Literature DB >> 967677

The base catalysed anomerisation of beta-5-formyluridine; crystal and molecular structure of alpha-5-formyluridine.

V W Armstrong, J K Dattagupta, F Eckstein, W Saenger.   

Abstract

On treatment with strong base beta-5-formyluridine undergoes an anomerisation to give a mixture of the alpha- and beta-anomers. The anomers have been separated by fractional recrystallisation and the absolute configuration of the alpha-anomer has been determined by X-ray analysis.

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Year:  1976        PMID： 967677      PMCID： PMC343037          DOI： 10.1093/nar/3.7.1791

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN： 0305-1048            Impact factor:   16.971


  11 in total

1.  C-glycosyl nucleosides. V. Some unexpected observations on the relative stabilities of compounds containing fused five-membered rings with epimerizable substituents.

Authors:  H Orui; G H Jones; J G Moffatt; M L Maddox; A T Christensen; S K Byram
Journal:  J Am Chem Soc       Date:  1975-08-06       Impact factor: 15.419

2.  THE CHEMISTRY OF PSEUDOURIDINE. SYNTHESIS OF PSEUDOURIDINE-5'-DIPHOSPHATE.

Authors:  R W CHAMBERS; V KURKOV; R SHAPIRO
Journal:  Biochemistry       Date:  1963 Nov-Dec       Impact factor: 3.162

3.  STUDIES ON SYNTHETIC NUCLEOSIDES. IV. A NEW SYNTHETIC METHOD OF PYRIMIDINE AND PURINE RIBOSIDES.

Authors:  T NISHIMURA; B SHIMIZU; I IWAI
Journal:  Chem Pharm Bull (Tokyo)       Date:  1964-12       Impact factor: 1.645

4.  Nucleoside phosphorothioates.

Authors:  F Eckstein
Journal:  J Am Chem Soc       Date:  1970-07-29       Impact factor: 15.419

5.  Optical rotatory dispersion of nucleic acid derivatives. 8. The conformation of pyrimidine nucleosides in solution.

Authors:  T R Emerson; R J Swan; T L Ulbricht
Journal:  Biochemistry       Date:  1967-03       Impact factor: 3.162

6.  Letter: Nucleic acid hydrolysis. I. Isomerization and anomerization of pyrimidic deoxyribonucleosides in an acidic medium.

Authors:  J Cadet; R Teoule
Journal:  J Am Chem Soc       Date:  1974-10-02       Impact factor: 15.419

Review 7.  The crystal structures of purines, pyrimidines and their intermolecular complexes.

Authors:  D Voet; A Rich
Journal:  Prog Nucleic Acid Res Mol Biol       Date:  1970

8.  Stereochemistry of nucleic acids and their constituents. 18. Conformational analysis of alpha nucleosides by x-ray crystallography.

Authors:  M Sundaralingam
Journal:  J Am Chem Soc       Date:  1971-12       Impact factor: 15.419

9.  Traumatic rupture of hypernephroma.

Authors:  H Ganji; R Bryan; I Cohn
Journal:  Am J Surg       Date:  1968-07       Impact factor: 2.565

10.  Circular dichroism of nucleoside derivatives. V. Cytosine derivatives.

Authors:  D W Miles; M J Robins; R K Robins; M W Winkley; H Eyring
Journal:  J Am Chem Soc       Date:  1969-02-12       Impact factor: 15.419
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  5 in total

1.  Use of nucleotide analogs by class I and class II CCA-adding enzymes (tRNA nucleotidyltransferase): deciphering the basis for nucleotide selection.

Authors:  Hyundae D Cho; Adegboyega K Oyelere; Scott A Strobel; Alan M Weiner
Journal:  RNA       Date:  2003-08       Impact factor: 4.942

2.  Replication bypass and mutagenic effect of alpha-deoxyadenosine site-specifically incorporated into single-stranded vectors.

Authors:  H Shimizu; R Yagi; Y Kimura; K Makino; H Terato; Y Ohyama; H Ide
Journal:  Nucleic Acids Res       Date:  1997-02-01       Impact factor: 16.971

3.  Iodine monochloride facilitated deglycosylation, anomerization, and isomerization of 3-substituted thymidine analogues.

Authors:  Ahmed Khalil; Keisuke Ishita; Tehane Ali; Rohit Tiwari; Ramy Riachy; Antonio Toppino; Sherifa Hasabelnaby; Naum Sayfullin; Allen G Oliver; Judith Gallucci; Zhenguo Huang; Werner Tjarks
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2014       Impact factor: 1.381

4.  Substrate and mispairing properties of 5-formyl-2'-deoxyuridine 5'-triphosphate assessed by in vitro DNA polymerase reactions.

Authors:  M Yoshida; K Makino; H Morita; H Terato; Y Ohyama; H Ide
Journal:  Nucleic Acids Res       Date:  1997-04-15       Impact factor: 16.971

Review 5.  Review of α-nucleosides: from discovery, synthesis to properties and potential applications.

Authors:  Guangcheng Ni; Yuqi Du; Fan Tang; Jiang Liu; Hang Zhao; Qianming Chen
Journal:  RSC Adv       Date:  2019-05-07       Impact factor: 4.036
  5 in total

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