Proteins

BiochemistryUpdated 2 min read
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Amino Acids

Essential amino acids

Essential amino acids cannot be synthesized in sufficient amounts by the body and must be supplied through the diet.

Amino acidHigh-yield association
HistidineGrowth and tissue maintenance
IsoleucineBranched-chain amino acid
LeucineBranched-chain amino acid; stimulates protein synthesis
LysineCollagen cross-linking and protein synthesis
MethionineSulfur-containing; precursor of SAM
PhenylalaninePrecursor of tyrosine
ThreonineProtein synthesis
TryptophanPrecursor of serotonin, melatonin and niacin
ValineBranched-chain amino acid

Memory aid: PVT TIM HALL is one commonly used mnemonic for the essential amino acids: phenylalanine, valine, threonine, tryptophan, isoleucine, methionine, histidine, arginine, leucine and lysine. Arginine is conditionally essential, especially during growth.

Other useful classifications

GroupExamples
Branched-chain amino acidsValine, leucine, isoleucine
Aromatic amino acidsPhenylalanine, tyrosine, tryptophan
Sulfur-containingMethionine, cysteine
Positively charged/basicLysine, arginine, histidine
Negatively charged/acidicAspartate, glutamate
Ketogenic onlyLeucine, lysine
Both ketogenic and glucogenicIsoleucine, phenylalanine, tyrosine, tryptophan, threonine

Important Amino Acid Derivatives

Amino acid precursorProductImportant function
TyrosineDopamine, norepinephrine, epinephrineCatecholamine neurotransmission and stress response
TyrosineThyroid hormonesRegulation of metabolic activity
TryptophanSerotoninMood, GI motility and other functions
TryptophanMelatoninCircadian rhythm regulation
TryptophanNiacinNAD/NADP synthesis
HistidineHistamineInflammation and gastric acid regulation
GlutamateGABAMajor inhibitory neurotransmitter in the CNS
ArginineNitric oxideVasodilation and cell signaling
GlycineHeme and purine synthesisImportant biosynthetic precursor and inhibitory neurotransmitter
CysteineGlutathioneAntioxidant defense
MethionineS-adenosylmethionine (SAM)Major methyl-group donor

Important metabolic pathways

  • Phenylalanine → tyrosine: requires phenylalanine hydroxylase and tetrahydrobiopterin (BH₄).
  • Tyrosine → catecholamines: tyrosine → DOPA → dopamine → norepinephrine → epinephrine.
  • Tryptophan → serotonin: requires hydroxylation and decarboxylation.
  • Glutamate → GABA: catalyzed by glutamate decarboxylase; requires vitamin B6 (PLP).
  • Arginine → nitric oxide: catalyzed by nitric oxide synthase.

Clinical correlations

DisorderDefect or associationKey clue
Phenylketonuria (PKU)Usually phenylalanine hydroxylase deficiencyIncreased phenylalanine
AlbinismImpaired melanin synthesis, classically tyrosinase deficiencyReduced pigmentation
HomocystinuriaOften cystathionine β-synthase deficiencyThrombosis, lens displacement and skeletal features
Maple syrup urine diseaseDefect in branched-chain α-ketoacid dehydrogenaseElevated branched-chain amino acids and ketoacids
CystinuriaDefective renal and intestinal transport of cystine and certain dibasic amino acidsCystine kidney stones

Exam tip: Leucine and lysine are exclusively ketogenic. This distinction is frequently tested in biochemistry MCQs.