A modified nucleobase
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2-Thiouridine

Item No. 21011

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-thio-uridine
CAS Number
20235-78-3
Synonyms
  • 1-β-D-ribofuranosyl-2-thiouracil
  • s2U
Molecular Formula
C9H12N2O5S
Formula Weight
260.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
219, 273 nm
SMILES
OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=CC(NC2=S)=O)O1
InChi Code
InChI=1S/C9H12N2O5S/c12-3-4-6(14)7(15)8(16-4)11-2-1-5(13)10-9(11)17/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,17)/t4-,6-,7-,8-/m1/s1
InChi Key
GJTBSTBJLVYKAU-XVFCMESISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $134

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    100 mg

    $240

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    250 mg

    $498

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    500 mg

    $795

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    Product Description

    2-Thiouridine (s2U) is a modified nucleobase found in tRNAs that is known to stabilize U:A pairs and modestly destabilize U:G wobble pairs.1,2,3 Modified nucleobases, including 2-thiouridine, are used to study nucleic acid structure and function as well as to engineer novel RNA-based biomolecules.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heuberger, B.D., Pal, A., Del Frate, F., et al. Replacing uridine with 2-thiouridine enhances the rate and fidelity of nonenzymatic RNA primer extension. J. Am. Chem. Soc. 137(7), 2769-2775 (2015).

    2. Kumar, R.K., and Davis, D.R. Synthesis and studies on the effect of 2-thiouridine and 4-thiouridine on sugar conformation and RNA duplex stability. Nucleic Acids Res. 25(6), 1272-1280 (1997).

    3. Larsen, A.T., Fahrenbach, A.C., Sheng, J., et al. Thermodynamic insights into 2-thiouridine-enhanced RNA hybridization. Nucleic Acids Res. 43(16), 7675-7687 (2015).