ORGANIC CHEMISTRY LL >BI<
null Edition
ISBN: 9781260561609
Author: Carey
Publisher: MCG CUSTOM
expand_more
expand_more
format_list_bulleted
Question
Chapter 27, Problem 21P
Interpretation Introduction
Interpretation: In the given structural formula, the nitrogen which is protonated in acidic solutions has to be predicted.
Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
The 2′,3′-cyclic phosphodiester that is formed when RNA is cleaved, forms a mixture of nucleotide 2′- and 3′-phosphates when it reacts with water. Propose a mechanism for this reaction.
(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.
Predict the fragmentation pattern and masses of the dipeptide product
Chapter 27 Solutions
ORGANIC CHEMISTRY LL >BI<
Ch. 27.1 - Problem 27.1 Write a structural formula for the...Ch. 27.1 - Prob. 2PCh. 27.1 - Prob. 3PCh. 27.2 - Prob. 4PCh. 27.3 - Prob. 5PCh. 27.3 - Prob. 6PCh. 27.5 - Prob. 7PCh. 27.5 - Prob. 8PCh. 27.5 - Prob. 9PCh. 27.6 - Prob. 10P
Ch. 27.7 - Prob. 11PCh. 27.9 - Prob. 12PCh. 27.12 - 27.13 Modify Figure 27.12 so that it corresponds...Ch. 27.13 - Prob. 14PCh. 27 - Prob. 15PCh. 27 - Prob. 16PCh. 27 - Prob. 17PCh. 27 - Nebularine is a toxic nucleoside isolated from a...Ch. 27 - Prob. 19PCh. 27 - The 5-nucleotide of inosine, inosinic acid...Ch. 27 - Prob. 21PCh. 27 - (a) The two most acidic hydrogens of uracil have...Ch. 27 - The phosphorylation of -D-glucopyranose by ATP...Ch. 27 - When 6-chloropurine is heated with aqueous sodium...Ch. 27 - Prob. 25PCh. 27 - Prob. 26PCh. 27 - Prob. 27PCh. 27 - Prob. 28PCh. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...Ch. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...Ch. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...Ch. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...Ch. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...Ch. 27 - Oligonucleotide Synthesis In Section 27.6 we noted...
Knowledge Booster
Similar questions
- Amine bases in nucleic acids can react with alkylating agents in typical SN2 reactions. Look at the following electrostatic potential maps, and tell which is the better nucleophile, guanine or adenine. The reactive positions in each are indicated.arrow_forwardIn the pyrimidine degradative pathway, all pyrimidines undergo conversion to uracil, which undergoes an NADPH-dependent reduction. Show plausible reactions leading from cytidine, cytosine, and uridine to uracil, and write a plausible structure for the product of uracil reduction (dihydrouracil).arrow_forwardTreatment of adenosine with nitrous acid gives a nucleoside known as inosine. Suggest a reasonable mechanism for this reaction.arrow_forward
- What are the optimal pH values for imine formation? pH < 4 4 < pH < 6 8 < pH < 9 pH > 9 Which of the following statements is FALSE on RNA? RNA is single-stranded RNA contains aromatic bases RNA’s sugar component is ribose RNA contains uracil, which is methylatedarrow_forwardShow the steps involved in a laboratory synthesis of the DNA fragment with the sequence CTAG.arrow_forwardThe final step in DNA synthesis is deprotection by treatment with aqueous ammonia. Show the mechanisms by which deprotection occurs at the points indicated in the following structure:arrow_forward
- Draw a dihydrouridine (D) and a ribothymidine (T) base, number the ring atoms and use an “R” to indicate where the sugar would be located in each case.arrow_forwardExposure to nitrous acid (see Section 19-16), sometimes found in cells, can convert cytosine to uracil.(a) Propose a mechanism for this conversion.(b) Explain how this conversion would be mutagenic upon replication.(c) DNA generally includes thymine, rather than uracil (found in RNA). Based on this fact, explain why the nitrous-acidinduced mutation of cytosine to uracil is more easily repaired in DNA than it is in RNA.*arrow_forwardOne of the steps in the biosynthesis of a nucleotide called inosine monophosphate is the formation of aminoimidazole ribonucleotide from formylglycinamidine ribonucleotide. Propose a mechanism.arrow_forward
- Determine the amino acid sequence of a polypeptide from the following data:Acid-catalyzed hydrolysis gives Ala, Arg, His, 2 Lys, Leu, 2 Met, Pro, 2 Ser, Thr, and Val.Carboxypeptidase A releases Val.Edman’s reagent releases PTH-Leu.Trypsin-catalyzed hydrolysis gives three peptides and a single amino acid:1. Arg, Leu, Ser 3. Lys2. Met, Pro, Ser, Thr, Val 4. Ala, His, Lys, Metarrow_forwardHow many of the -amino acids shown in Table 26-1 contain aromatic rings? How many contain sulfur? How many contain alcohols? How many contain hydrocarbon side chains?arrow_forwardPrepare valine from the corresponding: a) aldehyde, b) halocarboxylic acid, c) keto acid, d) nitro acid.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning