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Oligo Synthesis

Oligo Synthesis : CEPs

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Ribo-tC° Phosphoramidite

Ribo-tC° Phosphoramidite

Glen Research

Catalogue No.DescriptionPack SizePriceQty
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10-3517-02Ribo-tC° Phosphoramidite 0.25 grams €1,539.00 Quantity Add to Order
10-3517-90Ribo-tC° Phosphoramidite 100 umoles €590.52 Quantity Add to Order
10-3517-95Ribo-tC° Phosphoramidite 50 umoles €311.22 Quantity Add to Order

Description

Ribo-tC° Phosphoramidite

5'-O-(4,4'-Dimethoxytrityl)-1'-(1,3-diaza-2-oxophenoxazin-1-yl)-2’-O-TBDMS-β-D-ribofuranosyl-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite

Product Specifications

Formula:
C51H64N5O9PSi
M.W.:
950.16
F.W.:
395.26
CAS Number:
1188522-62-4
Description

The bright fluorescent tricyclic cytosine analogues tC and tCO stand out among fluorescent bases due to their virtually unquenched fluorescence inside single- or double-stranded DNA. Until recently, this family of tricyclic cytosines had only been studied and used in DNA contexts and, importantly, introduced as possible donors of the first DNA base analogue FRET-pair with tCnitro. Fluorescent base analogues for RNA are limited in number compared to their DNA counterparts. To facilitate the application of such analogues, characterization of their structural and dynamics behavior in RNA compared to the corresponding natural nucleoside is important. We now introduce the tCO ribonucleoside, which has been incorprated into a range of RNA sequences, where it was shown to be a very potent and useful fluorophore in this context.1 Glen Research offers this useful fluorescent ribonucleoside analogue in cooperation with ModyBase HB.

The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.

Technical documents
Safety Data Sheet (North America)
View Safety Data Sheet
Safety Data Sheet (EU)
View Safety Data Sheet
Safety Data Sheet (Other)
View Safety Data Sheet
Glen Report 30.11: Introducing ribo-tCo<>/sup>
View Report

 

 

Glen Report 30.1

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References

References

1. A Highly Fluorescent DNA Base Analogue that Forms floatLefttson-Crick Base Pairs with Guanine. Wilhelmsson L.M., Holmén, A., Lincoln, P., Nielsen, P.E., Nordén, B.. J. Am. Chem. Soc.; 2001, 123(10); 2434-2435.

2. Fluorescent Properties of DNA Base Analogue tC upon Incorporation into DNA – Negligible Influence of Neighboring Bases on Fluorescence Quantum Yield. Sandin, P., Wilhelmsson, L.M., Lincoln, P., Powers, V.E.C., Brown, T., Albinsson, B.. Nucleic Acids Res.; 2005, 33(16); 5019-5025.

3. Characterisation and Use of an Unprecedentedly Bright and Structurally Non-perturbing Fluorescent DNA Base Analogue. Sandin, P., Börjesson, K., Li, H., Mårtensson, J., Brown, T., Wilhelmsson, L.M., Albinsson, B.. Nucleic Acids Res.; 2008, 36(1); 157-167.

4. A Nucleic Acid Base Analog FRET-pair Facilitating Detailed Structural Measurements in Nucleic Acid Containing Systems. Börjesson, K., Preus, S., El-Sagheer, A.H., Brown, T., Albinsson, B., Wilhelmsson, L.M.. J. Am. Chem. Soc.; 2009, 131; 4288-4293.

5. Highly Efficient Incorporation of the Fluorescent Nucleotide Analogues tC and tCO by Klenow Fragment. Sandin, P., Stengel, G., Ljungdahl, T., Börjesson, K., Macao, B., Wilhelmsson, L.M.. Nucleic Acids Res.; 2009, 37(12); 3924-3933.

6. Ambivalent Incorporation of the Fluorescent Cytosine Analogues tC and tCO by Human DNA Polymerase α and Klenow Fragment. Stengel, G., Purse, B.W., Wilhelmsson, L.M., Urban, M., Kuchta, R.D.. Biochemistry; 2009, 48(31); 7547-7555.

7. Discrimination against the Cytosine Analog tC by Escherichia coli DNA Polymerase IV DinB. Walsh, J.M., Bouamaied, I., Brown, T., Wilhelmsson, L.M., Beuning, P.J.. J. Mol. Biol.; 2011, 409; 89-100.

8. Mammalian Transcription Factor A is a Core Component of the Mitochondrial Transcription Machinery. Shi, Y., Dierckx, A., Wanrooij, P.H., Larsson, N-G., Wilhelmsson, L.M., Falkenberg, M., Gustafsson, C.M..Proc. Natl. Acad. Sci. U.S.A.; 2012, 109(41), 16510-16515.

9. FRETmatrix: A General Methodology for the Simulation and Analysis of FRET in Nucleic Acids. Preus, S., Kilså, K., Miannay, F-A., Albinsson, B., Wilhelmsson, L.M.. Nucleic Acids Res.; 2013, 41(1), e18.

10. Studying Z-DNA and B- to Z-DNA transitions using a cytosine analogue FRET-pair. Dumat, B., Larsen, A.F., Wilhelmsson, L.M.. Nucleic Acids Res.; 2016, 44, e101.

11. Twist-open mechanism of DNA damage recognition by the Rad4/XPC nucleotide excision repair complex. Velmurugu, Y. Chen, X.J., Sevilla, P.S., Min, J.H., Ansari, A.. Proc. Natl. Acad. Sci. U.S.A.; 2016, 113, E2296-E2305.

12. In Vitro Fluorogenic Real-Time Assay of the Repair of Oxidative DNA Damage. Edwards S.K., Ono T., Wang S., Jiang W., Franzini R.M., Jung J.W., Chan K.M., Kool E.T.. ChemBioChem; 2015, 16, 1637-1646.

13. Fluorescent RNA cytosine analogue – an internal probe for detailed structure and dynamics investigations. Füchtbauer, A.F., Preus, S., Börjesson, K., McPhee, S.A., Lilley D.M.J., Wilhelmsson, L.M.. Sci. Rep.; 2017, 7, 2393.

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Notes

Absorption and emisssion data for tC and tCo are collected below:

tCQY  
      (L/mol.cm)
single-
stranded		 0.21 385nm 4000
double-
stranded		 0.19    
tCoQY   
      (L/mol.cm)
single-
stranded		 0.30 360nm 9000
double-
stranded		 0.21    

(QY determined relative to quinine sulfate in 0.5M H2SO4)

Intellectual Property

These products are offered in collaboration with ModyBase HB.

If you cannot find the answer to your problem then please contact us or telephone +44 (0)1954 210 200