The metabolism of nitrosopyrrolidine by hepatocytes from Fischer rats

Chem Biol Interact. 1982 Sep;41(3):341-51. doi: 10.1016/0009-2797(82)90110-7.

Abstract

Nitrosopyrrolidine (NO-PYR), an hepatocellular carcinogen, is rapidly metabolized to CO2 by hepatocytes freshly isolated from the livers of male Fischer rats. Using CO2 evolution as a measure of NO-PYR metabolism, we observed two kinetic constants; a high affinity component (Km = 0.11 mM), and a lower affinity component (K m = 3.2 mM). The high affinity component has similar kinetic constants to those observed for in vitro reactions with microsomes plus cytosol (Km = 0.36 mM). Therefore, it is probable that the microsomal reaction is the limiting factor in the metabolism of NO-PYR in hepatocytes. NO-PYR may be metabolized to CO2 through normal anaplerotic sequences. Some metabolites of NO-PYR which have been tentatively identified are gamma-hydroxybutyrate, succinic semialdehyde, 3,4-dihydroxybutyric acid lactone, lactate, acetate, pyruvate, glyoxylate, gamma-aminobutyrate and alanine. 2-Hydroxytetrahydrofuran (2-hydroxy-THF). a product of alpha-hydroxylation was detected at low levels in only one of four reactions. 3-Hydroxy-NO-PYR is present but represents only a small percentage of the total metabolism and is probably of little significance in the overall catabolism of NO-PYR in hepatocytes.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acids / metabolism
  • Animals
  • Carbon Dioxide / metabolism
  • Chromatography, High Pressure Liquid
  • Kinetics
  • Liver / cytology
  • Liver / metabolism*
  • Male
  • N-Nitrosopyrrolidine / analogs & derivatives
  • N-Nitrosopyrrolidine / metabolism*
  • Nitrosamines / metabolism*
  • Rats
  • Tetrahydrofolates / metabolism
  • gamma-Aminobutyric Acid / analogs & derivatives
  • gamma-Aminobutyric Acid / metabolism

Substances

  • Amino Acids
  • Nitrosamines
  • Tetrahydrofolates
  • Carbon Dioxide
  • 5,6,7,8-tetrahydrofolic acid
  • gamma-Aminobutyric Acid
  • 3-hydroxy-1-nitrosopyrrolidine
  • succinic semialdehyde
  • N-Nitrosopyrrolidine