808520

γ-[(6-Azidohexyl)-imido]-ATP sodium salt

• Synonym(s): γ-[(6-Azidohexyl)-imido]-adenosine-5’-triphosphate sodium salt
• Empirical Formula (Hill Notation): C₁₆H₂₈N₉O₁₂P₃ · xNa⁺
• Molecular Weight: 631.37 (free acid basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 329769105
• NACRES: NA.22

Properties

• assay: ≥95% (HPLC)
• Quality Level: 200
• form: powder
• reaction suitability: reaction type: click chemistry
• solubility: 10 mM Tris-HCl, pH 7.5: soluble
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: O[C@@H]([C@H]1O)[C@@H](COP(O)(OP(O)(OP(NCCCCCCN=[N+]=[N-])(O)=O)=O)=O)O[C@@H]1N2C=NC3=C2N=CN=C3N
• InChI: 1S/C16H28N9O12P3/c17-14-11-15(20-8-19-14)25(9-21-11)16-13(27)12(26)10(35-16)7-34-39(30,31)37-40(32,33)36-38(28,29)23-6-4-2-1-3-5-22-24-18/h8-10,12-13,16,26-27H,1-7H2,(H,30,31)(H,32,33)(H2,17,19,20)(H2,23,28,29)/t10-,12-,13-,16?/m1/s1
• InChI key: FZLLGYSKHRTLRX-AARXTDBFSA-N

Description

Application

Lee, et al., reported a non-radioactive version of in vitro phosphorylation where γ-[(6-Azidohexyl)-imido]-ATP (compound 6) was successfully used instead of γ-³²P-modified ATP to phosphorylate GST-tagged recombinant p27kip1 with protein kinase cdk2. The phosphorylated, azide-modified protein substrate can be labeled with alkynes of biotin or fluorescent dyes using Cu(I)-catalyzed click chemistry or DBCO-containing biotin or fluorescent dyes using Cu(I)-free click chemistry.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable