3'-O-dephosphono-coenzyme A

• CAT Number: I020904
• CAS Number: 3633-59-8
• Molecular Formula: C21H35N7O13P2S
• Molecular Weight: 687.55
• Purity: 90%
• Synonyms: 3'-O-dephosphono-coenzyme A, depCoA, Dephospho-CoA
• Target: Endogenous Metabolite
• Solubility: Soluble in DMSO
• Appearance: A crystalline solid
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 3'-O-dephosphono-coenzyme A
• InChI: InChI=1S/C21H35N7O13P2S/c1-21(2,16(32)19(33)24-4-3-12(29)23-5-6-44)8-39-43(36,37)41-42(34,35)38-7-11-14(30)15(31)20(40-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-32,44H,3-8H2,1-2H3,(H,23,29)(H,24,33)(H,34,35)(H,36,37)(H2,22,25,26)/t11-,14-,15-,16+,20-/m1/s1
• InChIKey: KDTSHFARGAKYJN-IBOSZNHHSA-N
• SMILES: O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CN=C3N)O[C@@H]1COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCS)=O)=O)(O)=O)(O)=O

3'-O-dephosphono-coenzyme A is an intermediate in the biosynthesis of coenzyme A (CoA) from pantothenic acid (vitamin B5). It is phosphorylated by CoA synthase in humans to form CoA. 3'-Dephosphocoenzyme A can be used as a transcription initiator in the synthesis of CoA-RNA by in vitro transcription.

Reference

1. Leonardi, R., Zhang, Y.M., Rock, C.O., et al. Coenzyme A: Back in action. Prog. Lipid Res. 44(2-3), 125-153 (2005).
2. Huang, F. Efficient incorporation of CoA, NAD and FAD into RNA by in vitro transcription. Nucleic Acids Res. 31(3), e8 (2003).
3. Sapkota, K., and Huang, F. Efficient one-pot enzymatic synthesis of dephospho coenzyme A. Bioorg. Chem. 76, 23-27 (2018).