The CYP450 Enzyme System


  • The CYP450 enzyme system is a non-specific, mixed-function, haem-containing, oxidase enzyme system found primarily in the hepatocyte smooth endoplasmic reticulum, responsible for phase I metabolism
  • It makes up about 1% of total liver proteins
  • So-called because maximal light absorption when its reduced state is combined with carbon monoxide is 450nm
  • Many drugs are metabolised by more than one CYP450 enzyme

Liver

  • Multiple CYP isoforms, involved in drug & toxin metabolism
  • Some isoforms are synthetic e.g. CYP7A and CYP27A are involved in biosynthesis of bile acids from cholesterol

Kidneys

  • Found in the proximal convoluted tubule
  • Usually involved in production of arachidonic acid metabolites/prostaglandin metabolism
    • The CYP2C subfamily produces EET metabolites (vasodilators)
    • The CYP4A subfamily produces HETE metabolites (vasoconstrictors and inhibits Na+ reabsorption in the thick ascending loop of Henle)
  • CYP2E1 metabolises methoxyflurane, causing high local concentration of fluoride ions that have been linked with renal failure

Brain

  • CYP isoforms in the brain produce steroid hormones and prostaglandin metabolites
  • These regulate release of HPA hormones and cerebrovascular tone
  • Can influence mood and state of arousal via GABA receptors

Adrenal glands

  • CYP11, 17, 19 and 21 are involved in biosynthesis of endogenous steroids
  • CYP21A2 is absent in congenital adrenal hypoplasia

Other

  • Lung - type II pneumocytes contain CYP enzymes
  • GI mucosa (particularyl small bowel) - CYP3A4
  • Adipose tissue - CYP19 is involved in oestrogen production

  • CYP450 enzymes are classified and subdivided into:
    • Families e.g. CYP2, CYP3 [share 40% amino acid sequence]
    • Sub-families e.g. CYP2B, CYP2C [share 55% amino acid sequence]
    • Isoforms from a specific gene e.g. CYP2C9, CYP2C19
    • Individual alleles e.g. CYP2D6*1

CYP1 Family

  • The 1A sub-family is involved in metabolising polycyclic aromatic compounds such as caffeine, theophylline and propranolol
  • Can be induced by tobacco smoking, charbroiled meat, phenytoin and phenobarbital
  • CYP1A2 is strongly inhibited by ciprofloxacin and fluvoxamine and moderately so by cimetidine

CYP2 Family

  • CYP2 is a large family, of which 2C, 2D and 2E are most important
  • 2C and 2D sub-families are responsible for the majority of drug metabolism

  • CYP2C9
    • Metabolises propofol, parecoxib, S-warfarin, losartan and phenytoin
    • Absent in 1% of Caucasians and most African-Americans
    • Strongly inhibited by fluconazole and moderately so by amiodarone

  • CYP2C19
    • Metabolises diazepam, omeprazole, losartan and phenytoin
    • Absent in 3-5% of Caucasians, 20-30% of Asians
      • Reduces clearance of diazepam and phenytoin
      • Reduced dose of omeprazole required
    • Strongly inhibited by PPI's, cimetidine and ketoconazole

  • CYP2D6
    • Metabolises codeine, tramadol, ondansetron, flecainide, metoprolol/atenolol, TCA and SSRI's
    • Absent in 7-10% of Caucasians, 1-3% of non-Caucasians
      • Absence may make codeine and tramadol ineffective
      • Genetic polymorphisms of CY2D6 may alter codeine metabolism, either increasing or decreasing its effect
    • Multiple copies in 30% of East Africans, who are excessive metabolisers
    • Non-inducible by pharmacological agents
    • Strongly inhibited by SSRI's, quinidine and moderately so by cimetidine and amiodarone

  • CYP2E1
    • Metabolises fluoride-containing volatile agents, ethanol and paracetamol
    • Not subject to pharmacogenetic variation
    • Induced by isoniazid and chronic alcohol use
    • Inhibited by disulfiram and acute alcohol use

CYP3 Family

  • 3A is the main sub-family and accounts for 70% of GI tract CYP450
  • The CYP3A4 isoform metabolises fentanyl, alfentanil, lidocaine, benzodiazepines and vecuronium
  • Has many inducers and inhibitors