Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 26.4, Problem 6P
The 2',3’-cyclic phosphodiester that is formed (Figure 26.7) when RNA is cleaved, forms a mixture of
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Treatment of adenosine with nitrous acid gives a nucleoside known as inosine. Suggest a reasonable mechanism for this reaction.
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Which of the following statements is FALSE on RNA?
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A tripeptide undergoes complete hydrolysis and the resulting mixture contains only phenylalanine and glycine. Draw all possible sequences for the original tripeptide.
Chapter 26 Solutions
Organic Chemistry (8th Edition)
Ch. 26.1 - In acidic solutions, nucleosides are hydrolyzed to...Ch. 26.1 - Draw the structure for each of the following: a....Ch. 26.3 - Indicate whether each functional group of the five...Ch. 26.3 - Prob. 4PCh. 26.3 - If one of the strands of DNA has the following...Ch. 26.4 - The 2',3-cyclic phosphodiester that is formed...Ch. 26.5 - Using a dark line for the original parental DNA...Ch. 26.7 - Why do both thymine and uracil specify the...Ch. 26.9 - If methionine is always the first amino acid...Ch. 26.9 - Four Cs occur in a row in the segment of mRNA...
Ch. 26.9 - UAA is a stop codon. Why does the UAA sequence in...Ch. 26.9 - Prob. 12PCh. 26.9 - Write the sequences of bases in the sense strand...Ch. 26.9 - List the possible codons on mRNA that speciy each...Ch. 26.10 - Adenine can be deaminated to hypoxanthine, and...Ch. 26.10 - Explain why thymine cannot be deaminated.Ch. 26.12 - Which of the following base sequences is most...Ch. 26 - What nonapeptide is coded for by the following...Ch. 26 - What is the sequence of bases in the template...Ch. 26 - Prob. 20PCh. 26 - A segment of DNA has 18 base pairs. It has 7...Ch. 26 - Name the following:Ch. 26 - Prob. 23PCh. 26 - Propose a mechanism for the following reaction:Ch. 26 - The first amino acid incorporated into a...Ch. 26 - Match the codon with the anticodon:Ch. 26 - a. Using the single-letter abbreviations for the...Ch. 26 - Which of the following pairs of dinucleotides are...Ch. 26 - Human immunodeficiency virus (HIV) is the...Ch. 26 - If a mRNA contained only U and G in random...Ch. 26 - Why is the codon a triplet rather than a doublet...Ch. 26 - RNAase, the enzyme that catalyzes the hydrolysis...Ch. 26 - The amino acid sequences of peptide fragments...Ch. 26 - Which cytosine in the following sense strand of...Ch. 26 - Prob. 36PCh. 26 - Sodium nitrite, a common food preservative (page...Ch. 26 - Why does DNA not unravel completely before...Ch. 26 - Staphylococcus nuclease is an enzyme that...
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- (a) An aliphatic aminoglycoside is relatively stable to base, but it is quickly hydrolyzed bydilute acid. Propose a mechanism for the acid-catalyzed hydrolysis.NHHCH2RR2NH2 + sugarRHHOH OHOH Oan aliphatic ribosideH3O+ +(b) Ribonucleosides are not so easily hydrolyzed, requiring relatively strong acid.Using your mechanism for part (a), show why cytidine and adenosine (for example)are not so readily hydrolyzed. Explain why this stability is important for livingorganisms.arrow_forwardA tripeptide on hydrolysis produced glycine, alanine and leucine. The structures of these amino acids are shown below. On reaction with Edman’s reagent, leucine was released as the phenylhydantoin. Treatment of the tripeptide with carboxypeptidase gave glycine. Draw the structure of the tripeptide.arrow_forward5-Bromouracil (BU) resembles thymine sufficiently that BU base-pairs readily with adenine in a DNA helix, and it can readily substitute for thy- mine in DNA replication. However, its electron distribution allows it to resemble cytosine sufficiently that BU can pair with guanine. Show how a few rounds of replication in the presence of BU could convert an A-T base pair to G-C, and identify the products of each round of replication.arrow_forward
- Give a curved arrow mechanism for the hydrolysis of the dipeptide under an acidic condition. H20 H2N он H2N H2N. + H* OH dipeptide glycine alaninearrow_forwardA normal polypeptide and a mutant of the polypeptide were hydrolyzed by an endopeptidase under the same conditions. The normal and mutant poly peptide differ by one amino acid. The fingerprints of the peptides obtained from the two polypeptides are shown below. What kind of amino acid substitution occurred as a result of the mutation? (That is, is the substituted amino acid more or less polar than the original amino acid? Is its pI lower or higher?)arrow_forwardDraw a structural formula for each nucleotide and estimate its net charge at pH 7.4, the pH of blood plasma. (a) Guanosine 3'-monophosphate (GMP)arrow_forward
- 1. How does real-time polymerase chain reaction work? 2. What does the melting point represent?arrow_forwardThe enzyme that catalyzes the Ca ¬ Cb bond cleavage reaction that converts serine to glycine removes thesubstituent (R) bonded to the a-carbon in the first step of the reaction. Starting with PLP bound to serine inan imine linkage, propose a mechanism for this reaction. (Hint: The first step involves removal of the protonfrom serine’s OH group.)arrow_forwardQ2. Complete following reaction. Show peptide linkage. НО- -CH₂CH- NH₂ . Iܐ -OH + HOOC-H₂C-CH- NH -OHarrow_forward
- 3) Indicate the product of the following stages of peptide synthesis by drawing the appropriate molecule in the box provided. polymer bead CF CO2H HO. N=C=N (DCC)arrow_forwardReaction of a polypeptide with carboxypeptidase A releases Met. The polypeptide undergoes partial hydrolysis to give the following peptides. What is the sequence of the polypeptide? 1. Ser, Lys, Trp 4. Leu, Glu, Ser 7. Glu, His 10. Glu, His, Val 2. Gly, His, Ala 5. Met, Ala, Gly 8. Leu, Lys, Trp 11. Trp, Leu, Glu 3. Glu, Val, Ser 6. Ser, Lys, Val 9. Lys, Ser 12. Ala, Metarrow_forwardPlease give the resulting product of the reaction between ribose sugar and the fluorinated pyrimidine (denoted by a starred reactive nitrogen). What type of starting sugar is this ? α (Alpha) or β (beta)arrow_forward
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