6. Celiac disease is a disorder of the small intestine characterized by autoimmune response to gluten, a complex of proteins commonly found in wheat and other grains. Gluten proteins contain Gin- and Pro-rich sequences that are resistant to degradation by digestive proteases such as pepsin, trypsin, and chymotrypsin. Recently, enzyme supplements have been proposed as a potential therapy for patients suffering from this disease. One example of these supplements is a cysteine protease that cleaves polypeptide chains on the C-terminal side of Gin residues. Interestingly, the active site contains a catalytic triad of Asp, His, and Cys Instead of the expected catalytic dyad. Propose a complete curved-arrow mechanism for the proteolytic cleavage of the gluten peptide segment shown below by the enzyme mentioned above. NH2 gluten peptide segment

Biochemistry
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Chapter1: Biochemistry: An Evolving Science
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6. Celiac disease is a disorder of the small intestine charactorized by autoimmune response to gluten, a complex
of proteins commonly found in wheat and other grains. Gluten proteins contain Gin- and Pro-rich sequences that are
resistant to degradation by digestive proteases such as pepsin, trypsin, and chymotrypsin. Recently, enzyme
supplements have been proposed as a potential therapy for patients suffering from this disease. One example of
these supplements is a cysteine protease that cleaves polypeptide chains on the C-ferminal side of Gin residues.
Interestingly, the active site contains a catalytic triad of Asp, His, and Cys Instead of the expected catalytic dyad.
Propose a complete curved-arrow mechanism for the proteolytic cleavage of the gluten peptide segment shown
below by the enzyme mentioned above.
R'
'N'
NH2
gluten peptide segment
Transcribed Image Text:O Q Q 6. Celiac disease is a disorder of the small intestine charactorized by autoimmune response to gluten, a complex of proteins commonly found in wheat and other grains. Gluten proteins contain Gin- and Pro-rich sequences that are resistant to degradation by digestive proteases such as pepsin, trypsin, and chymotrypsin. Recently, enzyme supplements have been proposed as a potential therapy for patients suffering from this disease. One example of these supplements is a cysteine protease that cleaves polypeptide chains on the C-ferminal side of Gin residues. Interestingly, the active site contains a catalytic triad of Asp, His, and Cys Instead of the expected catalytic dyad. Propose a complete curved-arrow mechanism for the proteolytic cleavage of the gluten peptide segment shown below by the enzyme mentioned above. R' 'N' NH2 gluten peptide segment
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