sodium (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}oxolan-3-ol

• ChemBase ID: 134089
• Molecular Formular: C10H15N5NaO12P3
• Molecular Mass: 513.163453
• Monoisotopic Mass: 512.98277512
• SMILES: c1nc(c2c(n1)n(cn2)[C@H]1C[C@@H]([C@H](O1)COP(=O)(O)OP(=O)(O)OP(=O)(O)[O-])O)N.[Na+]
• Canonical SMILES: O[C@H]1C[C@@H](O[C@@H]1COP(=O)(OP(=O)(OP(=O)(O)[O-])O)O)n1cnc2c1ncnc2N.[Na+]
• InChI: InChI=1S/C10H16N5O12P3.Na/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19;/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19);/q;+1/p-1/t5-,6+,7+;/m0./s1
• InChIKey: YJWCICGGRLOGEH-VWZUFWLJSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-2-{[({[(hydrogen phosphonatooxy)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl)oxy]methyl}oxolan-3-ol
• IUPAC Traditional name: sodium (2R,3S,5R)-5-(6-aminopurin-9-yl)-2-[({[hydrogen phosphonatooxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]oxolan-3-ol
• Synonyms: dATP; 2′-Deoxyadenosine 5′-triphosphate sodium salt solution; 2′-脱氧腺苷-5′-三磷酸 钠盐 溶液

Database IDs

• CAS Number: 1927-31-7
• EC Number: 217-662-3
• PubChem SID: 24893898; 162228366
• PubChem CID: 23679070

CALCULATED PROPERTIES

• Acid pKa: 0.89524853
• H Acceptors: 13
• H Donor: 5
• LogD (pH = 5.5): -8.931732
• LogD (pH = 7.4): -9.569203
• Log P: -5.0976624
• Molar Refractivity: 93.1819 cm^3
• Polarizability: 37.79044 Å^3
• Polar Surface Area: 261.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• pH: 7

Safety Information

• RTECS: AU7358800
• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥99%
• Concentration: 100 mM
• Foreign Activity: DNase, RNase, none detected
• Shipped in: dry ice

DETAILS

Sigma Aldrich - D4788

Application
2′-Deoxyadenosine 5′-triphosphate sodium salt solution is used in DNA sysnthesis reactions such as PCR, DNA sequencing and molecular cloning techniques.
Biochem/physiol Actions
dATP is used in cells for synthesis of DNA by DNA polymerases.