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
Assay:
≥90% (TLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
Quality Level
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
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
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.
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).
Packaging
Packaged under inert gas
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.
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.
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
Disclaimer
Toxicity: Standard Handling (A)
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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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 584222-10MG | 04055977264944 |