Chapter 27 Verified Test Bank Amino Acids And Proteins - Organic Chemistry 6e Complete Test Bank by Janice Smith. DOCX document preview.

Chapter 27 Verified Test Bank Amino Acids And Proteins

Organic Chemistry, 6e (Smith)

Chapter 27 Amino Acids and Proteins

1) Which of the following compounds is not an amino acid?

A) A

B) B

C) C

D) D

2) What is the configuration of naturally occurring amino acids?

A) D

B) S

C) L

D) R

3) Which is the correct structure for serine?

A) A

B) B

C) C

D) D

4) Which is the correct structure for the amino acid proline?

A) A

B) B

C) C

D) D

5) Which is the correct structure for the amino acid cysteine?

A) A

B) B

C) C

D) D

6) Which is the correct structure for the amino acid valine?

A) A

B) B

C) C

D) D

7) Which of the following is the correct structure for alanine at pH = 7?

A) A

B) B

C) C

D) D

8) Which of the following is the correct structure for aspartic acid at pH = 1?

A) A

B) B

C) C

D) D

9) Which of the following aldehydes would be a good starting material in the Strecker synthesis of phenylalanine?

A) A

B) B

C) C

D) D

10) What reagents would you use to convert acetaldehyde into alanine?

A) NH3

B) HCN

C) NaCN, NH4Cl

D) NaNH2

11) What is the separation of a racemic mixture into its component enantiomers called?

A) Diastereomers

B) Meso

C) Resolution

D) Neutralization

12) Why does the formation of salts of a racemic mixture of N-acetyl valine with a single enantiomer of a-methylbenzylamine enable the separation of the two enantiomers of N-acetyl valine?

A) They form amides.

B) They form diastereomers.

C) They form salts.

D) They form meso compounds.

13) Why can glycine not be resolved into two enantiomers?

A) It has no stereogenic centers.

B) It has no nitrogen atoms.

C) It has no aromatic rings.

D) It cannot be converted into a salt.

14) What amino acid is at the N-terminus of the following peptide?

A) Valine

B) Serine

C) Alanine

D) Proline

15) What amino acid is at the C-terminus of the following peptide?

A) Valine

B) Serine

C) Alanine

D) Proline

16) Why is the s-trans form of an amide bond more stable?

A) There is no s-cis form in an amide bond.

B) The oxygen is hydrogen-bonded with the nitrogen atom.

C) The nitrogen is able to be sp2-hybridized.

D) The more sterically bulky groups are farther apart.

17) Why do amide bonds exist as reasonably stable s-cis or s-trans isomers at room temperature?

A) These amide bonds are not stable.

B) There is partial double bond character between the carbonyl carbon and the nitrogen atom.

C) The oxygen atom is hydrogen-bonded with the nitrogen atom.

D) The side-chains can form hydrogen bonds.

18) Which of the following is the major advantage of the Merrifield synthesis of peptides?

A) It allows for the formation of absolutely no by-products.

B) Impurities can be easily washed away.

C) Excess reagent can be used.

D) It prevents hydrogenation.

19) What are the basic steps in the Merrifield peptide synthesis?

A) Coupling and hydrolysis

B) Hydrolysis and deprotection

C) Deprotection and hydrogenation

D) Coupling and deprotection

20) Which of the following is the structure of the amino acid lysine?

A) A

B) B

C) C

D) D

21) What is (are) the missing reagent(s) in the reaction below?

A) NH3

B) HCN

C) NaCN, NH4Cl

D) NaNH2

22) What is the major organic product for the following reaction?

A) A

B) B

C) C

D) D

23) What is the IUPAC or common name for the following compound?

A) Cysteinylalanine

B) Alanylcysteine

C) Serinylalanine

D) Alanylserine

24) Amino acid synthesis is possible by all except one of the pathways listed. Which is not a synthetic pathway for amino acids?

A) Amination of malonic ester followed by hydrolysis and decarboxylation

B) Nucleophilic addition of NH3 to an aldehyde followed by addition of cyanide to the imine, and, finally, hydrolysis

C) SN2 reaction using an a-halo carboxylic acid with ammonia as the nucleophile

D) Reaction of NH4Cl and NaCN with an aldehyde followed by an acidic work-up

25) Which of the following correctly describes a protein?

A) a dipeptide; two amino acids joined together by one amide bond

B) a tripeptide; three amino acids joined together by two amide bonds

C) a polymer of more than 40 amino acids joined together by amide bonds

D) a polypeptide of any number of amino acids joined together by amide bonds

26) Which of the following correctly describes a peptide bond?

A) a bond between sp3-hybridized atoms only

B) a bond usually found in the s-cis conformation

C) an amide bond

D) the result of the formation of the carbonyl group of one amino acid with a R-group from the other amino acid

27) Which of the following correctly describes the Merrifield synthesis?

A) It uses a solid phase technique for the synthesis of peptides.

B) It uses DCC (dicyclohexylcarbodiimide) to form the amide bond in a peptide synthesis.

C) It uses BOC (tert-butoxycarbonyl) as a protecting group for peptide synthesis.

D) It uses aqueous phase techniques for the synthesis of large polypeptides.

28) Which of the following correctly describes the tertiary structure of a peptide?

A) the three-dimensional conformations of localized regions of a protein

B) the particular sequence of amino acids that are joined together by peptide bonds

C) the structure is defined by the b-pleated sheet form

D) the three-dimensional shape adopted by the entire peptide

29) What are the only covalent bonds that stabilize the tertiary structure of a peptide?

A) Hydrogen bonds

B) Disulfide bonds

C) Van der Waal bonds

D) Ionic bonds

30) Which of the following is (are) globular protein(s)?

A) Hemoglobin

B) Keratins

C) Collagens

D) Elastins

31) Which of the following is (are) fibrous protein(s)?

A) Keratins

B) Hormones

C) Enzymes

D) Antibodies

32) What is the appropriate sequence of reaction conditions used to synthesize valine from acetamidomalonic ester?

A) (1) NaOH; (2) (CH3)2CHBr; (3) Cl2, H2O, heat

B) (1) NaOCH2CH3; (2) (CH3)2CH2CHBr; (3) HCl, H2O, heat

C) (1) NaOCH2CH3; (2) (CH3)2CHBr; (3) HCl, H2O, heat

D) (1) NaOH; (2) CH3CH2CH2Br; (3) HCl, H2O, heat

33) Below is a 2D chromatogram that shows the separation of five amino acids. In this technique, the amino acid mixture is first separated by chromatography using a polar solvent system. Then the plate is rotated 90°, and the amino acids are further separated by electrophoresis. Identify the spots obtained from a mixture of Trp, Glu, Lys, Ile and Thr. A table with isoelectric points is included to aid in solving this problem.

amino acid-pI value

Trp-5.9

Glu-3.2

Lys-9.7

Ile-6.0

Thr-5.6

A) 1=Lys, 2=Thr, 3=Glu, 4=Trp, 5=Ile

B) 1=Glu, 2=Thr, 3=Lys, 4=Trp, 5=Ile

C) 1=Lys, 2=Ile, 3=Glu, 4=Trp, 5=Thr

D) 1=Glu, 2=Ile, 3=Lys, 4=Trp, 5=Thr

34) Below is a proposed method for resolving a racemic mixture of (R)- and (S)-phenylalanine. Upon separation of the products, will this method produce (R)- or (S)-phenylalanine?

A) (R)-Phenylalanine is produced since the acylase only hydrolyzes the amides of L-amino acids.

B) (S)-Phenylalanine is produced since the acylase only hydrolyzes the amides of L-amino acids.

C) (R)-Phenylalanine is produced since the acylase only hydrolyzes the amides of D-amino acids.

D) (S)-Phenylalanine is produced since the acylase only hydrolyzes the amides of D-amino acids.

35) Give the order (1st to last) in which the following amino acids would be eluted with a buffer of pH = 4 from a column containing a cationic-exchange resin (Dowex 50): Arg (pI = 10.8), Ser (pI = 5.7), Asp (pI = 2.8) and His (pI = 7.6).

A) His, Ser, Asp, Arg

B) Arg, His, Ser, Asp

C) His, Ser, Arg, Asp

D) Asp, Ser, His, Arg

36) Reaction of a polypeptide, composed of 12 amino acids, with carboxypeptidase A releases Met (C-terminal amino acid). The polypeptide undergoes partial hydrolysis to give 12 groups of peptides. Use the groups of overlapping amino acids to determine the proper sequence of this polypeptide. Note: Since these lists of peptides are separated by commas, they are not necessarily in the proper sequence.

Ser, Lys, Trp-5. Met, Ala, Gly- 9. Lys, Ser

Gly, His, Ala-6. Ser, Lys, Val -10. Glu, His, Val

Glu, Val, Ser-7. Glu, His-11. Trp, Leu, Glu

Leu, Glu, Ser-8. Leu, Lys, Trp-12. Ala, Met

A) Met-Ala-Gly-His-Glu-Val-Ser-Lys-Trp-Leu-Glu-Ser

B) Met-Ala-Gly-Glu-His-Ser-Val-Lys-Trp-Leu-Glu-Ser

C) Ser-Glu-Leu-Trp-Lys-Ser-Val-Glu-His-Gly-Ala-Met

D) Ser-Lys-Leu-Trp-Lys-Ser-Val-His-Glu-Gly-Ala-Met

37) What is formed by the combination of four amino acids?

A) A protein

B) A polypeptide

C) A tripeptide

D) A tetrapeptide

38) Which of the following amino acids is achiral?

A) Phenylalanine

B) Glycine

C) Valine

D) Alanine

39) Which of the following amino acids does not have an L-isomer?

A) Alanine

B) Valine

C) Glycine

D) Leucine

40) Which one of the following naturally occurring amino acids does not have an S configuration?

A) Cysteine

B) Alanine

C) Tyrosine

D) Isoleucine

41) What is the name given to the pH at which the concentration of the zwitterionic form of an amino acid is at a maximum concentration?

A) Electric point

B) Dipolar point

C) Neutral point

D) Isoelectric point

42) What is the major organic product for the following reaction?

A) I

B) II

C) III

D) IV

43) What is the product of the following reaction? (Assume workup to neutralize.)

A) I

B) II

C) III

D) IV

44) What is the product of the following reaction? (Assume workup to neutralize.)

A) I

B) II

C) III

D) IV

45) What is the product of the following reaction? (Assume workup to neutralize.)

A) I

B) II

C) III

D) IV

46) What is the product of the following reaction? (Assume workup to neutralize.)

A) I

B) II

C) III

D) IV

Document Information

Document Type:
DOCX
Chapter Number:
27
Created Date:
Aug 21, 2025
Chapter Name:
Chapter 27 Amino Acids And Proteins
Author:
Janice Smith

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