808539
γ-(2-Azidoethyl)-ATP sodium salt solution
Synonym(s):
γ-(2-Azidoethyl)-adenosine-5’-triphosphate sodium salt solution
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About This Item
Empirical Formula (Hill Notation):
C12H19N8O13P3 · xNa+
Molecular Weight:
576.25 (free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Assay:
≥95% (HPLC)
Form:
aqueous solution (pH 7.5)
Storage temp.:
−20°C
SMILES string
O[C@H]1[C@@H](O)[C@H](N2C(N=CN=C3N)=C3N=C2)O[C@@H]1COP(OP(OP(OCCN=[N+]=[N-])(O)=O)(O)=O)(O)=O.C
assay
≥95% (HPLC)
form
aqueous solution (pH 7.5)
reaction suitability
reaction type: click chemistry
concentration
10 mM in H2O
shipped in
wet ice
storage temp.
−20°C
Application
Lee, et al., reported a non-radioactive version of in vitro phosphorylation where γ-[2-Azidoethyl]-ATP (compound 8) 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.
Storage Class
12 - Non Combustible Liquids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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Sarah E Lee et al.
Bioorganic & medicinal chemistry letters, 19(14), 3804-3807 (2009-05-05)
We hereby present a simple yet novel chemical synthesis of a family of gamma-modified ATPs bearing functional groups on the gamma-phosphate that are amenable to further derivatization by highly selective chemical manipulations (e.g., click chemistry, Staudinger ligations). A preliminary screen
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