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Information Journal Paper

Title

INTERACTIONS ON N-GLYCOSIDIC BOND CLEAVAGE IN 3-METHYL-2'-DEOXYADENOSINE AND 2'- DEOXYADENOSINE

Pages

  908-918

Abstract

 The effects of structural parameters and intramolecular interactions on N-GLYCOSIDIC BOND length in 3-methyl-2'- deoxyadenosine (3MDA) and 2'-deoxyadenosine (DA) were investigated employing quantum mechanical methods. All calculations were performed at B3LYP/6-311++G** level in the gas phase. The N-GLYCOSIDIC BOND length strongly depends on sugar configuration; it is shorter in syn conformation relative to anti in many cases where they have the same sugar ring configuration. The sugar conformation can influence the N-GLYCOSIDIC BOND through interaction with the O4' atom. The impact of intramolecular IMPROPER HYDROGEN BONDs and H-H bonding interactions on N-GLYCOSIDIC BOND length was investigated in DA and 3MDA and their modeled structures. IMPROPER HYDROGEN BONDs decrease N-GLYCOSIDIC BOND length while H-H bonding interactions increase it.

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  • Cite

    APA: Copy

    EBRAHIMI, A., HABIBI KHORASSANI, M., & BAZZI, S.. (2011). INTERACTIONS ON N-GLYCOSIDIC BOND CLEAVAGE IN 3-METHYL-2'-DEOXYADENOSINE AND 2'- DEOXYADENOSINE. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY(JICS), 8(4), 908-918. SID. https://sid.ir/paper/282634/en

    Vancouver: Copy

    EBRAHIMI A., HABIBI KHORASSANI M., BAZZI S.. INTERACTIONS ON N-GLYCOSIDIC BOND CLEAVAGE IN 3-METHYL-2'-DEOXYADENOSINE AND 2'- DEOXYADENOSINE. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY(JICS)[Internet]. 2011;8(4):908-918. Available from: https://sid.ir/paper/282634/en

    IEEE: Copy

    A. EBRAHIMI, M. HABIBI KHORASSANI, and S. BAZZI, “INTERACTIONS ON N-GLYCOSIDIC BOND CLEAVAGE IN 3-METHYL-2'-DEOXYADENOSINE AND 2'- DEOXYADENOSINE,” JOURNAL OF THE IRANIAN CHEMICAL SOCIETY(JICS), vol. 8, no. 4, pp. 908–918, 2011, [Online]. Available: https://sid.ir/paper/282634/en

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