Uridine Monophosphate
Nootropics
Overview
Uridine monophosphate (UMP) is a nucleoside monophosphate composed of:
- The pyrimidine base uracil
- A ribose sugar
- A single phosphate group
In the body, UMP serves as a fundamental building block for:
- RNA
- Phospholipid synthesis
- The production of glycogen and phosphatidylcholine
This makes it a key contributor to:
- Cellular membrane integrity
- Neuronal signaling
- Metabolic regulation
Chemistry
- Uridine monophosphate (UMP) is a nucleoside monophosphate with the molecular formula C₁₁H₁₃N₂O₉P.
- Its IUPAC name is (2‑Ribofuranosyl)uracil 5‑monophosphate.
- The structure consists of:
- A uracil base (a pyrimidine ring with two carbonyl groups at positions 2 and 4), attached at the N1 position to a ribose sugar (β‑D‑ribofuranose) that carries a phosphate ester at the 5′‑hydroxyl.
- The phosphate group contributes a negative charge at physiological pH, making UMP highly water‑soluble (≈30 mg/mL at 25 °C).
- The molecule is a substrate for kinases (e.g., uridine‑monophosphate kinase) and participates in the pyrimidine salvage pathway.
- Its pKa values (≈1.0 for the phosphate, ~9.5 for the uracil N3) influence its ionization state and transport across membranes.
Sources & Quality
- Commercial UMP is predominantly produced by fermentation‑based synthesis using engineered Saccharomyces cerevisiae or Escherichia coli strains that over‑express uridine‑phosphate biosynthetic enzymes, yielding a high‑purity (>99 %) product.
- An alternative chemical synthesis route involves condensation of uracil with ribose‑5‑phosphate under controlled pH, but this method is less common due to lower yields.
- Natural dietary sources contain only trace amounts of UMP; the highest concentrations are found in yeast, organ meats (liver, kidney), and some marine fish, where it exists as part of RNA.
- For supplements, manufacturers must verify:
- The absence of nucleic acid contaminants
- The absence of heavy metals, endotoxins, and residual solvents.
- GMP‑certified manufacturers typically provide a Certificate of Analysis (COA) showing ≥98 % purity and minimal microbial load.
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