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D6000

Sigma-Aldrich

2′-Deoxyadenosine 5′-di­phos­phate sodium salt

Synonyme(s) :

dADP

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About This Item

Formule empirique (notation de Hill):
C10H15N5O9P2 · xNa+
Numéro CAS:
72003-83-9
Poids moléculaire :
411.20 (free acid basis)
Numéro CE :
276-280-5
Numéro MDL:
MFCD00083610
Code UNSPSC :
41106305
ID de substance PubChem :
24893990
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Pureté

≥95% (HPLC)

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

[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);;

Clé InChI

KZGAPWRJMWSNQO-UHFFFAOYSA-N

Description générale

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

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

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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
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
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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