Naturalproductman’s Blog

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Archive for the ‘Nucleic acids’ Category

cADPR agonist synthesis

Posted by naturalproductman on February 10, 2012

Barry Potter (not Harry Potter) and colleague in the UK have reported in JOC on the synthesis of a cyclic adenosine 5′-phosphate receptor (cADPR) agonist.

receptor

JOC paper

Posted in Asymmetric, Cascade Reactions, Methodology, Nucleic acids, Protein Targets, Proteins, Receptors | Leave a Comment »

DNA repair enzymes

Posted by naturalproductman on January 11, 2012

Sheila David and co-workers at UC Davis have reported in JACS on the DNA repair activities of Fpg and hOGG1 glycosylases.

DNA

JACS paper

Posted in Chemical Biology, Enzymes, Nucleic acids, Proteins | Leave a Comment »

Dewar lesions in DNA

Posted by naturalproductman on November 24, 2011

Thomas Carrell and co-workers at Ludwig Maximilians University Munich have reported in ACIEE on the mechanistic study of an intramolecular [2+2] reaction at a thymine-phosphate-thymine site, which is prone to undergo UV-damage.

Dewar

ACIEE paper

Posted in Cancer, Chemical Biology, Mechanistic, Methodology, Nucleic acids | Leave a Comment »

Demethylwyosine biosynthesis

Posted by naturalproductman on November 19, 2011

Vahe Bandarian and colleague at the University of Arizona have reported in Biochemistry on the biosynthetic study of demethylwyosine.

demethylwyosine

Biochemistry paper

Posted in Biosynthesis, Chemical Biology, Nucleic acids | Leave a Comment »

Oxetanocin A analog

Posted by naturalproductman on November 15, 2011

Amy Howell and co-workers at the University of Connecticut have reported in JOC on a fluorinated oxetanocin A analog.

oxetanocin A

JOC paper

Posted in Cascade Reactions, Methodology, Nucleic acids | Leave a Comment »

EFdA synthesis

Posted by naturalproductman on September 4, 2011

Shigefumi Kuwahara and co-workers from Tohoku University have reported in Organic Letters on their synthesis of an anti-HIV compound, 4′-ethynyl-2-fluoro-2′-deoxyadenosine (EFdA).

HIV

OL paper

Posted in Diseases, HIV, Methodology, Nucleic acids, Total Synthesis | Leave a Comment »

5-Formylcytosine

Posted by naturalproductman on July 3, 2011

Thomas Carell and co-workers have published in ACIEE on the isolation of 5-formylcytosine in mammalian embryonic stem cells.

formyl cytosine

ACIEE paper

Posted in Chemical Biology, Nucleic acids | Leave a Comment »

Hydroxymethylcytosine can get attacked.

Posted by naturalproductman on January 26, 2011

Saulius Klimasauskas and co-workers at Vilnius University in Lithuania have published in ACIEE on an enzyme mechanism study where they looked at what this enzyme, DNA cytosine-5-methyl transferase, would do to hydroxymethylcytosine in the presence of a nucleophilic molecule such as a thiol.

thiol

ACIEE paper

Posted in Mechanistic, Nucleic acids | Leave a Comment »

Inactive Analog

Posted by naturalproductman on January 24, 2011

Piet Herdewijn and co-worker at the Katholieke Universiteit Leuven in Belgium have reported on a nucleoside analog in the hopes of uncovering anti-HCV activity.  Unfortunately however, this compound did not have any biological activity.  You might think that this information is not good because it didn’t have biological activity – but to a computational chemist, who is familiar with QSAR (quantitative structure activity relationships) and COMFA, COMSIA and other computer aided drug design techniques, this information is indeed valuable.  The paper does mention however a biologically active  nucleoside analog (a natural product), C-branched nucleoside oxetanocin A, that has a four membered ring instead of the usual ribose ring.

anti HCV

European JOC paper

Posted in Diseases, HIV, Methodology, Nucleic acids, Unnatural Products | Leave a Comment »

(2′R)-2′-Deoxy-2′-C-methyluridine Synthesis

Posted by naturalproductman on December 6, 2010

Sebastian Lemaire and co-workers at Johnson and Johnson Pharmaceuticals have published in JOC on an approach to synthesize a methylated nucleotide from uridine – the trick is to selectively protect the 3′ and 5′ alcohols simultaneously using a TIPDS (1,3-(1,1,3,3)-tetraisopropyldisiloxanylidene) protecting group, which will leave the 2′ hydroxy mostly unprotected.

methyl

 

JOC paper

Posted in Diastereoselective, Methodology, Nucleic acids | Leave a Comment »

 
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