Novel Carboxaldehyde Mediated Synthetic Pathway for 5′-Amino Adenosine Analogues

Modifications of the 5′-position of adenosine have been prepared via a novel 5′-carboxaldehyde synthon. The described methodology should prove useful for making related compounds in which amine-derived moieties off the 5′-position of adenosine (or related nucleoside congeners) can be easily incorpor...

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Bibliographic Details
Published inNucleosides, nucleotides & nucleic acids Vol. 34; no. 5; pp. 348 - 360
Main Authors Gibbons, Garrett S., Showalter, Hollis D., Nikolovska-Coleska, Zaneta
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis 2015
Subjects
Adenosine - analogs & derivatives
Adenosine - chemical synthesis
Amination
Biochemistry & Molecular Biology
Chemistry Techniques, Synthetic - methods
enzyme inhibition
Life Sciences & Biomedicine
modified nucleosides
reductive amination
Science & Technology
Synthetic methodology
HISTONE METHYLTRANSFERASE DOT1L
AMINO-ACID
POTENT
reductive amination
enzyme inhibition
modified nucleosides
INHIBITORS
LEUKEMIA
DERIVATIVES
Synthetic methodology
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Summary:Modifications of the 5′-position of adenosine have been prepared via a novel 5′-carboxaldehyde synthon. The described methodology should prove useful for making related compounds in which amine-derived moieties off the 5′-position of adenosine (or related nucleoside congeners) can be easily incorporated via reductive amination, especially for the incorporation of aromatic amines.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1525-7770
1532-2335
DOI:10.1080/15257770.2014.1001074