Basic information Description Laboratory Procedures Safety Supplier Related

Tetrahydrouridine

Basic information Description Laboratory Procedures Safety Supplier Related

Tetrahydrouridine Basic information

Product Name:
Tetrahydrouridine
Synonyms:
  • 3,4,5,6-tetrahydrouridine
  • nsc-112907
  • nsc-112907-d
  • tetrahydro-4-hydroxy-1-beta-d-ribofuranosyl-2(1h)-pyrimidinon
  • TETRAHYDROURIDINE
  • 3,4,5,6-Tetrahydrouridine (>80% by HPLC)
  • Uridine, 3,4,5,6-tetrahydro-
  • (4S)-3,4,5,6-Tetrahydro-4β-hydroxy-1-(β-D-ribofuranosyl)pyrimidin-2(1H)-one
CAS:
18771-50-1
MF:
C9H16N2O6
MW:
248.23
Mol File:
18771-50-1.mol
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Tetrahydrouridine Chemical Properties

Melting point:
>195°C (dec.)
Boiling point:
668.6±55.0 °C(Predicted)
Density 
1.622±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Methanol (Slightly), Water (Slightly)
form 
Solid
pka
12.50±0.40(Predicted)
color 
White to Off-White
Stability:
Light Sensitive
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Tetrahydrouridine Usage And Synthesis

Description

Tetrahydrouridine is a competitive, reversible inhibitor of cytidine deaminase (Ki values = 54 and 240 nM for human and E. coli enzymes, respectively).Its use, alone or in combination with the DNA methyltransferase inhibitor 5-fluoro-2'-deoxycytidine, is being evaluated in animal models and clinical trials for diseases, including cancer and mitochondrial DNA depletion syndrome.

Laboratory Procedures

Tetrahydrouridine is supplied as a crystalline solid. A stock solution may be made by dissolving the tetrahydrouridine in the solvent of choice. Tetrahydrouridine is soluble in organic solvents such as DMSO and dimethyl formamide, which should be purged with an inert gas. The solubility of tetrahydrouridine in these solvents is approximately 10 and 16 mg/ml, respectively.
Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent is insignificant, since organic solvents may have physiological effects at low concentrations. Organic solvent-free aqueous solutions of tetrahydrouridine can be prepared by directly dissolving the crystalline solid in aqueous buffers. The solubility of tetrahydrouridine in PBS, pH 7.2, is approximately 5 mg/ml. We do not recommend storing the aqueous solution for more than one day.

Description

Tetrahydrouridine is a competitive, reversible inhibitor of cytidine deaminase (Ki values = 54 and 240 nM for human and E. coli enzymes, respectively). Its use, alone or in combination with the DNA methyltransferase inhibitor 5-fluoro-2’-deoxycytidine, is being evaluated in animal models and clinical trials for diseases, including cancer and mitochondrial DNA depletion syndrome.

Uses

3,4,5,6-Tetrahydrouridine, is a derivative of Uridine (U829910). Tetrahydrouridine (THU), is a potent inhibitor of cytidine. It inhibits cell proliferation through cell cycle regulation regardless of cytidine deaminase expression levels deaminase (CDA), and thus can be used as a potential and promising treatment for tumors with highly expressed CDA.

TetrahydrouridineSupplier

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