| Identification | Back Directory | [Name]
3'-DEPHOSPHOCOENZYME A | [CAS]
3633-59-8 | [Synonyms]
Dephospho-CoA
3'-dephospho-CoA
dephosphocoenzyme A
3'-DEPHOSPHOCOENZYME A
3'-Dephosphocoenzyme A
3'-O-dephosphono-coenzyme A
Coenzyme A, 3'-O-dephosphono-
3'-DEPHOSPHOCOENZYME A FREE ACID
3'-Dephosphocoenzyme A >=90% (HPLC)
[5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[hydroxy-[3-hydroxy-2,2-dimethyl-3-[2-(2-sulfanylethylcarbamoyl)ethylcarbamoyl]propoxy]-phosphoryl]oxy-phosphinic acid | [Molecular Formula]
C21H35N7O13P2S | [MDL Number]
MFCD00057010 | [MOL File]
3633-59-8.mol | [Molecular Weight]
687.55 |
| Chemical Properties | Back Directory | [density ]
1.85±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Water: 50 mg/ml | [form ]
A crystalline solid | [pka]
1.16±0.50(Predicted) | [color ]
White to off-white | [InChIKey]
KDTSHFARGAKYJN-UHFFFAOYSA-N | [SMILES]
CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1O)n2cnc3c(N)ncnc23)C(O)C(=O)NCCC(=O)NCCS |
| Hazard Information | Back Directory | [Description]
3''-Dephosphocoenzyme A is an intermediate in the biosynthesis of coenzyme A (CoA; Item Nos. 16147 | 21499 | 21722) 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. | [Uses]
Dephosphocoenzyme A is the direct precursor of coenzyme A. It is used for the synthesis of coenzyme A by bifunctional CoA Synthase (CoASy, 4′-phosphopantetheine adenylyltransferase/dephospho-CoA kinase) which performs the transfer of the γ-phosphate of ATP to dephosphocoenzyme A. | [Definition]
ChEBI: An adenosine 5'-phosphate that is coenzyme A in which the phosphate group at position 3' has been replaced by a hydrogen atom. It is an intermediate metabolite in pantothenate and CoA biosynthesis | [Biochem/physiol Actions]
3′-Dephosphocoenzyme A (DepCoA), also called desphosphoCoA (dpCoA), is synthesized from 4-phosphopantetheine by the enzyme phosphopanthetheine adenylyltransferase. It is an intermediate in coenzyme A biosynthetic pathway. In the presence of dephospho-CoA kinase (CoaE), dephosphocoenzyme A is converted to coenzyme A. 3′-Dephosphocoenzyme shares adenosine-diphosphate substructure as like the purines and is a non-canonical nucleotide and is an initiator of transcription initiation. It is routinely used in in vitro transcription studies to initiate RNA synthesis. | [IC 50]
Human Endogenous Metabolite | [References]
[1] HUANG F. Efficient incorporation of CoA, NAD and FAD into RNA by in vitro transcription.[J]. Nucleic Acids Research, 2003, 31 3: e8. DOI: 10.1093/nar/gng008
[2] KRISHNA SAPKOTA Faqing H. Efficient one-pot enzymatic synthesis of dephospho coenzyme A[J]. Bioorganic Chemistry, 2018, 76: Pages 23-27. DOI: 10.1016/j.bioorg.2017.10.012 |
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