Skip to Content
Merck
CN

Key Documents

View All Documentation

N5655

Nicotinic acid adenine dinucleotide phosphate sodium salt

≥92.5%, intracellular Ca2+ release activator, solid

Synonym(s):

β-NAADP

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C21H27N6O18P3 · xNa+
CAS Number:
5502-96-5
Molecular Weight:
744.39 (free acid basis)
UNSPSC Code:
12352106
PubChem Substance ID:
24897746
NACRES:
NA.77
MDL number:
MFCD00274064
Assay:
≥92.5%
Form:
solid
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Nicotinic acid adenine dinucleotide phosphate sodium salt, ≥92.5%

Quality Segment

200

assay

≥92.5%

form

solid

storage temp.

−20°C

SMILES string

[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)OCC4O[C@@H]([C@@H](O)[C@H]4O)[n+]5cccc(c5)C(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O

InChI

1S/C21H27N6O18P3.Na/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(44-46(33,34)35)14(29)11(43-20)6-41-48(38,39)45-47(36,37)40-5-10-13(28)15(30)19(42-10)26-3-1-2-9(4-26)21(31)32;/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39);/q;+1/p-1/t10?,11-,13+,14-,15+,16-,19+,20-;/m1./s1

InChI key

KKCRODBDXQTAPI-NZNNTXIPSA-M

General description

NAADP induces Ca2+ release from the eggs of sea urchin, when injected into the cell. It can be enzymatically produced from nicotinamide adenine dinucleotide phosphate (β-NADP) with the help of ADP-ribosyl cyclase.

Application

Nicotinic acid adenine dinucleotide phosphate sodium salt has been used for agonist injection into unfertilized eggs and embryos.

Biochem/physiol Actions

Potent activator of intracellular Ca2+ release via an IP3 and cyclic ADP ribose-independent mechanism.

Preparation Note

Enzymatically prepared analog of β-NADP+.

Other Notes

Note: Should not be confused with nicotinamide adenine dinucleotide phosphate (NADP).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library