8-oxo-dG-CE Phosphoramidite

5'-Dimethoxytrityl-N2-isobutyryl-8-oxo-deoxyGuanosine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
main product photo

Product Specifications

Formula:
C44H54N7O9P
M.W.:
855.93
F.W.:
345.21
CAS Number:
143060-53-1
To Retrieve a Catalog Number, Select a Pack Size and Format:
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Technical Documents

Safety Data Sheet (North America)

Safety Data Sheet (EU)

Safety Data Sheet (Other)

Extinction Table: Extinction Coefficient and Fluorescence Data

Glen Report 29.13: Studying DNA Repair Pathways Using Site-Specifically Modified Oligonucleotides

Glen Report 7.15: New Minor Bases

Glen Report 33-15: Technical Note - DNA and RNA Nucleoside Numbering System

Description

Cellular DNA is constantly being damaged by oxidation and alkylation, by free radicals, and by ultraviolet and ionizing radiation. The body has therefore evolved a number of repair enzyme systems to excise and repair these lesions. The 8-oxo purine monomers allow investigation of the structure and activity of oligonucleotides containing an 8-oxo mutation which is formed naturally when DNA is subjected to oxidative conditions or ionizing radiation. 5,6-Dihydro pyrimidines are naturally occurring compounds that are structural components of alanine transfer RNA. Dihydrouracil and the hydroxy pyrimidines are major base damage products formed by exposure of DNA to ionizing radiation.

Details

Usage

  • Coupling: No changes needed from standard method recommended by synthesizer manufacturer.
  • Deprotection: Cleave and deprotect with ammonium hydroxide containing 0.25M 2-mercaptoethanol 17 hours at 55°C to avoid oxidative degradation of the 8-oxo-dG site.
Specifications
Diluent Anhydrous Acetonitrile
Storage Refrigerated storage, maximum of 2-8°C, dry
Stability 24 hours

Dilution/Coupling Data

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

ABI 392/394

Catalog # Pack Size Grams/Pack 0.1M Dil. (mL) Approximate Number of Additions
LV40 LV200 40nm 0.2μm 1μm 10μm
10-1028-02 0.25 g .25grams 2.92 84 50.4 31.5 22.91 16.8 4.2
10-1028-90 100 µmol .086grams 1 20 12 7.5 5.45 4 1
10-1028-95 50 µmol .043grams 0.5 3.33 2 1.25 0.91 0.67 0.17

Expedite

Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-1028-02 0.25 g .25grams 4.36 0.07 80.8 50.5 36.73 5.05
10-1028-90 100 µmol .086grams 1.5 0.07 23.6 14.75 10.73 1.48
10-1028-95 50 µmol .043grams 0.75 0.07 8.6 5.38 3.91 0.54

References

2'-OMe-Phosphorodithioate-Modified siRNAs Show Increased Loading Into The RISC Complex And Enhanced Anti-tumour Activity Sherry Y. Wu, Xianbin Yang, Kshipra M. Gharpure, Hiroto Hatakeyama, Martin Egli, Michael H. McGuire, Archana S. Nagaraja, Takahito M. Miyake, Rajesha Rupaimoole, Chad V. Pecot, Morgan Taylor, Sunila Pradeep, Malgorzata Sierant, Cristian Rodriguez-Aguayo, Hyun J. Choi, Rebecca A. Previs, Guillermo N. Armaiz-Pena, Li Huang, Carlos Martinez, Tom Hassell, Cristina Ivan, Vasudha Sehgal, Richa Singhania, Hee-Dong Han, Chang Su, Ji Hoon Kim, Heather J. Dalton, Chandra Kovvali, Khandan Keyomarsi, Nigel A.J. McMillan, Willem W. Overwijk, Jinsong Liu, Ju-Seog Lee, Keith A. Baggerly, Gabriel Lopez-Berestein, Prahlad T. Ram, Barbara Nawrot & Anil K. Sood

Synthesis and Hybridizing Property of Oligonucleotides Including 2′-C,4′-C-Ethyleneoxy-Bridged 2′-Deoxyadenosine with an Exocyclic Methylene Unit Osawa, T., Onishi, Y., Wakita, S., Ito, Y., & Hari, Y.

DNA photo-cross-linking using a pyranocarbazole-modified oligodeoxynucleotide with a D-threoninol linker Fujimoto, K., Yamaguchi, T., Inatsugi, T., Takamura, M., Ishimaru, I., Koto, A., & Nakamura, S.

Intratumoral delivery of RIG-I agonist SLR14 induces robust antitumor responses Jiang, X., Muthusamy, V., Fedorova, O., Kong, Y., Kim, D. J., Bosenberg, M., Iwasaki, A.

Structural snapshots of base excision by the cancer-associated variant MutY N146S reveal a retaining mechanism Merve Demir, L Peyton Russelburg, Wen-Jen Lin, Carlos H Trasvi

Synergistic effects on mutagenicity of tandem lesions containing 8-oxo-7,8-dihydro-2’-deoxyguanosine or Fapy dG flanked by a 3’- 5-formyl-2’-deoxyuridine in human cells Jan Henric T. Bacurio, Shijun Gao, Haozhe Yang, Ashis K. Basu, Marc M. Greenberg

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