Debromination of 8-bromo-2'-deoxyguanosine by methylene blue and visible light

Tetrahedron Letters

Volumn 40, Issue 8, 1999, Pages 1441-1444

  Venkatarangan, Lata ^a   Yang, Dan Hui ^a   Epling, Gary A ^a   Basu, Ashis K ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

Dehalogenation; Electron transfer; Nucleoside; Photolysis

Indexed keywords

DEOXYGUANOSINE DERIVATIVE; METHYLENE BLUE;

ARTICLE; DEBROMINATION; ELECTRON TRANSPORT; LIGHT; PHOTOLYSIS; PHOTOSTIMULATION; SYNTHESIS;

EID: 0033582605     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00005-2     Document Type: Article

References (16)

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13. HPLC. HPLC separations were performed using a reverse-phase column (Phenomenex Ultramex C-18, 4.6 x 250 mm). The debromination of 8-Br-dG was monitored by using a gradient of 0-12% acetonitrile in water (1 mL/min flow rate). The elution times of dG and 8-Br-dG were 13.0 and 21.0 min, respectively.
14. Andrieux, C.P.; Saveant, J.M.; Binh Su, K. J. Phy. Chem. 1986, 90, 3815.
15. Davidson, R.S.; Goodin, J.W. Tetrahedron Lett. 1981, 22, 163 and references cited therein.
16. 3N (1.4 mL) was added and the solution was purged with nitrogen for an additional 5 min. Subsequently, the cuvette was stoppered and irradiated with two 90 W halogen lamps (placed 10 inches apart with the cuvette in the middle). Purification. Methylene blue was removed from the reaction mixture by using an ion exchange column. A Bakerbond spe column (inner diameter 0.5 inch) was dry packed 1.5 inches with Bakerbond carboxylic acid ion exchange resin (40 μm with a pore size of 60 A°). The reaction mixture was loaded onto the column and eluted with water until the nucleosides eluted (5-7 mL). Subsequently, the dye was eluted with - 5 M NaCl, and the column was ready to be reused.