Adenosine 5'-diphosphate (potassium salt)

• CAT Number: R066907
• CAS Number: 70285-70-0
• Molecular Formula: C10H14KN5O10P2
• Molecular Weight: 465.293
• Purity: ≥95%
• Synonyms: 5′-ADP;ADP
• Storage: -20°C
• IUPAC Name: potassium;(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[hydroxy(phosphonooxy)phosphoryl]oxymethyl]oxolan-3-olate
• InChI: InChI=1S/C10H14N5O10P2.K/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20;/h2-4,6-7,10,17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);/q-1;+1/t4-,6-,7-,10-;/m1./s1
• InChIKey: YGYVXAGQLQDNRF-MCDZGGTQSA-N
• SMILES: C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)[O-])O.[K+]

Adenosine 5/'-diphosphate (ADP) is an adenine nucleotide containing two phosphate groups esterified to the sugar moiety at the 5’ position. It is produced by dephosphorylation of adenosine 5’-triphosphate (ATP; Item No. 14498) by ATPases and can be converted back to ATP by ATP synthases. ADP can also be metabolized to adenosine 5’-monophosphate (AMP; Item No. 21094) and 2’-deoxyadenosine 5’-diphosphate (dADP). ADP can modulate several receptors, activating certain purinergic receptors (EC50 = 24 nM for P2Y1) and inhibiting others (IC50 = 67 nM for P2X2/3), inhibiting rat ecto-5’nucleotidase (Ki = 0.91 nM), and regulating the phosphorylation status of AMP-activated protein kinase (AMPK).

Reference

1.Azran, S.,Förster, D.,Danino, O., et al. Highly efficient biocompatible neuroprotectants with dual activity as antioxidants and P2Y receptor agonists. J. Med. Chem. 56(12), 4938-4952 (2013).