An N-phenyl-substituted analog of ATP and a ligand used for bump and hole
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N6-Benzyladenosine-5'-O-triphosphate (sodium salt)

Item No. 38371

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
((2R,3S,4R,5R)-5-(6-(benzylamino)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl triphosphate, tetrasodium salt
Synonyms
  • N6-benzyl ADP
Molecular Formula
C17H18N5O13P3 • 4Na
Formula Weight
685.2
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O=P(OP(OP([O-])([O-])=O)([O-])=O)([O-])OC[C@H]1O[C@@H](N2C3=NC=NC(NCC4=CC=CC=C4)=C3N=C2)[C@H](O)[C@@H]1O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C17H22N5O13P3.4Na/c23-13-11(7-32-37(28,29)35-38(30,31)34-36(25,26)27)33-17(14(13)24)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10;;;;/h1-5,8-9,11,13-14,17,23-24H,6-7H2,(H,28,29)(H,30,31)(H,18,19,20)(H2,25,26,27);;;;/q;4*+1/p-4/t11-,13-,14-,17-;;;;/m1..../s1
InChi Key
LHACJAKFLBTMDM-RPIDQJMYSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    3 mg

    $478

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    Product Description

    N6-Benzyladenosine-5'-O-triphosphate is an N-phenyl-substituted derivative of ATP and a ligand used for bump and hole, a technique to study single protein isoforms when familial homology would interfere with other isoform-selective approaches.1 It is 7-fold selective for inhibiting the ATP binding and ATPase activity of myosin light chain (MLC) containing a tyrosine-to-glycine substitution at position 61 (MLCY61G) over the wild-type enzyme. N6-Benzyladenosine-5'-O-triphosphate has been used to develop a technique to identify substrates of the programmed cell death-suppressor kinase AvrPto-dependent Pto-interacting protein 3 (Adi3) in tomato plants.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gillespie, P.G., Gillespie, S.K., Mercer, J.A., et al. Engineering of the myosin-Iβ nucleotide-binding pocket to create selective sensitivity to N6-modified ADP analogs. The Journal of Biological Chemisty 274(44), 31373-31381 (1999).

    2. Dittrich, A.C.N., and Devarenne, T.P. An ATP analog-sensitive version of the tomato cell death suppressor protein kinase Adi3 for use in substrate identification. Biochim. Biophys. Acta 1824(2), 269-273 (2012).