S+
Molar mass
425.314382 g/mol
Tracking categories (test):
Thiamine pyrophosphate (TPP or ThPP ), or thiamine diphosphate (ThDP ), or cocarboxylase is a thiamine (vitamin B1 ) derivative which is produced by the enzyme thiamine diphosphokinase . Thiamine pyrophosphate is a cofactor that is present in all living systems, in which it catalyzes several biochemical reactions.