Fluorous affinity purification of oligonucleotides

Journal of Organic Chemistry

Volumn 70, Issue 18, 2005, Pages 7114-7122

  Pearson, William H ^a   Berry, David A ^a   Stoy, Patrick ^a   Jung, Kee Yong ^a   Sercel, Anthony D ^a  

^a Berry and Associates Inc   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIA; EXTRACTION; PH EFFECTS; PHOSPHORS; PURIFICATION; SYNTHESIS (CHEMICAL);

DETRITYLATION; FLUOROUS DIMETHOXYTRITYL (FDMT); NUCLEOSIDE PHOSPHORAMIDITES; OLIGONUCLEOTIDES;

ORGANIC COMPOUNDS;

ADSORBENT; AMMONIA; FLUORINE DERIVATIVE; OLIGONUCLEOTIDE; PERFLUORO COMPOUND; PHOSPHORAMIDOUS ACID DERIVATIVE; TRITYL DERIVATIVE;

ARTICLE; MOLECULAR STABILITY; PH; PURIFICATION; SOLID PHASE EXTRACTION; SOLID PHASE SYNTHESIS;

AFFINITY LABELS; BASE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLUORINE; MOLECULAR SEQUENCE DATA; OLIGONUCLEOTIDES;

EID: 24144481473     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo050795y     Document Type: Article

References (64)

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57. max 429 nm.
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59. A FluoroFlash 4.6 × 150 mm HPLC column was used. For SPE, both 5 μm (90 Å) and 40 μm (60 Å) FluoroFlash silica gel were examined. FluoroFlash is a registered trademark of Fluorous Technologies, Inc.
60. 18 silica; hence, we often use RP-HPLC to analyze fluorous-tagged compounds. It is known that fluorous tags are nonpolar and can be useful in separations using RP adsorbents. However, for maximum selectivity and generality, separations based on the retention of fluorous materials on fluorous adsorbents is the best choice. See ref 15b.
61. Fluoro-Pak is a trademark of Berry & Associates, Inc.
62. The results reported herein involved 100 mg of adsorbent for the purification of both 200 nmol and 1 mmol synthesis products, but we have recently found that 75 mg and 150 mg Fluoro-Pak columns are best matched for these two synthesis sizes.
63. Diluting the ammonia solution with 5% aqueous DMF containing 100 mg/mL NaCl was found to enhance the rate of binding of the fluorous-tagged oligonucleotides to the Fluoro-Pak adsorbent. While the thermodynamics of binding are favorable, the kinetics of binding are slow without this modification. Salt solutions are known to improve binding to RP cartridges. See, for example: (a) User Guide: Trityl-on Oligonucleotide Purification; Varian Analytical Instruments: Palo Alto, CA.
64. (b) Reddy, M. P.; Farooqui, F., US Patent 5,770,723, June 23, 1998.