Uridine-5'-diphosphate disodium salt is a potent and specific P2Y6 receptor agonist (EC50=300 nM; pEC50=6.52 for human P2Y6 receptor). Uridine-5'-diphosphate disodium salt is an endogenously produced metabolite that catalyzes the glucuronic acid glycation reaction of a variety of substrates and may be utilized in nucleic acid biosynthesis (RNA biosynthesis).

Physicochemical Properties

Molecular Formula	C9H12N2NA2O12P2
Molecular Weight	448.12
Exact Mass	628.029
CAS #	27821-45-0
Related CAS #	Uridine 5'-diphosphate sodium salt;21931-53-3
PubChem CID	6031
Appearance	White to off-white solid powder
LogP	-4.7
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	6
Heavy Atom Count	25
Complexity	676
Defined Atom Stereocenter Count	4
SMILES	C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O)O)O
InChi Key	XCCTYIAWTASOJW-XVFCMESISA-N
InChi Code	InChI=1S/C9H14N2O12P2/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(22-8)3-21-25(19,20)23-24(16,17)18/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,10,12,15)(H2,16,17,18)/t4-,6-,7-,8-/m1/s1
Chemical Name	[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	P2Y6 Receptor
ln Vitro	Microglia dramatically upregulates the expression of CCL2 and CCL3 mRNA when exposed to uridine-5'-diphosphate disodium salt (100 μM; 15 min). Microglia are induced to express chemokines by uridine-5'-diphosphate disodium salt (100 μM; 3 hours) [2]. In 30 minutes, mRNA encoding CCL2 and CCL3 is induced to express; this expression reaches a maximum level at 1 hour and returns to the base level after 3–12 hours when uridine-5'-diphosphate disodium salt (100 μM; 0.5, 1, 3, 6 12 hours) is added. Chemokine expression is increased concentration-dependently at the mRNA and protein levels when uridine-5'-diphosphate disodium salt (10, 100, and 1000 μM) is added during a three-hour period. Microglia exhibit activation of NFATc1 and NFATc2 with exposure to 100 μM uridine-5'-diphosphate disodium salt for 15 minutes [2]. Although it is not an antagonist of the rat P2Y14 receptor, uridine-5'-diphosphate disodium salt is a competitive antagonist of the human P2Y14 receptor (pEC50=7.28) [1]. Strong P2Y14 agonist UDP-glucose (UDPG; HY-N7032) [3][4].
Cell Assay	RT-PCR[2] Cell Types: Primary microglia Tested Concentrations: 100 μM Incubation Duration: For 15 min Experimental Results: Dramatically induced microglial CCL2 and CCL3 mRNA expression.
References	[1]. Development of selective agonists and antagonists of P2Y receptors. Purinergic Signal. 2009 Mar;5(1):75-89. [2]. Uridine 5'-diphosphate induces chemokine expression in microglia and astrocytes through activation of the P2Y6 receptor. J Immunol. 2011 Mar 15;186(6):3701-9. [3]. Nucleoside 5'-O-monophosphorothioates as modulators of the P2Y14 receptor and mast cell degranulation. Oncotarget. 2016 Oct 25;7(43):69358-69370. [4]. UDP-sugars activate P2Y 14 receptors to mediate vasoconstriction of the porcine coronary artery. Vascul Pharmacol. 2018 Apr;103-105:36-46.
Additional Infomation	UDP is a uridine 5'-phosphate and a pyrimidine ribonucleoside 5'-diphosphate. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a conjugate acid of an UDP(3-). Uridine 5'-diphosphate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Sdccgsbi-0051172.P002 has been reported in Helianthus tuberosus, Homo sapiens, and other organisms with data available. A uracil nucleotide containing a pyrophosphate group esterified to C5 of the sugar moiety.

Solubility Data

Solubility (In Vitro)	H2O : 100 mg/mL (223.15 mM) DMSO : 1 mg/mL (2.23 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 100 mg/mL (223.15 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.2315 mL	11.1577 mL	22.3155 mL
	5 mM	0.4463 mL	2.2315 mL	4.4631 mL
	10 mM	0.2232 mL	1.1158 mL	2.2315 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.