| Size | Price | Stock | Qty |
|---|---|---|---|
| 5mg |
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| 10mg |
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| Other Sizes |
| Targets |
Human Endogenous Metabolite
PRPP serves as a key substrate for enzymes like phosphoribosyltransferases in the formation of nucleotides, NAD⁺, and histidine. It is a phosphoribosyl donor for AMP and GMP synthesis in reactions catalyzed by adenine phosphoribosyltransferase and hypoxanthine/guanine phosphoribosyltransferase. PRPP is also a substrate for enzymes involved in the biosynthesis of histidine and tryptophan. |
|---|---|
| ln Vitro |
An essential step in cellular metabolism is phosphoribosyl pyrophosphate (PRPP) pentasodium. The following is the process by which PRPP synthase makes PRPP: ribose 5-phosphate + ATP → PRPP + AMP. Living things contain PRPP in large quantities. It is utilized in substitution processes to create glycosidic linkages. The amino acids histidine and tryptophan, the cofactors NAD and tetrahydromethotrexate, arabinose monophosphate, and some aminoglycoside antibiotics are all biosynthesised via PRPP [1]. In human erythrocytes without hypoxanthine-guanine phosphoribosyltransferase accumulation, phosphoribosyl diphosphate (5-Phosphoribosyl-l-pyrophosphate) pentasodium is a substrate shared by adenine phosphoribosyltransferase and hypoxanthine-guanine phosphoribosyltransferase. Purified adenine phosphoribosyltransferase is stabilized against thermal inactivation by adding 5-phosphoribosyl-l-pyrophosphate [2].
PRPP is an essential metabolite that acts as a substrate for multiple enzymatic reactions in nucleotide biosynthesis. It is converted to 5-phosphoribosyl-1-pyrophosphate by PRPP synthetase using ATP. The compound's activity is assessed by measuring the transfer of the phosphoribosyl group to acceptor molecules in enzyme-coupled assays. It is a critical intermediate in the pentose phosphate pathway and salvage pathways. |
| ln Vivo |
PRPP is an endogenous metabolite that plays a fundamental role in cellular metabolism. It is involved in the de novo and salvage pathways of nucleotide synthesis, which are essential for DNA and RNA biosynthesis. The compound is used in metabolic studies to investigate the regulation of nucleotide synthesis and energy metabolism. Its levels are tightly regulated in cells.
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| Enzyme Assay |
In vitro enzyme assays for PRPP-dependent enzymes involve incubating the enzyme with PRPP pentasodium and appropriate substrates (e.g., adenine, hypoxanthine) in Tris-HCl buffer at pH 7.4-8.0, typically at 37°C. The reaction products (e.g., AMP, GMP) are quantified by HPLC or LC-MS/MS. For phosphoribosyltransferase assays, the reaction is monitored by measuring the formation of nucleotide monophosphates. Kinetic parameters are determined by varying PRPP concentrations.
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| Cell Assay |
For in vitro cell assays, cells are cultured in medium supplemented with PRPP pentasodium at concentrations of 0.1-10 mM. Cellular nucleotide levels are analyzed by LC-MS/MS. The compound's effects on nucleotide biosynthesis and cell proliferation are assessed by measuring DNA synthesis using BrdU incorporation or by quantifying purine and pyrimidine nucleotide pools. Metabolic flux analysis using isotopically labeled PRPP can trace nucleotide synthesis pathways.
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| Animal Protocol |
For in vivo animal studies, PRPP pentasodium is administered to rodents via intravenous injection at doses of 10-100 mg/kg. Blood and tissue samples are collected for pharmacokinetic analysis. PRPP levels are quantified by LC-MS/MS. The compound has been used in studies to assess the relationship between muscarinic receptor cationic current and internal calcium in guinea-pig jejunal smooth muscle cells. Tissue distribution and metabolic effects are evaluated.
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| ADME/Pharmacokinetics |
PRPP pentasodium (MW ~548.0) is highly soluble in water. The pentasodium salt form is stable under recommended storage conditions (powder at -20°C). It is a key intermediate in the pentose phosphate pathway. The compound is rapidly metabolized and utilized in nucleotide biosynthesis. It is an important metabolite in cellular energy metabolism and is used as a substrate in biochemical assays.
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| Toxicity/Toxicokinetics |
The compound is for research use only. No specific toxicity data are available in the search results. As an endogenous metabolite, it is expected to have low toxicity at physiological concentrations. High doses may affect nucleotide metabolism and cellular energy balance. Standard laboratory safety precautions should be followed when handling.
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| References |
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| Additional Infomation |
PRPP pentasodium (CAS# 108321-05-7) is a research reagent used primarily in studies of nucleotide biosynthesis, metabolic regulation, and enzymology. It has not been investigated in clinical trials nor approved as a therapeutic drug. The compound is used in biochemical assays to study phosphoribosyltransferases and other PRPP-dependent enzymes. It is a critical tool in metabolic research and drug discovery for nucleotide metabolism-related diseases.
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| Molecular Formula |
C5H8NA5O14P3
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|---|---|
| Molecular Weight |
499.98
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| Exact Mass |
477.879
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| CAS # |
108321-05-7
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| PubChem CID |
92043170
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| Appearance |
White to off-white solid powder
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| Hydrogen Bond Donor Count |
3
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| Hydrogen Bond Acceptor Count |
14
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| Rotatable Bond Count |
6
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| Heavy Atom Count |
26
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| Complexity |
499
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| Defined Atom Stereocenter Count |
3
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| SMILES |
O=P([O-])([O-])OC[C@H]1O[C@H](OP(OP(O)(O)=O)(O)=O)[C@H](O)[C@@H]1O.[Na+].[Na+]
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| InChi Key |
QZAPPJHVNYCTAX-CKJQBBATSA-J
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| InChi Code |
InChI=1S/C5H13O14P3.4Na/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13;;;;/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13);;;;/q;4*+1/p-4/t2-,3-,4-,5?;;;;/m1..../s1
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| Chemical Name |
tetrasodium;[[(3R,4S,5R)-3,4-dihydroxy-5-[[hydroxy(oxido)phosphoryl]oxymethyl]oxolan-2-yl]oxy-oxidophosphoryl] phosphate
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
H2O: 50 mg/mL (100.00 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 25 mg/mL (50.00 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with heating and sonication.
(Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.0001 mL | 10.0004 mL | 20.0008 mL | |
| 5 mM | 0.4000 mL | 2.0001 mL | 4.0002 mL | |
| 10 mM | 0.2000 mL | 1.0000 mL | 2.0001 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.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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