ORGANIC CHEMISTRY-ETEXT REG ACCESS
ORGANIC CHEMISTRY-ETEXT REG ACCESS
12th Edition
ISBN: 9781119308362
Author: Solomons
Publisher: WILEY
Question
Book Icon
Chapter 25, Problem 15P
Interpretation Introduction

Interpretation:

The mechanism of cationic intermediate formed by crosslinking of DNA (deoxyribonucleic acid) to mitomysin and the mechanism for the formation of dihydromitosene are to be represented.

Concept introduction:

舧 A nucleoside consists of a nucleobase (also termed as nitrogenous base), and a five-carbon sugar (either ribose or deoxyribose).

舧 A nucleotide consists of a nucleobase (also termed as nitrogenous base), a five-carbon sugar (either ribose or deoxyribose) and one or more phosphate groups.

舧 In a nucleoside, the anomeric carbon is linked through a glycosidic bond to the N9 of a purine or N1 of a pyrimidine.

舧 Examples of nucleosides include cytidine, uridine, adenosine, guanosine and thymidine.

舧 Sugar (ribose/deoxyribose) and nitrogenous bases are linked through N-glycosidic bonds.

舧 These glycosidic bonds are formed by condensation reaction of first carbon of sugar molecule with the nitrogen atom (N1 of pyrimidines and N9 of purines) of the nitrogenous base.

舧 This particular glycosidic bond is stable in basic solutions, but readily hydrolyzes in the presence of acids.

舧 DNA is the genetic material in human beings and most of the biological systems. The proportion of DNA is constant in all diploid human cells. However, gamete cells are haploid and are composed of half of the amount of DNA present in diploid cells.

舧 DNA exists in the form of a double stranded helix in which complementary bases are present opposite to each other and form base pairs.

舧 In most common form of DNA, that is, B-DNA, 10 base pairs occupy a distance of 34 Å >.

舧 Mitomysin is an anticancer agent, which forms DNA crosslinks by binding to amino group of Guanine residue. It bears quinone moiety and aziridine ring along with the heterocyclic purine type ring. This quinone moiety undergoes reduction to form quinol, which cleaves its aziridine ring to form bond with guanine residue. Such bonding causes methylation of amino group in guanine. All these reactions are formed from a cationic intermediate, which is stabilized by quinol groups. Moreover, the intermediate can give rise to 1-dihydromitosene.

Blurred answer
Students have asked these similar questions
b. Please complete the zig-zag conformation of the compound (3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes. 4
c. Serricornin, the female-produced sex pheromone of the cigarette beetle, has the following structure. OH What is the maximum number of possible stereoisomers? Is this structure a meso compound? d. Please consider the natural product alkaloids shown below. Are these two structures enantiomers, diastereomers or conformers? H HO H H HN HO HN R R с R=H cinchonidine R=ET cinchonine H
Nail polish remover containing acetone was spilled in a room 5.23 m × 3.28 m × 2.76 m. Measurements indicated that 2,250 mg of acetone evaporated. Calculate the acetone concentration in micrograms per cubic meter.
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning