NAADP (sodium salt)

Nicotinic acid adenine dinucleotide phosphate (NAADP) is a secondary messenger that induces calcium mobilization. It induces calcium release from endosomes and lysosomes via two-pore channel 2 (TPC2) and TPC1, which then stimulates large-scale calcium release from granules and the endoplasmic reticulum mediated by type 1 ryanodine receptors (RyR2s), RyR3s, and inositol-(1,4,5)-triphosphate receptors (IP3Rs). NAADP induces calcium mobilization in sea urchin and starfish eggs post fertilization to block polyspermy and activate embryogenesis. NAADP-induced calcium mobilization induces VEGF-mediated angiogenesis in human umbilical vein endothelial cells (HUVECs). It also alkalizes lysosomal pH thereby inhibiting fusion between autophagosomes and lysosomes and arresting autophagic flux in mouse embryonic stem cells.Formal Name: 2'-(dihydrogen phosphate), adenosine 5'-(trihydrogen diphosphate), P'->5'-ester with 3-carboxy-1-beta-D-ribofuranosylpyridinium, inner salt, tetrasodium salt. Synonyms: Nicotinic Acid adenine dinucleotide phosphate. Molecular Formula: C21H23N6O18P3 . 4Na. Formula Weight: 832.3. Purity: >95%. Formulation: (Request formulation change), A solid. Solubility: Water: 50 mg/ml. lambdamax: 259 nm. SMILES: NC1=NC=NC2=C1N=CN2[C@H]3[C@H](OP([O-])([O-])=O)[C@H](O)[C@@H](COP(OP(OC[C@@H]4[C@@H](O)[C@@H](O)[C@H]([N+]5=CC(C([O-])=O)=CC=C5)O4)([O-])=O)([O-])=O)O3.[Na+].[Na+].[Na+].[Na+]. InChi Code: InChI=1S/C21H27N6O18P3.4Na/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,4*+1/p-4/t10-,11-,13-,14-,15-,16-,19-,20-,,,,/m1..../s1. InChi Key: NWKIGVGTZIAOCW-MCNGMCCKSA-J.