Studies on ozone-treated phosphatidylcholine
A major target of ozone reactivity is the unsaturated acyl side chains of phospholipids. In this study, a model system was established to characterize some of the toxic products generated. When ozone is allowed to react with liposomes prepared from purified phosphatidylcholine, at least two types of hemolytic agents are formed. One type is rapidly produced at 0/sup 0/ in the presence or absence of EDTA. A second type is evolved during storage at 37/sup 0/ in the absence of EDTA. A number of physical and chemical characteristics of the initial hemolytic agents were found: (1) They are heat-labile and are rapidly destroyed at 37/sup 0/ at neutral pH or at 0/sup 0/ above pH 8. (2) The active substances are not volatile and are associated with the light liposomes. (3) They could be extracted into chloroform, but attempts at purification by chromatographic techniques were not successful. (4) Their activity was not associated with hydroperoxides or the majority of the TBA reactive material. The heat-labile hemolytic agents appear to contain carbonyl functional groups which can form hemiaminals or Schiff bases with amines. There appears to be two types of mechanisms which can inhibit the hemolysis induced by the heat-labile hemolytic agents. The first class, consisting of substances such as cysteine, polyamines, heptylamine, semicarbazide, and tryptophan appear to act by chemically reacting with an essential functional group in the hemolytic agent. The second class, of consisting BHT and ascorbic acid appears to quench the propagation of a free radical reaction in the membrane.
- Research Organization:
- State Univ. of New York Downstate Medical Center, Brooklyn (USA). Dept. of Microbiology and Immunology
- OSTI ID:
- 5527578
- Resource Relation:
- Other Information: Thesis (Ph. D.)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
HEMATOLOGIC AGENTS
CHEMICAL PROPERTIES
LECITHINS
BIOCHEMICAL REACTION KINETICS
OZONE
TOXICITY
AMINES
ASCORBIC ACID
CELL MEMBRANES
CHLOROFORM
CHROMATOGRAPHY
CYSTEINE
EDTA
EXPERIMENTAL DATA
HEMOLYSIS
INHIBITION
LIPOSOMES
PH VALUE
PURIFICATION
QUENCHING
RADICALS
SCHIFF BASES
SEMICARBAZIDES
SOLVENT EXTRACTION
TEMPERATURE EFFECTS
TRYPTOPHAN
VOLATILITY
AMINO ACIDS
AROMATICS
AZAARENES
AZOLES
CARBONIC ACID DERIVATIVES
CARBOXYLIC ACIDS
CELL CONSTITUENTS
CHELATING AGENTS
CHLORINATED ALIPHATIC HYDROCARBONS
DATA
DRUGS
ESTERS
EXTRACTION
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
IMINES
INDOLES
INFORMATION
KINETICS
LIPIDS
LYSIS
MEMBRANES
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
ORGANIC PHOSPHORUS COMPOUNDS
ORGANIC SULFUR COMPOUNDS
ORGANOIDS
PATHOLOGICAL CHANGES
PHOSPHOLIPIDS
PYRROLES
REACTION KINETICS
SEPARATION PROCESSES
THIOLS
VITAMINS
560301* - Chemicals Metabolism & Toxicology- Cells- (-1987)