Literature DB >> 14185582

THE CRYSTAL AND MOLECULAR STRUCTURE OF 5-FLURO-2'-DEOXY-BETA-URIDINE.

D R HARRIS, W M MACINTYRE.   

Abstract

The crystal structure of 5-fluoro-2'-deoxy-beta-uridine (FUDR) has been solved and the details of the molecular structure determined by x-ray analysis. The bond lengths and angles have been measured and are compared with the dimensions found for calcium thymidylate and adenylic acid. In all three compounds the bonds formed by the nitrogen atom involved in the glycosidic bond are not coplanar. Furthermore, it is found that in FUDR the C2' carbon atom is out of the plane of the ribose ring. The possible effect of these observations on nucleic acid structures is discussed.

Entities:  

Keywords:  CHEMISTRY; EXPERIMENTAL LAB STUDY; FLUORODEOXYURIDINE; NUCLEIC ACIDS

Mesh:

Substances:

Year:  1964        PMID: 14185582      PMCID: PMC1367500          DOI: 10.1016/s0006-3495(64)86778-3

Source DB:  PubMed          Journal:  Biophys J        ISSN: 0006-3495            Impact factor:   4.033


  7 in total

1.  Some metabolic approaches to cancer chemotherapy.

Authors:  A D WELCH
Journal:  Cancer Res       Date:  1961-12       Impact factor: 12.701

2.  Base pairing in DNA.

Authors:  J DONOHUE; K N TRUEBLOOD
Journal:  J Mol Biol       Date:  1960-12       Impact factor: 5.469

3.  Growth inhibition of a human tumor cell strain by 5-fluoro-2-deoxyuridine: time parameters for subsequent reversal by thymidine.

Authors:  M L EIDINOFF; M A RICH
Journal:  Cancer Res       Date:  1959-06       Impact factor: 12.701

4.  A mechanism of resistance to 8-azaguanine. II. Studies with experimental neoplasms.

Authors:  R W BROCKMAN; L L BENNETT; M S SIMPSON; A R WILSON; J R THOMSON; H E SKIPPER
Journal:  Cancer Res       Date:  1959-09       Impact factor: 12.701

5.  Studies on the mechanism of action of 5-iododeoxyuridine, an analog of thymidine.

Authors:  W H PRUSOFF
Journal:  Cancer Res       Date:  1960-01       Impact factor: 12.701

6.  Studies on fluorinated pyrimidines. III. The metabolism of 5-fluorouracil-2-C14 and 5-fluoroorotic-2-C14 acid in vivo.

Authors:  N K CHAUDHURI; B J MONTAG; C HEIDELBERGER
Journal:  Cancer Res       Date:  1958-04       Impact factor: 12.701

7.  Determination of the helical configuration of ribonucleic acid molecules by X-ray diffraction study of crystalline amino-acid-transfer ribonucleic acid.

Authors:  M SPENCER; W FULLER; M H WILKINS; G L BROWN
Journal:  Nature       Date:  1962-06-16       Impact factor: 49.962

  7 in total
  3 in total

1.  Base pairing in 5-chlorouridine.

Authors:  C L Coulter; S W Hawkinson
Journal:  Proc Natl Acad Sci U S A       Date:  1969-08       Impact factor: 11.205

2.  Correlation between glycosyl torsion angle and sugar ring pucker does not always exist.

Authors:  J N Low; P Tollin; H R Wilson
Journal:  Nucleic Acids Res       Date:  1982-09-25       Impact factor: 16.971

3.  The dimensions and shapes of the furanose rings in nucleic acids.

Authors:  S Arnott; D W Hukins
Journal:  Biochem J       Date:  1972-11       Impact factor: 3.857

  3 in total

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