188k views
2 votes
Explain why the ability of PLP to catalyze an amino acid transformation is greatly reduced if the OH substituent of pyridoxal phosphate is replaced by OCH3. Explain why the ability of PLP to catalyze an amino acid transformation is greatly reduced if the substituent of pyridoxal phosphate is replaced by . One of the steps in all amino acid transformations is removal of a hydrogen atom from the OH substituent of pyridoxal phosphate. One of the steps in all amino acid transformations is removal of the OH substituent of pyridoxal phosphate. The hydrogen of the OH substituent forms a hydrogen bond with the nitrogen of the imine linkage. g

User Ymett
by
4.3k points

2 Answers

1 vote

Final answer:

The efficiency of PLP in catalyzing amino acid transformations is reduced when its OH substituent is replaced with OCH3 because the missing hydroxyl cannot form a hydrogen bond, disrupting the reaction mechanism.

Step-by-step explanation:

The ability of pyridoxal phosphate (PLP) to catalyze amino acid transformations is greatly reduced when the OH substituent is replaced with OCH3 because one of the critical steps in the transformation involves the removal of a hydrogen atom from the OH substituent. This hydrogen forms a hydrogen bond with the nitrogen of the imine linkage, which is crucial for the correct positioning of substrates and the stabilization of intermediates during the reaction. Replacing this hydroxyl group with a methoxy group (OCH3) eliminates the ability to form this hydrogen bond, thus disrupting the reaction mechanism and reducing the enzyme's catalytic efficiency.

User Itsmnthn
by
4.7k points
1 vote

Answer:

Step-by-step explanation:

It should be noted that, the principle behind the ability of PLP to catalyze an amino acid transformation is greatly reduced if the OH substituent of pyridoxal phosphate is replaced by OCH3 is that; the OH is able to form a H-bond with the N which puts partial (+) on the N. This makes it easier for the AA to add to the imine C

OCH3 cannot make this H-bond w N

User Bacar Pereira
by
4.4k points