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Oligo Synthesis

Oligo Synthesis : CEPs

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5-Carboxy-dC-CE Phosphoramidite

5-Carboxy-dC-CE Phosphoramidite

Glen Research

Catalogue No.DescriptionPack SizePriceQty
10-1066-025-Carboxy-dC-CE Phosphoramidite0.25g £960.00£883.20Offer until : 29-Feb-2020Offer Code : GLEN88% off all Glen Research products View Offer Quantity Add to Order
10-1066-905-Carboxy-dC-CE Phosphoramidite100umole £360.00£331.20Offer until : 29-Feb-2020Offer Code : GLEN88% off all Glen Research products View Offer Quantity Add to Order
10-1066-955-Carboxy-dC-CE Phosphoramidite50umole £184.00£169.28Offer until : 29-Feb-2020Offer Code : GLEN88% off all Glen Research products View Offer Quantity Add to Order

5-Carboxy-dC-CE Phosphoramidite

5-Carboxy-dC-CE Phosphoramidite

Glen Research

Structure

Catalog Number: 10-1066-xx

Description: 5-Carboxy-dC-CE Phosphoramidite

5'-Dimethoxytrityl-N-benzoyl-5-ethylcarboxy-2'-deoxyCytidine,
3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
Formula: C49H56N5O10P M.W.: 905.97 F.W.: 333.19

Diluent: Anhydrous Acetonitrile
Coupling: No changes needed from standard method recommended by synthesizer manufacturer.
Deprotection: Cleavage and deprotection should be carried out using a mild deprotection: 0.4M methanolic sodium hydroxide (methanol:water 4:1) for 17 hours at room temperature. Pipet off support and neutralize with 2M TEAA.Note: NaOH is not compatible with dmf protecting groups.
Storage: Refrigerated storage, maximum of 2-8°C, dry

Stability in Solution: 2-3 days

DNA Methylation

One of the fastest growing fields in biology and cancer research is epigenetics. While the underlying genetic code defines which proteins and gene products are synthesized, it is epigenetic control that defines when and where they are expressed. This dynamic control of gene expression is essential for X chromosome inactivation, embryogenesis, cellular differentiation and appears integral to memory formation and synaptic plasticity.

In 2009, two reports1,2 described the discovery of 5-hydroxymethyl-2’-deoxyCytidine (hmdC), a novel dC modification in Purkinje neurons and embryonic stem cells. Later, a third report found this modification to be strongly enriched in brain tissues associated with higher cognitive functions.3 This new dC modification is generated by the action of a-ketoglutarate dependent TET enzymes (ten eleven translocation), which oxidizes 5-Me-dC to hmdC. This finding stimulated discussion about active demethylation pathways that could occur, e.g., via base excision repair (BER), with the help of specialized DNA glycosylases. Alternatively, one could envision a process in which the hydroxymethyl group of hmdC is further oxidized to 5-formyl-dC (fdC) or 5-carboxy-dC (cdC) followed by elimination of either formic acid or carbon dioxide4,5.

Glen Research has supported this research since its inception by providing the building blocks for the synthesis of oligonucleotides containing all the new dC derivatives - hmdC, fdC and cdC. The first generation hmdC phosphoramidite was fairly very well accepted but requires fairly harsh deprotection conditions. Therefore, a second generation building block (5-Hydroxymethyl-dC II) developed by Carell and co-workers that is compatible with UltraMild deprotection has been introduced.6 A second generation fdC-phosphoramidite (5-Formyl-dC II), also developed by Carell and co-workers, has been introduced since it does not require the post synthesis elimination step of the first generation version.7

5-Formyl-dC and 5-carboxy-dC may find uses in research into DNA damage and repair processes.

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5-Carboxy-dC-CE Phosphoramidite

5-Carboxy-dC-CE Phosphoramidite

Glen Research

MSDS

Glen Report 23.1

Glen Report 23.2

If you cannot find the answer to your problem below then please contact us or telephone 01954 210 200

5-Carboxy-dC-CE Phosphoramidite

5-Carboxy-dC-CE Phosphoramidite

Glen Research

  1. S Kriaucionis and N Heintz, Science, 2009, 324, 929-30
  2. D Globisch, et al., PLoS One, 2010, 5, e15367
  3. S G Jin, X Wu, A X Li and G P Pfeifer, Nucleic Acides Res., 2011
  4. K M Schmitz, et al., Mol Cell, 2009, 33, 344-53
  5. S C Wu and Y Zhang, Nat Rev Mol Cell Biol, 11, 607-20
  6. M Sumino, A Ohkubo, H Taguchi, K Seio and M Sekine, Bioorganic & Medicinal Chemistry Letters, 2008, 18, 274-277
  7. N Karino, Y Ueno and A Matsuda, Nucleic Acids Res., 2001, 29, 2456-2463

If you cannot find the answer to your problem below then please contact us or telephone 01954 210 200

5-Carboxy-dC-CE Phosphoramidite

5-Carboxy-dC-CE Phosphoramidite

Glen Research

DILUTION/COUPLING DATA

The table below shows pack size data and, for solutions, dilutions and approximate couplings based on normal priming procedures.

ABI 392/394
Cat.No. Pack
Size
Grams/
Pack
0.1M Dil.
(mL)
LV40 LV200 40nm 0.2µm 1µm 10µm
Approximate Number of Additions
10-1066-02 0.25grams .25grams 2.76 78.67 47.2 29.5 21.45 15.73 3.93
10-1066-90 100µmoles .091grams 1 20 12 7.5 5.45 4 1
10-1066-95 50µmoles .045grams .5 3.33 2 1.25 .91 .67 .17
Expedite
Cat.No. Pack
Size
Grams/
Pack
Dilution
(mL)
Molarity 50nm 0.2µm 1µm 15µm
Approximate Number of Additions
10-1066-02 0.25grams .25grams 4.12 .07 76 47.5 34.55 4.75
10-1066-90 100µmoles .091grams 1.5 .07 23.6 14.75 10.73 1.48
10-1066-95 50µmoles .045grams .75 .07 8.6 5.38 3.91 .54
Beckman
Cat.No. Pack
Size
Grams/
Pack
Dilution
(mL)
Molarity 30nm 200nm 1000nm

Approximate Number of Additions
10-1066-02 0.25grams .25grams 4.12 .07 77.6 48.5 35.27

10-1066-90 100µmoles .091grams 1.5 .07 25.2 15.75 11.45

10-1066-95 50µmoles .045grams .75 .07 10.2 6.38 4.64

If you cannot find the answer to your problem below then please contact us or telephone 01954 210 200