Prolonged Acetaminophen-Protein Adduct Elimination During Renal Failure, Lack of Adduct Removal by Hemodiafiltration, and Urinary Adduct Concentrations After Acetaminophen Overdose

J Med Toxicol. 2015 Jun;11(2):169-78. doi: 10.1007/s13181-014-0431-2.

Abstract

Elevated concentrations of serum acetaminophen-protein adducts, measured as protein-derived acetaminophen-cysteine (APAP-CYS), have been used to support a diagnosis of APAP-induced liver injury when histories and APAP levels are unhelpful. Adducts have been reported to undergo first-order elimination, with a terminal half-life of about 1.6 days. We wondered whether renal failure would affect APAP-CYS elimination half-life and whether continuous venovenous hemodiafiltration (CVVHDF), commonly used in liver failure patients, would remove adducts to lower their serum concentrations. Terminal elimination half-lives of serum APAP-CYS were compared between subjects with and without renal failure in a prospective cohort study of 168 adults who had ingested excessive doses of APAP. APAP-CYS concentrations were measured in plasma ultrafiltrate during CVVHDF at times of elevated serum adduct concentrations. Paired samples of urine and serum APAP-CYS concentrations were examined to help understand the potential importance of urinary elimination of serum adducts. APAP-CYS elimination half-life was longer in 15 renal failure subjects than in 28 subjects with normal renal function (41.3 ± 2.2 h versus 26.8 ± 1.1 h [mean ± SEM], respectively, p < 0.001). CVVHDF failed to remove detectable amounts of APAP-CYS in any of the nine subjects studied. Sixty-eight percent of 557 urine samples from 168 subjects contained no detectable APAP-CYS, despite levels in serum up to 16.99 μM. Terminal elimination half-life of serum APAP-CYS was prolonged in patients with renal failure for reasons unrelated to renal urinary adduct elimination, and consideration of prolonged elimination needs to be considered if attempting back-extrapolation of adduct concentrations. CVVHDF did not remove detectable APAP-CYS, suggesting approximate APAP-protein adduct molecular weights ≥ 50,000 Da. The presence of urinary APAP-CYS in the minority of instances was most compatible with renal adduct production and protein shedding into urine rather than elimination of serum adducts.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetaminophen / analogs & derivatives
  • Acetaminophen / pharmacokinetics*
  • Acetaminophen / poisoning*
  • Acetaminophen / urine
  • Adult
  • Analgesics, Non-Narcotic / pharmacokinetics*
  • Analgesics, Non-Narcotic / poisoning*
  • Analgesics, Non-Narcotic / urine
  • Chemical and Drug Induced Liver Injury / metabolism
  • Cohort Studies
  • Cysteine / analogs & derivatives
  • Cysteine / urine
  • Drug Overdose / metabolism
  • Drug Overdose / mortality
  • Drug Overdose / therapy
  • Female
  • Half-Life
  • Hemodiafiltration / methods*
  • Humans
  • Male
  • Prospective Studies
  • Proteins / pharmacokinetics*
  • Renal Circulation
  • Renal Insufficiency / metabolism*
  • Renal Insufficiency / mortality
  • Renal Insufficiency / therapy
  • Tandem Mass Spectrometry

Substances

  • Analgesics, Non-Narcotic
  • Proteins
  • Acetaminophen
  • acetaminophen cysteine
  • Cysteine