Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 24.9E, Problem 24.22P
Interpretation Introduction
Interpretation: The cleavage process of the given peptide by trypsin and chymotrypsin is to be explained.
Concept introduction: Trypsin and Chymotrypsin are used in the treatment of swelling and pain relief. Chymotrypsin is a proteolytic enzyme obtained by the activation of chymotrypsinogen extracted from the pancreas of beef and reducing trauma to the eye.
To determine: An explanation corresponding to the cleavage process of the given peptide by trypsin and chymotrypsin.
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Students have asked these similar questions
Cyanogen bromide fragments:
SDKARPM, DSKLAM, DEM, DQ
Trypsin fragments:
LAMSDK, ARPMDQ, DEMDSK
What is the sequence of the original peptide?
ARPMDQDEMDSKLAMSDK
ODEMDSKLAMSDKARPMDQ
OLAMSDKDEMDSKARPMDQ
DEMDSKARPMDQLAMSDK
Complete the following reaction:
Naz-peptide
-Peptide
CA>
ران
CH
CH3
CH3
NP₂
CH
H' (hydrolysit)
NA₂
V=0
Cleavage of the following peptide with cyanogen bromide would result in the production
of
smaller peptides, whereas cleavage with trypsin would result in the production of
Ala-Lys-Met-Glu-Asp-Cys-Ile-Phe-Met-Cys-Trp-Glu
three, three
one, two
two, two
three, two
Chapter 24 Solutions
Organic Chemistry (9th Edition)
Ch. 24.2A - Draw three-dimensional representations of the...Ch. 24.2A - Prob. 24.2PCh. 24.2B - The herbicide glyphosate (Roundup) kills plants by...Ch. 24.4 - Draw the structure of the predominant form of a....Ch. 24.4 - Draw the resonance forms of a protonated guanidino...Ch. 24.4 - Although tryptophan contains a heterocyclic amine,...Ch. 24.4 - Prob. 24.7PCh. 24.4 - Prob. 24.8PCh. 24.5A - Show how the following amino acids might be formed...Ch. 24.5B - Prob. 24.10P
Ch. 24.5C - Prob. 24.11PCh. 24.5C - Show how you would use a Strecker synthesis to...Ch. 24.6 - Suggest how you would separate the free i-ammo...Ch. 24.7A - Propose a mechanism for the acid-catalyzed...Ch. 24.7A - Give equations for the formation and...Ch. 24.7B - Prob. 24.16PCh. 24.7C - Prob. 24.17PCh. 24.8B - Draw the complete structures of the following...Ch. 24.9C - Prob. 24.19PCh. 24.9C - Prob. 24.20PCh. 24.9C - Prob. 24.21PCh. 24.9E - Prob. 24.22PCh. 24.9E - Prob. 24.23PCh. 24.10A - Propose a mechanism for the coupling of acetic...Ch. 24.10B - Show how you would synthesize Leu-Gly-Ala-Val-Phe...Ch. 24.10B - Show how solid-phase peptide synthesis would be...Ch. 24 - a. The isoelectric point (pl) of phenylalanine is...Ch. 24 - Prob. 24.28SPCh. 24 - Prob. 24.29SPCh. 24 - Prob. 24.30SPCh. 24 - Prob. 24.31SPCh. 24 - Suggest a method for the synthesis of the...Ch. 24 - Prob. 24.33SPCh. 24 - Write the complete structures for the following...Ch. 24 - The following structure is drawn in an...Ch. 24 - Prob. 24.36SPCh. 24 - Prob. 24.37SPCh. 24 - Show the steps and intermediates in the synthesis...Ch. 24 - Prob. 24.39SPCh. 24 - Lipoic acid is often found near the active sites...Ch. 24 - Prob. 24.41SPCh. 24 - Prob. 24.42SPCh. 24 - Prob. 24.43SPCh. 24 - Complete hydrolysis of an unknown basic...Ch. 24 - Prob. 24.45SPCh. 24 - Prob. 24.46SPCh. 24 - Prob. 24.47SP
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 22-35 Why is histidine considered a basic amino acid when the pKa of its side chain is 6.0?arrow_forward22-42 (a) How many atoms of the peptide bond lie in the same plane? (b) Which atoms are they?arrow_forward22-28 A tetrapeptide is abbreviated as DPKH. Which amino acid is at the N-terminus, and which is at the C-terminus?arrow_forward
- How 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_forwardShow where trypsin would cleave the following peptide. Identify the cleavage sites by dragging the appropriate labels to their respective targets. Labels can be used once, more than once, or not at all. Reset Help G1 G1 G1 G1 G1 G1 G1 G1 Tyr-le-Gln- Arg-Leu--Gly--Phe-Lys-Asn-Trp¬Phe-Gly-Ala-Lys-Gly-Gln-Gln•NH2 G2 G2 G2 G2 G2 G2 G2 G2arrow_forwardPart B Consider the partial hydrolysis of the peptide Ala-Ser-Gly-Met-Thr-Val. Sort the smaller peptides according to whether they are are likely to form or if they will not form at all during this process. Drag each item to the appropriate bin. • View Available Hint(s) Reset Help Ala-Ser-Gly-Met-Thr Met-Thr-Val Ala-Ser-Gly-Met Ala-Met-Thr Gly-Met-Val Ser-Gly Gly-Met-Thr-Val Gly-Thr-Val Gly-Val Ser-Gly-Met-Thr-Val Likely to form Will not formarrow_forward
- R3 R1 R4 R2 Which chemical group is a hydrogen-bond acceptor that stabilizes an alpha-helical peptide? O C-O of the main chain O N-H of the main chain O hydroxyl group of side chain R2 O carboxyl group of side chain R2arrow_forwardCalculate isoelectric point (PI) of the peptide GSTSRASPRM. pKa N-terminus = 9.3; pKa R = 12.5; pKa T = 13; pKa S = 13; pKa C-terminus = 4.3.arrow_forwardA sample of an unknown peptide was divided into two aliquots. One aliquot was treated with trypsin; the other one was treated with cyanogen bromide. Given the following sequences (N-terminal to C-terminal) of the resulting fragments, deduce the sequence of the original peptide. Trypsin treatment Asn-Thr-Trp-Met-Ile-Lys Gly-Tyr-Met-Gln-Phe Val-Leu-Gly-Met-Ser-Arg Cyanogen bromide treatment Gln-Phe Val-Leu-Gly-Met Ile-Lys-Gly-Tyr-Metarrow_forward
- Draw out the peptide IYV and clearly label/identify all the Phi, Psi, and peptide bonds present in the peptide. Be sure to draw out the entire peptide and label the N- and C-termini. Which type of secondary structure would this peptide most likely take on (assuming it would take on a secondary structure)?.arrow_forwardWhich of the statements concerning the peptide shown below is FALSE? H2 H3N-C C-N-C- H -O- H2C CH2 CH₂OH H2 Its primary structure is Gly-Pro-Ser. It is a tripeptide. There are two peptide bonds. The peptide contains only hydrophobic amino acid residues.arrow_forwardIndicate which of the amino acid residues in the following peptide sequence contains a group that has a positive charge for its most likely charge state at pH 4. Lys-His-Thr-Glu-Asn-Cys-Val-Ile-Ser (If none of the amino acids fit the criterion, select "none".) O Lys O His O Thr Glu O Asn O Cys O Val O Ile O Ser O nonearrow_forward
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