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808539

Sigma-Aldrich

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:
329769106
NACRES:
NA.22

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

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

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 Code

12 - Non Combustible Liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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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