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Merck
CN

808520

Sigma-Aldrich

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

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别名:
γ-[(6-Azidohexyl)-imido]-adenosine-5’-triphosphate sodium salt
经验公式(希尔记法):
C16H28N9O12P3 · xNa+
分子量:
631.37 (free acid basis)
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥95% (HPLC)

质量水平

形式

powder

反应适用性

reaction type: click chemistry

溶解性

10 mM Tris-HCl, pH 7.5: soluble

运输

wet ice

储存温度

−20°C

SMILES字符串

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

应用

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°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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