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D6000

Sigma-Aldrich

2′-Deoxyadenosine 5′-di­phos­phate sodium salt

Synonym(s):

dADP

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O9P2 · xNa+
CAS Number:
72003-83-9
Molecular Weight:
411.20 (free acid basis)
EC Number:
276-280-5
MDL number:
MFCD00083610
UNSPSC Code:
41106305
PubChem Substance ID:
24893990
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

200

assay

≥95% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

[Na].Nc1ncnc2n(cnc12)C3CC(O)C(COP(O)(=O)OP(O)(O)=O)O3

InChI

1S/C10H15N5O9P2.Na.H/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(23-7)2-22-26(20,21)24-25(17,18)19;;/h3-7,16H,1-2H2,(H,20,21)(H2,11,12,13)(H2,17,18,19);;

InChI key

KZGAPWRJMWSNQO-UHFFFAOYSA-N

General description

2′-Deoxyadenosine5′-di­phos­phate (dADP) is a purine containing adenine as the nucleobase. It isproduced as a product of hypoxanthine oxidase action on hypoxanthine duringpurine degradation in the body.

Application

2′-Deoxyadenosine 5′-diphosphate (dADP) may be used for the synthesis of deoxyadenylate oligonucleotides with enzymes such as polynucleotide phosphorylase from Escherichia coli. dADP is used as an inhibitor of bacterial poly(A) polymerase. DeoxyADP may be use as an alternative substrate or inhibitor for studies of ATPase and DNA and RNA polymerase specificity.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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M P Deutscher
The Journal of biological chemistry, 253(16), 5579-5584 (1978-08-25)
Poly(A) synthesis and degradation have been examined in Escherichia coli cells made permeable to nucleotides by treatment with toluene. Although newly synthesized poly(A) is normally rapidly degraded in this system, extraction of the soluble portion of the cell effectively eliminates
Kevin N Kirouac et al.
Journal of molecular biology, 407(3), 382-390 (2011-02-08)
The ability of DNA polymerases to differentiate between ribonucleotides and deoxribonucleotides is fundamental to the accurate replication and maintenance of an organism's genome. The active sites of Y-family DNA polymerases are highly solvent accessible, yet these enzymes still maintain a
S Gillam et al.
Nucleic acids research, 2(5), 613-624 (1975-05-05)
Polynucleotide phosphorylase from Escherichia coli can be used to catalyse the addition of short tracts of deoxyadenylate residues to the 3'-termini of deoxyribooligonucleotides of the type pdAn-dN (where dN = dC, dT or dG) using dADP as donor. Similarly, the
Mahmoud Kandeel et al.
Journal of bioenergetics and biomembranes, 42(5), 361-369 (2010-08-17)
Nucleoside diphosphate kinases (NDKs) play a key role in maintaining the intracellular energy resources as well as the balance of nucleotide pools. Recently, attention has been directed to NDKs owing to its role in activating various chemotherapeutic agents. The binding

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