Deck 25: Amino Acids, Peptides, and Proteins
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Deck 25: Amino Acids, Peptides, and Proteins
1
Which one of the following amino acid does not have an L-isomer?
A)valine
B)alanine
C)leucine
D)glycine
E)none of these
A)valine
B)alanine
C)leucine
D)glycine
E)none of these
glycine
2
Which of the following is a predominant form of asparagine at physiological pH? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
V
3
Proteins found in humans have all amino acids with ____configuration.
A)D
B)L
C)meso
D)A & B
E)none of these
A)D
B)L
C)meso
D)A & B
E)none of these
L
4
When more than fifty amino acids are connected to each other,they form _________.
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
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5
Provide the structure of a predominant form of alanine at pH 2?
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6
When four amino acids are connected to each other,they form ____________.
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
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7
Which of the following is a predominant form of lysine at pH 14? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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8
Amino acids are connected to each other by____________.
A)an ether linkage
B)a peptide linkage
C)an ester linkage
D)none of these
A)an ether linkage
B)a peptide linkage
C)an ester linkage
D)none of these
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9
When thirty amino acids are connected to each other,they form ____________.
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
A)a tripeptide
B)a protein
C)a polypeptide
D)a tetrapeptide
E)none of these
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10
Which of the following naturally occurring amino acids do not have S configuration?
A)alanine
B)cysteine
C)tyrosine
D)isoleucine
E)none of these
A)alanine
B)cysteine
C)tyrosine
D)isoleucine
E)none of these
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11
Which of the following amino acids have an acidic side chain? 
A)I & III
B)I,II & III
C)IV & V
D)II,IV & V
E)all of these

A)I & III
B)I,II & III
C)IV & V
D)II,IV & V
E)all of these
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12
Provide the structure of a predominant form of valine at pH 10?
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13
Which of the following is a correct structure for D-leucine? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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14
Which of the following is a correct structure for L-valine? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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15
Which of the following amino acids have a basic side chain? 
A)I & II
B)I,II & IV
C)III & V
D)I,II,III & IV
E)all of these

A)I & II
B)I,II & IV
C)III & V
D)I,II,III & IV
E)all of these
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16
Which of the following is a predominant form of aspartic acid at pH 1? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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17
Which of the following amino acids is achiral?
A)alanine
B)leucine
C)glycine
D)phenylalanine
E)none of these
A)alanine
B)leucine
C)glycine
D)phenylalanine
E)none of these
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18
Which of the following is a predominant form of arginine at pH 2? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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19
In -amino acids the amino and carboxylic acid groups are separated by ____,
A)two carbon atoms
B)one carbon atom
C)peptide linkage
D)amide linkage
E)none of these
A)two carbon atoms
B)one carbon atom
C)peptide linkage
D)amide linkage
E)none of these
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20
Which of the following is a predominant form of serine at physiological pH? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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21
Which of the following amino acids have a pI around pH 10? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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22
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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23
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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24
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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25
How will you prepare glycine staring with ethanol and using a Hell-Volhard-Zelinski reaction?
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26
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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27
Which of the following amino acids will migrate towards the cathode at pH 7?
Glycine: pI=6.0
Lysine: pI=9.7
Glycine: pI=6.0
Lysine: pI=9.7
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28
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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29
Which of the following amino acids will migrate towards the anode at pH 6?
Phenylalanine: pI = 5.5
Leucine: pI = 6
Phenylalanine: pI = 5.5
Leucine: pI = 6
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30
Which of the following is used to detect the presence of amino acids using chromatography?
A)2,4-DNP
B)methyl orange
C)phenolphthalein
D)ninhydrin
E)none of these
A)2,4-DNP
B)methyl orange
C)phenolphthalein
D)ninhydrin
E)none of these
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31
Which of the following is true about the amino acids with isoelectric point around pH 10?
A)the side chain must be acidic
B)the side chain must be basic
C)the side chain must be polar
D)the side chain must be non polar
E)none of these
A)the side chain must be acidic
B)the side chain must be basic
C)the side chain must be polar
D)the side chain must be non polar
E)none of these
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32
How will you prepare phenylalanine using a Hell-Volhard-Zelinski reaction?
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33
Which of the following amino acids have a pI around pH 3? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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34
Which of the following is true about the amino acids with isoelectric point around pH 3?
A)the side chain must be acidic
B)the side chain must be basic
C)the side chain must be polar
D)the side chain must be non polar
E)none of these
A)the side chain must be acidic
B)the side chain must be basic
C)the side chain must be polar
D)the side chain must be non polar
E)none of these
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35
Provide the structure of the amino acid produced from the following reaction sequence. 

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36
Which of the following amino acids will migrate towards the anode at pH 7?
Glycine: pI=6.0
Lysine: pI=9.7
Glycine: pI=6.0
Lysine: pI=9.7
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37
Which of the following amino acids will not migrate towards the cathode/anode at pH 6?
Phenylalanine: pI = 5.5
Leucine: pI = 6
Phenylalanine: pI = 5.5
Leucine: pI = 6
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38
Which of the following amino acids will move the farthest when subjected to electrophoresis at pH 7? 
A)I
B)II
C)III
D)II & III
E)none of these

A)I
B)II
C)III
D)II & III
E)none of these
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39
Provide the structure of the amino acid produced from the following reaction sequence. 

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40
Which amino acid is produced from the following reaction sequence? 
A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these

A)alanine
B)valine
C)leucine
D)isoleucine
E)none of these
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41
What is the correct sequence of amino acids for the following tripeptide? 
A)Ser-Met-Ile
B)Ser-Cys-Ile
C)Thr-Met-Leu
D)Thr-Cys-Leu
E)none of these

A)Ser-Met-Ile
B)Ser-Cys-Ile
C)Thr-Met-Leu
D)Thr-Cys-Leu
E)none of these
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42
What is the correct sequence of amino acids for the following tripeptide? 
A)Leu-Phe-Ala
B)Val-Phe-Ala
C)Ile-Tyr-Leu
D)Leu-Tyr-Val
E)none of these

A)Leu-Phe-Ala
B)Val-Phe-Ala
C)Ile-Tyr-Leu
D)Leu-Tyr-Val
E)none of these
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43
Which of the following aldehydes would produce glycine using a Strecker synthesis?
A)methanal
B)ethanal
C)propanal
D)none of these
A)methanal
B)ethanal
C)propanal
D)none of these
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44
Which of the following alkenes is used to prepare isoleucine using an asymmetric catalytic hydrogenation?

A)I
B)II
C)III
D)IV
E)none of these

A)I
B)II
C)III
D)IV
E)none of these
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45
Which amino acid is produced from the following reaction? 
A)methionine
B)serine
C)cysteine
D)lysine
E)none of these

A)methionine
B)serine
C)cysteine
D)lysine
E)none of these
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46
Which of the following is a correct bond-line structure for a tripeptide Ser-Lys-Cys? 
A)I
B)II
C)III
D)IV
E)none of these

A)I
B)II
C)III
D)IV
E)none of these
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47
Edman degradation removes the amino acid residue from the _______ of the peptide.
A)C-terminus end
B)N-terminus end
C)middle end
D)none of these
A)C-terminus end
B)N-terminus end
C)middle end
D)none of these
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48
Which of the following is a correct bond-line structure for a tripeptide Val-Asp-Ala? 
A)I
B)II
C)III
D)IV
E)none of these

A)I
B)II
C)III
D)IV
E)none of these
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49
Which amino acid is produced from the following reaction? 
A)methionine
B)serine
C)cysteine
D)lysine
E)none of these

A)methionine
B)serine
C)cysteine
D)lysine
E)none of these
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50
Draw a bond-line structure for the tetrapetide Ala-Ser-Cys-Phe.
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51
Draw a bond-line structure for the tetrapetide Ile-Ser-Leu-Gly.
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52
Provide the reagents necessary to prepare phenylalanine using a Strecker synthesis.
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53
Which of the following reagent(s)is(are)used to remove the N-terminus amino acid residue using Edman degradation? 
A)I
B)II
C)III
D)IV
E)none of these

A)I
B)II
C)III
D)IV
E)none of these
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54
Disulfide bridges are formed by:
A)oxidation of thiol groups
B)joining cysteine residues within a peptide
C)joining cysteine residues between two strands of a peptide
D)all of these
A)oxidation of thiol groups
B)joining cysteine residues within a peptide
C)joining cysteine residues between two strands of a peptide
D)all of these
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55
Provide the structure of the amino acid produced from the following reaction. 

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56
What is the three letter abbreviation for the sequencing of the following peptide? 

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57
Provide the structure of the amino acid produced from the following reaction sequence. 

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58
Which of the following results after single Edman degradation of the tetrapeptide Gly-Phe-Tyr-Ser?
A)Gly-Phe-Tyr
B)Tyr-Ser
C)Phe-Tyr-Ser
D)Gly-Phe
E)none of these
A)Gly-Phe-Tyr
B)Tyr-Ser
C)Phe-Tyr-Ser
D)Gly-Phe
E)none of these
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59
Which of the following aldehydes would produce isoleucine using a Strecker synthesis?
A)3-methylbutanal
B)2-methylbutanal
C)2-methylpropanal
D)propanal
E)none of these
A)3-methylbutanal
B)2-methylbutanal
C)2-methylpropanal
D)propanal
E)none of these
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60
The s-trans conformation of a peptide bond is more stable than the s-cis conformation because:
A)there is a restricted rotation around the peptide bond
B)rotation is allowed around the peptide bond
C)it has reduced steric hindrance
D)none of these
A)there is a restricted rotation around the peptide bond
B)rotation is allowed around the peptide bond
C)it has reduced steric hindrance
D)none of these
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61
Chymotrypsin,a digestive enzyme,catalyzes the hydrolysis of the peptide bond at the carboxyl end of which of the following amino acids? 
A)phenylalanine
B)tyrosine
C)tryptophan
D)histidine
E)A,B & C

A)phenylalanine
B)tyrosine
C)tryptophan
D)histidine
E)A,B & C
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62
Which of the following results after three steps of Edman degradation of the heptapeptide Lys-His-Gly-Phe-Tyr-Ser-Ala?
A)Lys-His-Gly
B)Phe-Tyr-Ser-Ala
C)Tyr-Ser-Ala
D)Lys-His-Gly-Phe
E)none of these
A)Lys-His-Gly
B)Phe-Tyr-Ser-Ala
C)Tyr-Ser-Ala
D)Lys-His-Gly-Phe
E)none of these
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63
Provide a stepwise synthesis for the dipeptide Ser-Phe. 

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64
Which of the following is the correct sequence of the tetrapeptide that is formed by the following reaction sequence? 
A)Cys-Ala-Phe-Ser
B)Cys-Phe-Ala-Ser
C)Ser-Ala-Phe-Cys
D)Ser-Phe-Ala-Cys
E)none of these

A)Cys-Ala-Phe-Ser
B)Cys-Phe-Ala-Ser
C)Ser-Ala-Phe-Cys
D)Ser-Phe-Ala-Cys
E)none of these
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65
Which of the following dipeptides is formed when leucine is treated with (Boc)2O and glycine is treated with benzyl alcohol first and then reacted in the presence of DCC followed by treatment with trifluoroacetic acid and aqueous NaOH?
A)Gly-Leu
B)Gly-Gly
C)Leu-Gly
D)Leu-Leu
E)all of these
A)Gly-Leu
B)Gly-Gly
C)Leu-Gly
D)Leu-Leu
E)all of these
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66
The method developed by ______is used to prepare larger peptides.
A)Edman
B)Strecker
C)Merrifield
D)none of these
A)Edman
B)Strecker
C)Merrifield
D)none of these
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67
Which of the following tetrapeptides is not cleaved by trypsin?
A)Gly-Lys-Cys-Phe
B)Cys-Ala-Arg-Ser
C)Gly-Ser-Ile-Lys
D)Ala-Lys-Tyr-Arg
E)none of these
A)Gly-Lys-Cys-Phe
B)Cys-Ala-Arg-Ser
C)Gly-Ser-Ile-Lys
D)Ala-Lys-Tyr-Arg
E)none of these
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68
Which of the following tetrapeptides is not cleaved by chymotrypsin?
A)Gly-Lys-Cys-Trp
B)Cys-Tyr-Arg-Phe
C)Phe-Ser-Ile-Lys
D)Ala-Trp-Tyr-Arg
E)none of these
A)Gly-Lys-Cys-Trp
B)Cys-Tyr-Arg-Phe
C)Phe-Ser-Ile-Lys
D)Ala-Trp-Tyr-Arg
E)none of these
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69
Trypsin,a digestive enzyme,catalyzes the hydrolysis of the peptide bond at the carboxyl end of which of the following amino acids? 
A)arginine
B)lysine
C)histidine
D)tryptophan
E)A & B

A)arginine
B)lysine
C)histidine
D)tryptophan
E)A & B
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70
Which of the following fragments are formed when the following peptide is cleaved using chymotrypsin? Gly-Lys-Cys-Phe-Ile-Val-Tyr-Ala-Ser
A)Gly-Lys-Cys,Phe-Ile-Val,Tyr-Ala-Ser
B)Gly-Lys-Cys-Phe,Ile-Val-Tyr,Ala-Ser
C)Gly-Lys-Cys-Phe,Ile-Val,Tyr-Ala-Ser
D)Gly-Lys-Cys,Phe,Ile-Val-Tyr,Ala-Ser
E)none of these
A)Gly-Lys-Cys,Phe-Ile-Val,Tyr-Ala-Ser
B)Gly-Lys-Cys-Phe,Ile-Val-Tyr,Ala-Ser
C)Gly-Lys-Cys-Phe,Ile-Val,Tyr-Ala-Ser
D)Gly-Lys-Cys,Phe,Ile-Val-Tyr,Ala-Ser
E)none of these
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71
Which of the following tripeptides is formed when alanine is treated with (Boc)2O and proline is treated with benzyl alcohol first and then reacted in the presence of DCC followed by treatment with aqueous NaOH.The dipeptide is then reacted with an ester of leucine in the presence of DCC followed by treatment with trifluoroacetic acid and aqueous NaOH?
A)Ala-Pro-Leu
B)Pro-Ala-Leu
C)Leu-Ala-Pro
D)Pro-Leu-Ala
E)all of these
A)Ala-Pro-Leu
B)Pro-Ala-Leu
C)Leu-Ala-Pro
D)Pro-Leu-Ala
E)all of these
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72
Which of the following dipeptides is formed when tyrosine is treated with (Boc)2O and proline is treated with benzyl alcohol first and then reacted in the presence of DCC followed by treatment with trifluoroacetic acid and aqueous NaOH?
A)Tyr-Pro
B)Pro-Tyr
C)Pro-Pro
D)Tyr-Tyr
E)all of these
A)Tyr-Pro
B)Pro-Tyr
C)Pro-Pro
D)Tyr-Tyr
E)all of these
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73
Which of the following dipeptides is formed when alanine and valine are reacted in the presence of dicyclohexylcarbodiimide (DCC)?
A)Ala-Val
B)Val-Ala
C)Ala-Ala
D)Val-Val
E)all of these
A)Ala-Val
B)Val-Ala
C)Ala-Ala
D)Val-Val
E)all of these
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74
Which of the following fragments are formed when the following peptide is cleaved using trypsin? Gly-Lys-Cys-Phe-Ile-Val-Tyr-Ala-Ser
A)Gly,Lys-Cys,Phe-Ile-Val,Tyr-Ala-Ser
B)Gly-Lys,Cys-Phe-Ile-Val-Tyr-Ala-Ser
C)Gly-Lys-Cys-Phe,Ile-Val-Tyr-Ala-Ser
D)Gly-Lys,Cys,Phe-Ile-Val,Tyr-Ala-Ser
E)none of these
A)Gly,Lys-Cys,Phe-Ile-Val,Tyr-Ala-Ser
B)Gly-Lys,Cys-Phe-Ile-Val-Tyr-Ala-Ser
C)Gly-Lys-Cys-Phe,Ile-Val-Tyr-Ala-Ser
D)Gly-Lys,Cys,Phe-Ile-Val,Tyr-Ala-Ser
E)none of these
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75
Which of the following reagents is used to protect the amino group in the selective synthesis of a dipeptide ala-val? 
A)I
B)II
C)III
D)IV
E)V

A)I
B)II
C)III
D)IV
E)V
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76
A peptide with 12 amino acid residues produced the following fragments when treated with trypsin and chymotrypsin.Edman degradation of this peptide produced the phenylthiohydantoin derivative of glycine.What is the structure of this peptide?
Trypsin: Gly-Leu-Phe-Arg,Cys-Tyr-Ile-Gly,Val-Trp-Ser-Lys
Chymotrypsin: Gly-Leu-Phe,Ser-Lys-Cys-Tyr,Ile-Gly,Arg-Val-Trp,
Trypsin: Gly-Leu-Phe-Arg,Cys-Tyr-Ile-Gly,Val-Trp-Ser-Lys
Chymotrypsin: Gly-Leu-Phe,Ser-Lys-Cys-Tyr,Ile-Gly,Arg-Val-Trp,
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77
Provide the steps necessary to prepare the tetrapeptide Thr-Val-Ile-Met using the Merrifield synthesis.
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78
Which of the following is the correct sequence for the pentapeptide that is formed by the following reaction sequence? 
A)Leu-Lys-Ala-Gly-Met
B)Met-Gly-Ala-Lys-Leu
C)Cys- Gly-Ala-Lys-Leu
D)none of these

A)Leu-Lys-Ala-Gly-Met
B)Met-Gly-Ala-Lys-Leu
C)Cys- Gly-Ala-Lys-Leu
D)none of these
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79
Which of the following tripeptides is formed when serine is treated with (Boc)2O and threonine is treated with benzyl alcohol first and then reacted in the presence of DCC followed by treatment with aqueous NaOH.The dipeptide is then reacted with an ester of isoleucine in the presence of DCC followed by treatment with trifluoroacetic acid and aqueous NaOH?
A)Ser-Tyr-Ile
B)Ser-Thr-Ile
C)Ile-Ser-Thr
D)Ile-Ser-Tyr
E)none of these
A)Ser-Tyr-Ile
B)Ser-Thr-Ile
C)Ile-Ser-Thr
D)Ile-Ser-Tyr
E)none of these
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80
Which of the following is the correct sequence for the pentapeptide that is formed by the following reaction sequence? 
A)Ser-Thr-Pro-Lys-Leu
B)Leu-Lys-Pro-Thr-Ser
C)Thr-Thr- Pro-Lys-Leu
D)none of these

A)Ser-Thr-Pro-Lys-Leu
B)Leu-Lys-Pro-Thr-Ser
C)Thr-Thr- Pro-Lys-Leu
D)none of these
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