584223

Tetrahydrouridine

InSolution, ≥90%, competitive inhibitor of cytidine deaminase

• Synonym(s): InSolution Tetrahydrouridine, THU, H4U, 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-hydroxytetrahydropyrimidin-2(1H)-one, dihydrate
• Empirical Formula (Hill Notation): C₉H₁₆N₂O₆ · 2H₂O
• CAS Number: 18771-50-1
• Molecular Weight: 284.26
• MDL number: MFCD00063468
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• Assay: ≥90% (TLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; avoid repeated freeze/thaw cycles; protect from light
• shipped in: dry ice
• storage temp.: −70°C
• SMILES string: OC1CCN([C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)C(N1)=O
• InChI: 1S/C9H16N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h4-8,12-15H,1-3H2,(H,10,16)/t4-,5?,6-,7-,8-/m1/s1
• InChI key: UCKYOOZPSJFJIZ-XVKVHKPRSA-N

Description

General description

A potent competitive inhibitor of cytidine deaminase. Used in combination with cytosine arabinoside (Ara-C) to assess the anti-leukemic activity and anti-tumor activity of Ara-C in in vitro studies. The solid form of this compound (Cat. No. 584222) is also available.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
cytidine deaminase

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Physical form

A 100 mM (25 mg/879 µL) solution of Tetrahydrouridine (Cat. No. 584222) in H₂O.

Reconstitution

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.

Other Notes

Yusa, K., et al. 1995. Biochem. Biophys. Res. Commun.206, 486.

Bouffard, D.Y., et al. 1993. Biochem Pharmacol.45, 1857.
Laliberte, J., et al. 1992. Cancer Chemotherap. Pharmacol.30, 7.
Riva, C., et al. 1992. Chemotherapy38, 358.
Yusa, K., et al. 1992. J. Biol. Chem.267, 16848.
Hanze, A.R. 1967. J. Am. Chem. Soc.89, 6720.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 12 - Non Combustible Liquids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable