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Effect of C5-amino substituent on 2′-deoxyuridine base pairing with 2′-deoxyadenosine: investigation by 1H and 13C NMR spectroscopy

✍ Scribed by Dinesh.A. Barawkar; R.Krishna Kumar; K.N. Ganesh

Book ID
104204110
Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
676 KB
Volume
48
Category
Article
ISSN
0040-4020

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✦ Synopsis

Substituents e S-pos+ion of ag, mth complementary punnes, erther by rbnidine base are known to aflect its base pairing properties of CZ and C4 carbonyls. enng the imino NJ-H acidity or by modzijEting the acceptor strength This paper reports comparative base pair property of S-methyl-2'-deoxyuridine (dT) and S-amino-2'-deoquridine (dUNEId with 2'-akxyadenosine @A) as their 3',5'-di-t-butyldimerhylsilyl derivatives in chloroform-d. Using 'Hand "C NMR. it is demonstrated that the S-NH, substituent in 2'-deoxyuridine results in (i) decreased association (lower Kd with 2'-deoxyadenosine compared to dA:dT complexation and (ii) increased receptor strength of C2 carbonyl compared to C4 carbonyl and (iii) lower temperature for separation of 6-amino protons of d4 due to its complexation with dUNHz compared to that with dl:

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