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Merck

584223

Tetrahydrouridine

≥90% (TLC), liquid, Cytidine deaminase inhibitor, Calbiochem®

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

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About This Item

Empirical Formula (Hill Notation):
C9H16N2O6 · 2H2O
CAS Number:
18771-50-1
Molecular Weight:
284.26
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
MFCD00063468

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Product Name

Tetrahydrouridine, InSolution, ≥90%, competitive inhibitor of cytidine deaminase

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

SMILES string

OC1CCN([C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)C(N1)=O

InChI key

UCKYOOZPSJFJIZ-XVKVHKPRSA-N

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

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
cytidine deaminase
Reversible: yes

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. The solid form of this compound (Cat. No. 584222) is also available.

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

Physical form

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

Preparation Note

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

Legal Information

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

Storage Class

12 - Non Combustible Liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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