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Glycosidic bonds of the form discussed above are known as O-glycosidic bonds, in reference to the glycosidic oxygen that links the glycoside to the aglycone or reducing end sugar. In analogy, one also considers S-glycosidic bonds (which form thioglycosides ), where the oxygen of the glycosidic bond is replaced with a sulfur atom.
Most DNA molecules are actually two polymer strands, bound together in a helical fashion by noncovalent bonds; this double-stranded (dsDNA) structure is maintained largely by the intrastrand base stacking interactions, which are strongest for G,C stacks. The two strands can come apart—a process known as melting—to form two single-stranded ...
DNA glycosylases catalyze the first step of this process. They remove the damaged nitrogenous base while leaving the sugar-phosphate backbone intact, creating an apurinic/apyrimidinic site, commonly referred to as an AP site. This is accomplished by flipping the damaged base out of the double helix followed by cleavage of the N-glycosidic bond. [1]
DNA structure and bases A-B-Z-DNA Side View. Tertiary structure refers to the locations of the atoms in three-dimensional space, taking into consideration geometrical and steric constraints. It is a higher order than the secondary structure, in which large-scale folding in a linear polymer occurs and the entire chain is folded into a specific 3 ...
AP sites form when deoxyribose is cleaved from its nitrogenous base, breaking the glycosidic linkage between the two. This can happen spontaneously, as a result of chemical activity, radiation, or due to enzyme activity. The glycosidic linkages in DNA can be broken via acid-catalyzed hydrolysis. Purine bases can be ejected under weakly acidic ...
Chemical structures for Watson–Crick and Hoogsteen A•T and G•C+ base pairs. The Hoogsteen geometry can be achieved by purine rotation around the glycosidic bond (χ) and base-flipping (θ), affecting simultaneously C8 and C1 ′ (yellow). [1] A Hoogsteen base pair is a variation of base-pairing in nucleic acids such as the A•T pair.
Nucleosides are glycosylamines that can be thought of as nucleotides without a phosphate group.A nucleoside consists simply of a nucleobase (also termed a nitrogenous base) and a five-carbon sugar (ribose or 2'-deoxyribose) whereas a nucleotide is composed of a nucleobase, a five-carbon sugar, and one or more phosphate groups.
(a) Three hydrogen bonding edges of the four nucleotides (Guanine), showing nomenclature of each edge and (b) Cis and Trans orientations of the sugar moieties of the two nucleotide residues glycosidic bonds of a base pair with respect to hydrogen bonding direction. The arrows in (b) indicate glycosidic bonds as vectors.