Synonym
Pantothenoylcysteine;
IUPAC/Chemical Name
(3-((R)-2,4-dihydroxy-3,3-dimethylbutanamido)propanoyl)-L-cysteine
InChi Key
QSYCTARXWYLMOF-CBAPKCEASA-N
InChi Code
InChI=1S/C12H22N2O6S/c1-12(2,6-15)9(17)10(18)13-4-3-8(16)14-7(5-21)11(19)20/h7,9,15,17,21H,3-6H2,1-2H3,(H,13,18)(H,14,16)(H,19,20)/t7-,9-/m0/s1
SMILES Code
SC[C@@H](C(O)=O)NC(CCNC([C@H](O)C(C)(C)CO)=O)=O
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
>2 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
322.37
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.
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: Kupke T. Active-site residues and amino acid specificity of the bacterial 4'-phosphopantothenoylcysteine synthetase CoaB. Eur J Biochem. 2004 Jan;271(1):163-72. PubMed PMID: 14686929.
2: Hernández-Acosta P, Schmid DG, Jung G, Culiáñez-Macià FA, Kupke T. Molecular characterization of the Arabidopsis thaliana flavoprotein AtHAL3a reveals the general reaction mechanism of 4'-phosphopantothenoylcysteine decarboxylases. J Biol Chem. 2002 Jun 7;277(23):20490-8. Epub 2002 Mar 28. PubMed PMID: 11923307.
3: Kupke T. Molecular characterization of the 4'-phosphopantothenoylcysteine decarboxylase domain of bacterial Dfp flavoproteins. J Biol Chem. 2001 Jul 20;276(29):27597-604. Epub 2001 May 17. PubMed PMID: 11358972.
4: Kupke T, Hernandez-Acosta P, Steinbacher S, Culianez-Macia FA. Arabidopsis thaliana flavoprotein AtHAL3a catalyzes the decarboxylation of 4'-Phosphopantothenoylcysteine to 4'-phosphopantetheine, a key step in coenzyme A biosynthesis. J Biol Chem. 2001 Jun 1;276(22):19190-6. Epub 2001 Mar 2. PubMed PMID: 11279129.
5: Strauss E, Kinsland C, Ge Y, McLafferty FW, Begley TP. Phosphopantothenoylcysteine synthetase from Escherichia coli. Identification and characterization of the last unidentified coenzyme A biosynthetic enzyme in bacteria. J Biol Chem. 2001 Apr 27;276(17):13513-6. Epub 2001 Mar 13. PubMed PMID: 11278255.
6: Kupke T, Uebele M, Schmid D, Jung G, Blaesse M, Steinbacher S. Molecular characterization of lantibiotic-synthesizing enzyme EpiD reveals a function for bacterial Dfp proteins in coenzyme A biosynthesis. J Biol Chem. 2000 Oct 13;275(41):31838-46. PubMed PMID: 10922366.
7: Scandurra R, Barboni E, Granata F, Pensa B, Costa M. Pantothenoylcysteine-4' -phosphate decarboxylase from horse liver. Eur J Biochem. 1974 Nov 1;49(1):1-9. PubMed PMID: 4459135.
8: Scandurra R, Marcucci M, Federici G. Formation of thiazoline ring in pantothenoylcysteine 4'-phosphate. Acta Vitaminol Enzymol. 1970;24(4):118-22. PubMed PMID: 5537189.