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MedKoo Cat#: 585237 | Name: Cocarboxylase

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cocarboxylase the coenzyme form of vitamin B1 present in animal tissues.

Chemical Structure

Cocarboxylase
Cocarboxylase
CAS#154-87-0

Theoretical Analysis

MedKoo Cat#: 585237

Name: Cocarboxylase

CAS#: 154-87-0

Chemical Formula: C12H19ClN4O7P2S

Exact Mass: 460.0138

Molecular Weight: 460.76

Elemental Analysis: C, 31.28; H, 4.16; Cl, 7.69; N, 12.16; O, 24.31; P, 13.44; S, 6.96

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Cocarboxylase; Co-carboxylase; AI3-63012
IUPAC/Chemical Name
Thiazolium, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-4-methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6-diphosphahex-1-yl)-, chloride
InChi Key
YXVCLPJQTZXJLH-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H18N4O7P2S.ClH/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21);1H
SMILES Code
OP(OP(OCCC1=C(C)[N+](CC2=CN=C(C)N=C2N)=CS1)(O)=O)(O)=O.[Cl-]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 460.76 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Cornish VW. Ronald Breslow (1931-2017). Nature. 2017 Dec 14;552(7684):176. doi: 10.1038/d41586-017-08461-5. PubMed PMID: 29239359. 2: Nakayama H, Hayashi R. Inhibition of thiamine pyrophosphate utilization by thiamine or its monophosphate in Escherichia coli. J Bacteriol. 1974 Apr;118(1):32-40. PubMed PMID: 4595201; PubMed Central PMCID: PMC246636. 3: Nakayama H, Hayashi R. Biosynthetic pathway of thiamine pyrophosphate: a special reference to the thiamine monophosphate-requiring mutant and the thiamine pyrophosphate-requiring mutant of Escherichia coli. J Bacteriol. 1972 Dec;112(3):1118-26. PubMed PMID: 4565529; PubMed Central PMCID: PMC251539. 4: Kuduban O, Kucur C, Sener E, Suleyman H, Akcay F. The role of thiamine pyrophosphate in prevention of cisplatin ototoxicity in an animal model. ScientificWorldJournal. 2013 Sep 16;2013:182694. doi: 10.1155/2013/182694. eCollection 2013. PubMed PMID: 24163613; PubMed Central PMCID: PMC3791633. 5: Cinici E, Mammadov R, Findik H, Suleyman B, Cetin N, Calik I, Balta H, Hakki Tas I, Sener E, Altuner D. The Protective Effect of Thiamine Pryophosphate Against Sugar-Induced Retinal Neovascularisation in Rats. Int J Vitam Nutr Res. 2018 Jun;88(3-4):137-143. doi: 10.1024/0300-9831/a000248. Epub 2019 Feb 4. PubMed PMID: 31165688. 6: Altuner D, Cetin N, Suleyman B, Aslan Z, Hacimuftuoglu A, Gulaboglu M, Isaoglu N, Demiryilmaz I, Suleyman H. Effect of thiamine pyrophosphate on ischemia-reperfusion induced oxidative damage in rat kidney. Indian J Pharmacol. 2013 Jul-Aug;45(4):339-43. doi: 10.4103/0253-7613.115005. PubMed PMID: 24014907; PubMed Central PMCID: PMC3757600. 7: Noguchi S, Kondo Y, Ito R, Katayama T, Kazama S, Kadota Y, Kitaura Y, Harris RA, Shimomura Y. Ca(2+)-dependent inhibition of branched-chain α-ketoacid dehydrogenase kinase by thiamine pyrophosphate. Biochem Biophys Res Commun. 2018 Oct 12;504(4):916-920. doi: 10.1016/j.bbrc.2018.09.038. Epub 2018 Sep 15. PubMed PMID: 30224059. 8: Asmussen MD, Baugh CL. Thiamine pyrophosphate (cocarboxylase) as a growth factor for Haemophilus somnus. J Clin Microbiol. 1981 Aug;14(2):178-83. PubMed PMID: 7276148; PubMed Central PMCID: PMC271930. 9: Hailes HC, Rother D, Müller M, Westphal R, Ward JM, Pleiss J, Vogel C, Pohl M. Engineering stereoselectivity of ThDP-dependent enzymes. FEBS J. 2013 Dec;280(24):6374-94. doi: 10.1111/febs.12496. Epub 2013 Sep 13. Review. PubMed PMID: 24034356. 10: Gutiérrez Acosta OB, Hardt N, Hacker SM, Strittmatter T, Schink B, Marx A. Thiamine pyrophosphate stimulates acetone activation by Desulfococcus biacutus as monitored by a fluorogenic ATP analogue. ACS Chem Biol. 2014 Jun 20;9(6):1263-6. doi: 10.1021/cb500152y. Epub 2014 May 6. PubMed PMID: 24779857. 11: Cressina E, Chen L, Moulin M, Leeper FJ, Abell C, Smith AG. Identification of novel ligands for thiamine pyrophosphate (TPP) riboswitches. Biochem Soc Trans. 2011 Apr;39(2):652-7. doi: 10.1042/BST0390652. Review. PubMed PMID: 21428956. 12: Edwards TE, Ferré-D'Amaré AR. Crystal structures of the thi-box riboswitch bound to thiamine pyrophosphate analogs reveal adaptive RNA-small molecule recognition. Structure. 2006 Sep;14(9):1459-68. PubMed PMID: 16962976. 13: Singh V, Peng CS, Li D, Mitra K, Silvestre KJ, Tokmakoff A, Essigmann JM. Direct observation of multiple tautomers of oxythiamine and their recognition by the thiamine pyrophosphate riboswitch. ACS Chem Biol. 2014 Jan 17;9(1):227-36. doi: 10.1021/cb400581f. Epub 2013 Nov 19. PubMed PMID: 24252063; PubMed Central PMCID: PMC3956446. 14: Singleton CK, Pekovich SR, McCool BA, Martin PR. The thiamine-dependent hysteretic behavior of human transketolase: implications for thiamine deficiency. J Nutr. 1995 Feb;125(2):189-94. PubMed PMID: 7861245. 15: Jordan F, Nemeria NS. Progress in the experimental observation of thiamin diphosphate-bound intermediates on enzymes and mechanistic information derived from these observations. Bioorg Chem. 2014 Dec;57:251-62. doi: 10.1016/j.bioorg.2014.08.002. Epub 2014 Sep 3. Review. PubMed PMID: 25228115. 16: Barile M, Passarella S, Quagliariello E. Thiamine pyrophosphate uptake into isolated rat liver mitochondria. Arch Biochem Biophys. 1990 Aug 1;280(2):352-7. PubMed PMID: 2369127. 17: Vogel C, Pleiss J. The modular structure of ThDP-dependent enzymes. Proteins. 2014 Oct;82(10):2523-37. doi: 10.1002/prot.24615. Epub 2014 Jun 9. PubMed PMID: 24888727. 18: Sudarsan N, Cohen-Chalamish S, Nakamura S, Emilsson GM, Breaker RR. Thiamine pyrophosphate riboswitches are targets for the antimicrobial compound pyrithiamine. Chem Biol. 2005 Dec;12(12):1325-35. PubMed PMID: 16356850. 19: Fraccascia P, Sniekers M, Casteels M, Van Veldhoven PP. Presence of thiamine pyrophosphate in mammalian peroxisomes. BMC Biochem. 2007 Jun 27;8:10. PubMed PMID: 17596263; PubMed Central PMCID: PMC1913525. 20: Iacopetta D, Carrisi C, De Filippis G, Calcagnile VM, Cappello AR, Chimento A, Curcio R, Santoro A, Vozza A, Dolce V, Palmieri F, Capobianco L. The biochemical properties of the mitochondrial thiamine pyrophosphate carrier from Drosophila melanogaster. FEBS J. 2010 Mar;277(5):1172-81. doi: 10.1111/j.1742-4658.2009.07550.x. Epub 2010 Jan 27. PubMed PMID: 20121944.

View History

Cocculine

Cocculine