D3385

3′-Dephosphocoenzyme A

≥90% (HPLC)

• Synonym(s): 3′-Desphosphocoenzyme A, dpCoA
• Empirical Formula (Hill Notation): C₂₁H₃₅N₇O₁₃P₂S
• CAS Number: 3633-59-8
• Molecular Weight: 687.55
• MDL number: MFCD00057010
• UNSPSC Code: 41106305
• PubChem Substance ID: 24893748
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• assay: ≥90% (HPLC)
• form: powder
• impurities: ≤1% CoA
• solubility: H₂O: soluble-50 mg/mL, clear to slightly hazy, colorless to faintly yellow
• storage temp.: −20°C
• SMILES string: CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1O)n2cnc3c(N)ncnc23)C(O)C(=O)NCCC(=O)NCCS
• 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)
• InChI key: KDTSHFARGAKYJN-UHFFFAOYSA-N

Description

Application

3′-Dephosphocoenzyme A has been used as a substrate to initiate transcription.

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.

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)