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2-Thio-Uridine (s2U)

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picture of 2-Thio-Uridine (s2U)

Modification : Thio-2-rU (s2U)

Catalog Reference Number
Category
Modification Code
5 Prime
3 Prime
Internal
Molecular Weight (mw)
Extinction Coeficient (ec)
Technical Info (pdf)
Absorbance MAX
Emission MAX
Absorbance EC



27-6537
RNA Oligo Synthesis
[s2U]
Y
Y
Y
322.22
8.4
PS27-6537.pdf
260
-
-


Catalog NoScalePrice
27-6537-0550 nmol$710.00
27-6537-02200 nmol$710.00
27-6537-011 umol$845.00
27-6537-032 umol$966.00
Discounts are available for Thio-2-rU (s2U)!
Modification* Discount Price Structure
1 site/order List price
2 sites/order 10% discount
3 sites/order 20% discount
4 sites/order 30% discount
5-9 sites/order 50% discount
10+ sites/order 60% discount
*Exceptions apply

- The effect of 2-thiouridine on sugar conformation and RNA duplex thermodynamics has been well documented (1,2). The presence of the 2-sulfur modification stabilizes the 3-endo sugar conformation at the nucleoside and nucleotide level (1). Wobble base pair specificity can also be improved by substituting 2-thiouridine for uridine. Testa and co-workers (2) have shown the at S2U favors S2U-A pairing more than S2U-G pairing, and more than U favors U-A relative to U-G. The sulfur modification improves specificity while retaining other key uridine activities.
In addition, thiolated uridine has been shown to improve the rate and fidelity of both nonenzymatic (3) and ribozyme (4) catalyzed nucleotide addition in RNA synthesis.

References
1. Kumar, R.K.; Davis, D.R. Nuc. Acid. Res. 1997, 25(6), 1272-1280.
2. Testa, S.M.; Disney, M.D.; Turner, D.H.; Kierzek, R. Biochem. 1999, 38, 16655-16662.
3. Heuberger, B.D.; Pal, A.; Del Frate, F.; Topkar, V.V.; Szostak, J.W. J. Am. Chem. Soc., 2015, 137 (7), pp 27692775.
4. Prywes, N.; Michaels, Y.S.; Pal, A.; Oh, S.S., Szostak, J.W. Chem. Commun. 2016. 52, 6529-6532.
5. a) Kumar, R.K.; Davis, D.R. J. Org. Chem.1995, 60, 7726-7727. b) Gait, M.J. Oligonucleotide Synthesis-A Practical Approach 1990, Oxford University Press, London.

- 2-Thio-Uridine (s2U)

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