Biochemistry And Nutrition Codexery

Phenylalanine

Essential amino acid precursor to neurotransmitters and melanin.

Phenylalanine

Phenylalanine (symbol Phe or F) is an α-amino acid with the formula C9H11NO2. It is one of the four aromatic amino acids and the 21 proteinogenic amino acids common to all life forms, and one of the nine essential amino acids. Humans and other animals cannot biosynthesize phenylalanine, so they must obtain it from dietary sources such as meat, dairy, eggs, and legumes.

chemical_formula
C9H11NO2
classification
Essential amino acid, neutral, nonpolar
discoverers
Schulze and Barbieri
first_synthesizers
Erlenmeyer and Lipp

Lore & Background

Heinrich Matthaei and Marshall W. Nirenberg, who used mRNA with multiple uracil repeats in E. coli to produce a polypeptide of repeated phenylalanine, establishing the coding relationship between nucleic acids and proteins.

Reader's Guide

Phenylalanine is significant as an essential amino acid that must be obtained from diet, found in eggs, chicken, liver, beef, milk, soybeans, and aspartame-sweetened products. It serves as a precursor for tyrosine, dopamine, norepinephrine, epinephrine, and melanin. The genetic disorder phenylketonuria (PKU) results from an inability to metabolize phenylalanine due to lack of the enzyme phenylalanine hydroxylase, requiring dietary restriction. Phenylalanine is also used in supplements, with DL-phenylalanine marketed for purported analgesic and antidepressant activities, though clinical trials have not found an antidepressant effect from L-phenylalanine alone. Its role in neurotransmitter synthesis and its involvement in PKU highlight its importance in human health and metabolism.

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