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Merck

584222

Tetrahydrouridine

Potent competitive inhibitor of cytidine deaminase. Also available as a 100 mM solution in H2O.

Synonym(s):

Tetrahydrouridine

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About This Item

Empirical Formula (Hill Notation):
C9H16N2O6
CAS Number:
Molecular Weight:
248.23
MDL number:
UNSPSC Code:
12352208
NACRES:
NA.51
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Product Name

Tetrahydrouridine, Potent competitive inhibitor of cytidine deaminase. Also available as a 100 mM solution in H2O.

SMILES string

N2(CCC(NC2=O)O)[C@@H]1O[C@@H]([C@H]([C@H]1O)O)CO

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

RTECS - UW5798980

assay

≥90% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white to off-white

solubility

water: 200 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

Preparation Note

Following reconstitution, aliquot, purge with inert gas, and freeze (-20°C). Aqueous stock solutions (at neutral or basic pH) are stable for up to 3 months at -20°C.

Legal Information

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

Application


  • Oncotherapy resistance explained by Darwinian and Lamarckian models.: This research explores the mechanisms of oncotherapy resistance, combining Darwinian and Lamarckian models to provide a comprehensive understanding. The study highlights the role of Tetrahydrouridine in modulating therapy resistance pathways in cancer treatment (Saunthararajah et al., 2024).

  • Neuroendocrine lineage commitment of small cell lung cancers can be leveraged into p53-independent non-cytotoxic therapy.: This study investigates the potential of using Tetrahydrouridine in non-cytotoxic therapies for small cell lung cancers, focusing on neuroendocrine lineage commitment and its implications for treatment efficacy (Biswas et al., 2023).

  • In Vitro Interaction of Tetrahydrouridine with Key Human Nucleoside Transporters.: This study explores how Tetrahydrouridine interacts with human nucleoside transporters, shedding light on its mechanisms of action and potential as a therapeutic agent in biochemistry and pharmacology (Säll et al., 2023).

  • Mycoplasma infection of cancer cells enhances anti-tumor effect of oxidized methylcytidines.: This research investigates how mycoplasma infection enhances the anti-tumor effects of oxidized methylcytidines, with Tetrahydrouridine playing a crucial role in the observed therapeutic outcomes (Pang et al., 2023).

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Packaging

Packaged under inert gas

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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