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Oligo Modifications List | Oligo Modifications Reference Category
Modification : tCnitro tricyclic dC
Reference Catalog Number 26-6496
Category Structural Studies
Modification Code tCnitro
5 Prime Y
3 Prime Y
Internal Y
Molecular Weight (mw) 440.32
Extinction Coeficient (ec) 7.3
Technical Info (pdf) PS26-6496.pdf
Catalog NoScalePrice
26-6496-0550 nmol$490.00
26-6496-02200 nmol$490.00
26-6496-011 umol$520.00
26-6496-032 umol$610.00
26-6496-1010 umol$1,248.00
26-6496-1515 umol$1,560.00

Discounts are available for tCnitro tricyclic dC!
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

Related Modifications
tCo tricyclic dC
tC tricyclic dC
AP-dC
Pyrrolo-dC
tCnitro tricyclic dC
tricyclic fluorescent dC analogs, tC and tCo and FRET-acceptor tCnitro
The tricyclic fluorescent nucleoside analogs, 1,3-diaza-2-oxophenothiazine, tC, and 1,3-diaza-2-oxophenoxazine, tCo, are deoxycytidine analogs that have been shown to base pair faithfully with dG with virtually no disruption of the normal duplex structure(1-5). This means that the stability of the DNA duplex is not compromised as compared to the control regardless of DNA sequence. The fluorescence quantum yield of tC is essentially unchanged between single stranded and double stranded DNA - 0.21 for single stranded DNA and 0.19 for duplex DNA. Also, the fluorescence characteristics of tC are not sensitive to neighboring base combinations. tCo has been shown to be the brightest fluorescent nucleoside analogue in duplex context reported so far and even retains the majority of its fluorescence when surrounded by guanine residues. Indeed, tCo has been reported to be 25-50 times brighter than 2-aminopurine. The base analogue tCnitro is a FRET-acceptor together with tCO (or tC) as the donor molecule. This constitutes the first ever description of a nucleobase FRET-pair. This novel FRET-pair provides a unique tool for investigations of nucleic acid containing systems. tCnitro is virtually non-fluorescent under normal conditions.


Additional Recommended Reading

Glen Report 22.13.


References

  1. Ward, D.C., Reich, E., Stryer, L. Journal of Biological Chemistry, 1969, 244, 1228-1237.
  2. Berry, D.A., Jung, K.Y., Wise, D.S., Sercel, A.D., Pearson, W.H., Mackie, H., Randolph, J.B., Somers, R.L. Tetrahedron Letters, 2004, 45, 2457-2461.
  3. Wilhelmsson, L. M., Holmen, A., Lincoln, P., Nielsen, P. E., Norden, B. Journal of the American Chemical Society, 2001, 123, 2434-2435.
  4. Sandin, P., Wilhelmsson, L.M., Lincoln, P., Powers, V.E.C., Brown, T., Albinsson, B. Nucleic Acids Research, 2005, 33, 5019-5025.
  5. Sandin, P., Borjesson, K., Li, H., Martensson, J., Brown, T., Wilhelmsson, L.M., Albinsson, B. Nucleic Acids Research, 2008, 36, 157-167.
  6. Engman, K.C., Sandin, P., Osborne, S., Brown, T., Billeter, M., Lincoln, P., Norden, B., Albinsson, B., Wilhelmsson, L.M. Nucleic Acids Research, 2004, 32, 5057-5095.
  7. Lin, K., Jones, R.J., Matteucci, M. Journal of the American Chemical Society, 1995, 117, 3873-3874.
  8. Borjesson, K., Preus, S., El-Sagheer, A.H., Brown, T., Albinsson, B., Wilhelmsson, L.M. Journal of the American Chemical Society, 2009, 131, 4288-4293.
  9. Preus, S., Borjesson, K., Kilsa, K., Albinsson, B., Wilhelmsson, L.M. Journal of Physical Chemistry B, 2010, 114(2), 1050-1056.
  10. Borjesson, K., Sandin, P., Wilhelmsson, L.M. Biophysical Chemistry, 2009, 139, 24-28.
  11. Stengel, G., Gill, J.P., Sandin, P., Wilhelmsson, L.M., Albinsson, B., Norden, B., Millar, D. Biochemistry, 2007, 46(43), 12289-12297.
  12. Sandin, P., Stengel, G., Ljungdahl, T., Borjesson, K., Macao, B., Wilhelmsson L.M. Nucleic Acids Research, 2009, 37(12), 3924-3933.
  13. Stengel, G., Purse, B.W., Wilhelmsson, L.M., Urban, M., Kuchta, R.D. Biochemistry, 2009, 48(31), 7547-7555.
  14. Stengel, G., Urban, M., Purse, B.W., Kuchta, R.D. Analytical Chemistry, 2010, 82, 1082-1089.
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