Target type: biologicalprocess
The chemical reactions and pathways resulting in the formation of aromatic amino acid family, amino acids with aromatic ring (phenylalanine, tyrosine, tryptophan). [GOC:go_curators]
The biosynthesis of aromatic amino acids, phenylalanine, tyrosine, and tryptophan, is a complex and essential metabolic pathway for all living organisms. This process is vital for protein synthesis, as these amino acids serve as building blocks for proteins and enzymes crucial for numerous biological functions. Here's a detailed description of the process:
**1. Shikimate Pathway:**
This pathway, common in plants, fungi, and bacteria, is the initial step in aromatic amino acid biosynthesis. It begins with the condensation of phosphoenolpyruvate (PEP), a product of glycolysis, with erythrose 4-phosphate, a product of the pentose phosphate pathway. This reaction is catalyzed by the enzyme DAHP synthase, and it forms 3-deoxy-D-arabino-heptulosonate 7-phosphate (DAHP).
The subsequent steps involve a series of enzymatic reactions that convert DAHP to chorismate, a key branch point metabolite. Chorismate is the precursor for all three aromatic amino acids:
* **Phenylalanine:** Chorismate is converted to prephenate by chorismate mutase. Prephenate is then decarboxylated and transaminated to form phenylalanine.
* **Tyrosine:** Chorismate is directly converted to tyrosine by a two-step reaction catalyzed by the enzyme chorismate mutase/prephenate dehydrogenase.
* **Tryptophan:** Chorismate is first converted to anthranilate by anthranilate synthase. Anthranilate then undergoes several steps involving condensation with phosphoribosyl pyrophosphate (PRPP) and glutamine to form tryptophan.
**2. Regulation:**
The biosynthesis of aromatic amino acids is tightly regulated at multiple points. Feedback inhibition, where the final products of the pathway inhibit the activity of key enzymes, is a common mechanism. For example, phenylalanine and tyrosine can inhibit DAHP synthase. This regulation ensures that the production of aromatic amino acids is balanced with cellular needs and prevents the accumulation of excess amounts.
**3. Importance:**
* **Protein Synthesis:** Aromatic amino acids are essential building blocks for proteins, including enzymes involved in diverse metabolic pathways.
* **Neurotransmitters:** Tyrosine is a precursor to dopamine, norepinephrine, and epinephrine, crucial neurotransmitters involved in mood regulation, alertness, and stress response.
* **Pigments:** Tyrosine is a precursor to melanin, the pigment responsible for skin and hair color.
* **Plant Hormones:** Tryptophan is a precursor to auxin, a plant hormone that regulates growth and development.
**4. Evolutionary Significance:**
The shikimate pathway is absent in animals, highlighting the importance of these amino acids in their diet. This pathway's presence in bacteria and plants makes it a target for herbicide development, as blocking this pathway would disrupt the growth of unwanted plants.
**In summary, the biosynthesis of aromatic amino acids is a complex and vital metabolic process with far-reaching implications for life. This pathway is essential for protein synthesis, the production of key neurotransmitters and pigments, and the regulation of plant growth and development.**
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Protein | Definition | Taxonomy |
---|---|---|
Tryptophan synthase beta chain | A tryptophan synthase beta chain that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P0A879] | Escherichia coli K-12 |
Tryptophan synthase alpha chain | A tryptophan synthase alpha chain that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P0A877] | Escherichia coli K-12 |
3-dehydroquinate synthase | A 3-dehydroquinate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P07639] | Escherichia coli K-12 |
3-dehydroquinate synthase | A 3-dehydroquinate synthase that is encoded in the genome of Escherichia coli K-12. [PRO:DNx, UniProtKB:P07639] | Escherichia coli K-12 |
Compound | Definition | Classes | Roles |
---|---|---|---|
protocatechuic acid | 3,4-dihydroxybenzoic acid : A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4. protocatechuic acid: RN given refers to parent cpd; structure | catechols; dihydroxybenzoic acid | antineoplastic agent; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor; human xenobiotic metabolite; plant metabolite |
catechol | catechols | allelochemical; genotoxin; plant metabolite | |
indolepropanol phosphate | 3-(indol-3-yl)propyl phosphate : An monoalkyl phosphate compound having an O-3-(indol-3-yl)propyl substituent. indolepropanol phosphate: binds specifically to the alpha subunit, but not to the beta subunit of tryptophan synthase | indoles; monoalkyl phosphate |