γ-[(6-Azidohexyl)-imido]-ATP

For general laboratory use.

Shipping: shipped on gel packs

Storage Conditions: store at -20 °C
Short term exposure (up to 1 week cumulative) to ambient temperature possible.

Shelf Life: 12 months after date of delivery

Molecular Formula: C₁₆H₂₈N₉O₁₂P₃ (free acid)

Molecular Weight: 631.37 g/mol (free acid)

Exact Mass: 631.11 g/mol (free acid)

Purity: ≥ 95 % (HPLC)

Form: solid

Color: white to off-white

Solubility: 10 mM Tris-HCl pH 7.5

Spectroscopic Properties: λ_max 259 nm, ε 15.3 L mmol^-1 cm^-1 (Tris-HCl pH 7.5)

Applications:
in vitro phosphorylation of recombinant proteins^[1]

Description:
Lee et al.^[1] reported a non-radioactive version of in vitro phosphorylation were γ-[(6-Azidohexyl)-imido]-ATP (compound 6^[1]) has been 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 subsequently be labeled with Alkynes of biotin or fluorescent dyes via Cu(I)- catalyzed Click-Chemistry or DBCO-containing biotin or fluorescent dyes via Cu(I)-free Click-Chemistry.

Presolski et al.^[2] and Hong et al.^[3] provide a general protocol for Cu(I)-catalyzed click chemistry reactions that may be used as a starting point for the set up and optimization of individual assays.

Please note: This compound contains a phosphoramide linkage which is hydrolyzed at pH <7.
For preparation of a 10 mM solution use 100 mM buffer (for example: bicarbonate, borate, phosphate and Tris) to prevent degradation at acidic pH.

Related products:

• γ-[(Propargyl)-imido]-ATP, #CLK-T11, compound 1^[1]
• γ-[2-Azidoethyl]-ATP, #NU-1701, compound 8^[1]
• Copper (II)-Sulphate (CuSO₄), #CLK-MI004
• Tris(3-hydroxypropyltriazolylmethyl)amine (THPTA), #CLK-1010
• Sodium Ascorbate (Na-Ascorbate), #CLK-MI005

BIOZ Product Citations:

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Selected References:
[1] Lee et al. (2009) Synthesis and reactivity of novel γ-phosphate modified ATP analogues. Bioorg Med Chem Lett. 19:3804.
[2] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[3] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.