A fluorescent derivative of NAADP
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ε-NAADP+ (sodium salt)

Item No. 38490

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3R,4R,5R)-5-((((((((2R,3S,4R,5R)-5-(3-carboxypyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)oxidophosphoryl)oxy)oxidophosphoryl)oxy)methyl)-4-hydroxy-2-(3H-imidazo[2,1-i]purin-3-yl)tetrahydrofuran-3-yl phosphate
Synonyms
  • Etheno-NAADP
  • N6-Ethenoadenine dinucleotide phosphate
  • Nicotinic Acid adenine dinucleotide phosphate
  • β-Nicotinic Acid-1
Molecular Formula
C23H24N6O18P3 • 4Na
Formula Weight
857.4
Purity
≥95%
Emission
410 nm
Excitation
275 nm
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@@H](COP([O-])(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H]([N+]3=CC=CC(C(O)=O)=C3)O2)([O-])=O)=O)O[C@@H](N4C=NC5=C4N=CN6C5=NC=C6)[C@@H]1OP([O-])([O-])=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C23H27N6O18P3.4Na/c30-15-12(44-21(17(15)32)27-4-1-2-11(6-27)23(33)34)7-42-49(38,39)47-50(40,41)43-8-13-16(31)18(46-48(35,36)37)22(45-13)29-10-25-14-19-24-3-5-28(19)9-26-20(14)29;;;;/h1-6,9-10,12-13,15-18,21-22,30-32H,7-8H2,(H4-,33,34,35,36,37,38,39,40,41);;;;/q;4*+1/p-3/t12-,13-,15-,16-,17-,18-,21-,22-;;;;/m1..../s1
InChi Key
MWNWISSNXGEGCJ-OGUWOOATSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    3.8 mg

    $336

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    Product Description

    ε-NAADP+ is a fluorescent derivative of the calcium mobilization inducer NAADP (Item No. 25992).1 It induces calcium release in sea urchin egg homogenates (EC50 = 5 µM). ε-NAADP+ displays excitation/emission maxima at 275 and 410 nm, respectively, and its relative emission increases three-fold in DMSO.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, H.C., and Aarhus, R. Fluorescent analogs of NAADP with calcium mobilizing activity. Biochim. Biophys. Acta 1425(1), 263-271 (1998).