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808512 Sigma-Aldrich

γ-[(Propargyl)-imido]-ATP sodium salt

Synonym: Adenosine-5’-[γ-(propargyl)-imido]triphosphate sodium salt

  • Empirical Formula (Hill Notation) C13H19N6O12P3 · xNa+

  • Molecular Weight 544.24 (free acid basis)

  •  PubChem Substance ID 329769104

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry, Nucleobase, Nucleoside and Nucleotide Derivatives,
Quality Level   200
assay   ≥95% (HPLC)
form   solid
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   NC1=NC=NC2=C1N=CN2[C@H]3O[C@H](COP(OP(O)(OP(O)(NCC#C)=O)=O)(O)=O)[C@@H](O)[C@H]3O
InChI   1S/C13H19N6O12P3/c1-2-3-18-32(22,23)30-34(26,27)31-33(24,25)28-4-7-9(20)10(21)13(29-7)19-6-17-8-11(14)15-5-16-12(8)19/h1,5-7,9-10,13,20-21H,3-4H2,(H,24,25)(H,26,27)(H2,14,15,16)(H2,18,22,23)/t7-,9-,10-,13?/m1/s1
InChI key   PIPOEUYSJJTELD-RJNFYWFKSA-N

Description

Application

Lee, et al,. reported a non-radioactive version of in vitro phosphorylation where γ-[(Propargyl)-imido]-ATP (compound 1) was successfully used instead of γ-32P-modified ATP to phosphorylate GST-tagged recombinant p27kip1 with protein kinase cdk2. The phosphorylated, alkyne-modified protein substrate can be labeled with azides of biotin or fluorescent dyes using Cu(I)-catalyzed click chemistry.

Packaging

1 mg in glass bottle

Legal Information

The purchase of this product for use in applications relating to copper catalyzed azide-alkyne cycloaddition chemistry ("Click Chemistry") includes a limited, nontransferable license to intellectual property owned by The Scripps Research Institute to use this product solely for internal non-commercial research activities and specifically excludes clinical, therapeutic, or diagnostic use in humans or animals and manufacturing purposes. Information regarding a license for commercial use in Click Chemistry may be obtained directly from The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, or by contacting 858-784-8140 or click@scripps.edu.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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