A fluorescent dATP derivative
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2'-Deoxy-1,N6-ethenoadenosine-5'-O-triphosphate (sodium salt)

Item No. 38666

Technical Information
Formal Name
3-[2-deoxy-5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-erythro-pentofuranosyl]-3H-imidazo[2,1-i]purine, tetrasodium salt
Synonyms
  • ε-dATP
Molecular Formula
C12H12N5O12P3 • 4Na
Formula Weight
Purity
≥95%
Emission
400 nm
Excitation
310 nm
A solution in water
Water: Soluble
SMILES
O[C@@H](C1)[C@H](O[C@H]1N2C=NC3=C2N=CN4C3=NC=C4)COP(OP([O-])(OP([O-])([O-])=O)=O)([O-])=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C12H16N5O12P3.4Na/c18-7-3-9(17-6-14-10-11-13-1-2-16(11)5-15-12(10)17)27-8(7)4-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;/h1-2,5-9,18H,3-4H2,(H,22,23)(H,24,25)(H2,19,20,21);;;;/q;4*+1/p-4/t7-,8+,9+;;;;/m0..../s1
InChi Key
NIEPRLMRQFEVNQ-OLTRZSQBSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    2'-Deoxy-1,N6-ethenoadenosine-5'-O-triphosphate (ε-dATP) is a fluorescent derivative of the purine nucleotide 2’-deoxyadenosine-5’-O-triphosphate (dATP; Item No. 32566).1 It induces sister chromatid exchange in primary mouse spleen T- and B lymphocytes stimulated with LPS or concanavalin A (Item No. 14951) when used at concentrations ranging from 50 to 150 µM. ε-dATP has been used in the study of ambiguous base pairing in vinyl chloride-induced mutagenesis.2 A related ATP derivative, ε-ATP, displays an emission maxima of 415 nm upon excitation at 300 nm.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Conner, M.K., Modzelewski, R.A., and Kawatani, N. Sister chromatid exchange induced by etheno-ATP derivatives in vitro. Cancer Res. 49(14), 3839-3843 (1989).

    2. Revich, G.G., and Beattie, K.L. Utilization of 1,N6-etheno-2'-deoxyadenosine 5'-triphosphate during DNA synthesis on natural templates, catalyzed by DNA polymerase I of Escherichia coli. Carcinogenesis 7(9), 1569-1576 (1986).

    3. Secrist, J.A., III, Barrio, J.R., Leonard, N.J., et alFluorescent modification of adenosine-containing coenzymes. Biological activities and spectroscopic properties. Biochemistry 11(19), 3499-3506 (1972).