Download Advanced Organic Chemistry of Nucleic Acids by Zoe A. Shabarova, Alexey A. Bogdanov PDF
By Zoe A. Shabarova, Alexey A. Bogdanov
Sequencing, cloning, transcription - those are yet a couple of key concepts at the back of the present breathtaking advances in molecular biology and biochemistry. As those tools continuosly diversify, biochemists want a sound chemical figuring out to maintain the speed. Chemists starting operating within the molecular biology lab want an advent to this box from their standpoint. This publication serves either: it describes many of the recognized chemical reactions of nucleosides, nucleotides, and nucleic acids in enough element to supply the specified historical past, and also, the elemental relatives among series, constitution and performance of nucleic acids are presented.The first variation of this ebook, which was once released in Russian, has instantly turn into a well-known usual reference. This moment, completely revised and up-to-date version, now released in English, is probably going to accomplish an analogous place within the foreign medical neighborhood.
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Extra resources for Advanced Organic Chemistry of Nucleic Acids
In the case of amino derivatives, it is generally more difficult to chose between the enamine and ketimine forms, although the above assumptions favor the enamine form. K. I. Budovskii, published in English by Plenum Press (see references at the end of this chapter). 36 2 Properties of Nucleosides In view of the fact that substituents are present at N1 of pyrimidine bases and of purine bases in nucleic acids and their monomer units, the possibilities of tautomeric transitions are limited. Experimental proof supporting the existence of particular tautomeric forms of pyrimidines and purines in appropriate nucleosides (in aqueous solutions) was provided by U\r IR and NMR spectroscopy.
Similarly, a bisulfite ion is added at the C5-C6double bond. This reaction has been studied especially well on nucleotides. The addition of osmium tetraoxide at the C5-C6 double bond causes hydroxylation of the pyrimidine ring. 0 R 0 0 R R H - d c o x y r i b o s e residue The oxidation of thymidine is much easier than that of uracil and cytosine ribo- and deoxyribonucleosides. The family of furocumarin derivatives known as psoralens has been actively investigated with regard to the capacity of these compounds to act both as dermal photosensitising agents and as probes of nucleic acids structure and function.
Attempts to make adenosine enter into this reaction are successful only under vigorous conditions. 1 Heterocyclic Bases 47 The reactions of amino group substitution in nucleosides, especially in the case of cytosine derivatives, are widely used in nucleic acid chemistry as a means for controlled modification of bases. Nucleophilic substitution reactions also find use in synthetic chemistry of nucleosides. , in uracil derivatives) also belongs to nucleophilic substitution reactions. For example: R R K-rihuse residue As a result of incorporation of thio groups into ribo- and deoxyribopyrimidine nucleosides, reactive intermediates are formed, from which both major natural nucleosides and their various analogues can be obtained.