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Volumn 39, Issue 40, 1998, Pages 7231-7234

The elusive 8-fluoroadenosine

Author keywords

Enzymes and Enzyme reactions; Fluorine and compounds; Nucleosides; Purines

Indexed keywords

ADENOSINE DERIVATIVE;

EID: 0032191562     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01594-9     Document Type: Article
Times cited : (11)

References (43)
  • 6
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    • Unpublished results
    • 19F NMR and UV spectroscopy. Barrio, J.R. Unpublished results.
    • Barrio, J.R.1
  • 10
    • 0029420365 scopus 로고
    • Protein stability at high temperatures
    • Apps, DK, Tipyon, KF eds, Portland Press, London
    • (b) Cowan, D.A. "Protein Stability at High Temperatures" Essays in Biochemistry 1995, 29, 193. Apps, DK, Tipyon, KF eds, Portland Press, London.
    • (1995) Essays in Biochemistry , vol.29 , pp. 193
    • Cowan, D.A.1
  • 12
    • 0002390806 scopus 로고
    • Principles and applications of nonaqueous enzymology
    • Blanch, HW, Clark, DS eds, Marcel Dekker, New York
    • (d) Dordick, J.S.; Principles and Applications of Nonaqueous Enzymology, Applied Biocatalysis 1991, 1, 1. Blanch, HW, Clark, DS eds, Marcel Dekker, New York.
    • (1991) Applied Biocatalysis , vol.1 , pp. 1
    • Dordick, J.S.1
  • 13
    • 85038543414 scopus 로고    scopus 로고
    • note
    • R screening set)] as suitable biocatalyst for deprotection of sugar acylated nucleosides in neutral aqueous/organic solutions. Biocatalysts tested have varying activities and specifities for a range of different purine, acyclopurine and pyrimidine nucleosides dependent on solvent and temperature.
  • 14
    • 85038539763 scopus 로고    scopus 로고
    • note
    • 8. Two centriplus-10 (10,000 MW cut off; Amicon Corp.) devices were washed with 1.0 mL 18 Mohm water to remove any residual preservatives prior to loading sample. Each centriplus-10 was loaded with the reaction mixture and spun at 6,000 rpm in an ultracentrifuge for 12 h at 4°C to dryness. An additional 1.0 mL 50 mM MOPS buffer, pH 7.0 was added to each centriplus-10 and spun at 6,000 rpm for 4h at 4°C. The ESL-001-02 biocatalyst was then recovered from the retentate and stored at 4°C in the 50 mM MOPS, pH 7.0 for reuse. The ESL-001-02 biocatalyst was reused many times (>6) in the deprotection of 2 with little or no apparent loss in activity.
  • 15
    • 85038540424 scopus 로고    scopus 로고
    • note
    • 9. Slow decomposition of 1 may occur during chromatography for which a rapid purification procedure is necessary.
  • 16
    • 85038544493 scopus 로고    scopus 로고
    • note
    • 4F = 286.0952; Found: 286.0955.
  • 22
    • 84989626311 scopus 로고    scopus 로고
    • note
    • 13C-NMR (Nair, V.; Young, D.A. Magnet. Res. Chem. 1987, 25, 937), it has been shown that unprotected nucleosides in the syn conformation have Δ(C-2'-C-3') of less than 0.5 ppm, and those preferentially in the anti conformation exhibit Δ(C-2'-C-3') greater than 2.8 ppm.
  • 26
    • 0003438540 scopus 로고
    • Cornell University Press: Ithaca, NY
    • 16. Fluorine has a small van der Waals radius (1.35 Å). See: Pauling, L. The Nature of the Chemical Bond, 3rd ed.; Cornell University Press: Ithaca, NY, 1960; p 260.
    • (1960) The Nature of the Chemical Bond, 3rd Ed. , pp. 260
    • Pauling, L.1
  • 29
    • 85038553865 scopus 로고    scopus 로고
    • note
    • Ado = 16.80 min).
  • 40
    • 0014229812 scopus 로고
    • 25. We determined the pKa of 1 and Ado in aqueous solution using a micro titrimetric procedure (1, pKa = 2.95 vs 3.59 for Ado; Lit. pKa value for Ado: 3.52; see Clauwaert, J.; Stockx, J.; Z. Naturforsch 1968, 23b, 25).
    • (1968) Z. Naturforsch , vol.23 B , pp. 25
    • Clauwaert, J.1    Stockx, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.