D3385
3′-Dephosphocoenzyme A
≥90% (HPLC)
Synonym(s):
3′-Desphosphocoenzyme A, dpCoA
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About This Item
Empirical Formula (Hill Notation):
C21H35N7O13P2S
CAS Number:
Molecular Weight:
687.55
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Form:
powder
Assay:
≥90% (HPLC)
Solubility:
H2O: soluble-50 mg/mL, clear to slightly hazy, colorless to faintly yellow
Biological source:
synthetic (organic)
biological source
synthetic (organic)
Quality Level
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
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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S Hoenke et al.
Biochemistry, 39(43), 13223-13232 (2000-10-29)
Malonate decarboxylase from Klebsiella pneumoniae consists of four subunits MdcA, D, E, and C and catalyzes the cleavage of malonate to acetate and CO(2). The smallest subunit MdcC is an acyl carrier protein to which acetyl and malonyl thioester residues
Thomas J Wubben et al.
Journal of molecular biology, 404(2), 202-219 (2010-09-21)
Phosphopantetheine adenylyltransferase (PPAT) catalyzes the penultimate step in the coenzyme A (CoA) biosynthetic pathway, reversibly transferring an adenylyl group from ATP to 4'-phosphopantetheine (PhP) to form dephosphocoenzyme A. This reaction sits at the branch point between the de novo pathway
Azusa Seto et al.
Proteins, 58(1), 235-242 (2004-11-05)
Dephosphocoenzyme A kinase (DCK) catalyzes phosphorylation in the final step of coenzyme A (CoA) biosynthesis. In this phosphorylation process, domain movements play a very important role. To reveal the structural changes induced by ligand binding, we determined the crystal structure
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D3385-25MG | 04061833261361 |
| D3385-5MG | 04061833261378 |