Covalent interaction of chloroacetic and acetic acids with cholesterol.

H. K. Bhat, Ghulam Ansari

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The covalent interaction of chloroacetic acid with rat liver lipids was studied in vivo. Rats were given a single oral dose (8.75 mg/kg, 50 microCi) of 1-[14C]chloroacetic acid and sacrificed after 24 hours. Lipids extracted from the livers were separated into neutral lipids and phospholipids by solid-phase extraction using sep-pak silica cartridges. The neutral lipid fraction was further fractionated by preparative thin-layer chromatography followed by reverse-phase high-performance liquid chromatography. The fraction corresponding to the retention time of standard cholesteryl chloroacetate gave a pseudomolecular ion peak at m/z 480/482 ratio: (3:1) on ammonia chemical ionization mass spectrometry, and the fragmentation pattern was found to be similar to that of the standard sample. Under similar conditions, acetic acid resulted in the formation of cholesteryl acetate. The effect of such conjugation reactions on the cell membrane and their contribution to toxicity is presently unknown.

Original languageEnglish (US)
Pages (from-to)189-193
Number of pages5
JournalJournal of Biochemical Toxicology
Volume4
Issue number3
StatePublished - Sep 1989

Fingerprint

Chloroacetates
Acetic Acid
Cholesterol
Lipids
Liver
Rats
Thin layer chromatography
Solid Phase Extraction
High performance liquid chromatography
Reverse-Phase Chromatography
Cell membranes
Thin Layer Chromatography
Ammonia
Silicon Dioxide
Ionization
Mass spectrometry
Toxicity
Mass Spectrometry
Phospholipids
High Pressure Liquid Chromatography

ASJC Scopus subject areas

  • Medicine(all)

Cite this

Covalent interaction of chloroacetic and acetic acids with cholesterol. / Bhat, H. K.; Ansari, Ghulam.

In: Journal of Biochemical Toxicology, Vol. 4, No. 3, 09.1989, p. 189-193.

Research output: Contribution to journalArticle

@article{ccbe9cf832a94c1e924a4fb4fca18607,
title = "Covalent interaction of chloroacetic and acetic acids with cholesterol.",
abstract = "The covalent interaction of chloroacetic acid with rat liver lipids was studied in vivo. Rats were given a single oral dose (8.75 mg/kg, 50 microCi) of 1-[14C]chloroacetic acid and sacrificed after 24 hours. Lipids extracted from the livers were separated into neutral lipids and phospholipids by solid-phase extraction using sep-pak silica cartridges. The neutral lipid fraction was further fractionated by preparative thin-layer chromatography followed by reverse-phase high-performance liquid chromatography. The fraction corresponding to the retention time of standard cholesteryl chloroacetate gave a pseudomolecular ion peak at m/z 480/482 ratio: (3:1) on ammonia chemical ionization mass spectrometry, and the fragmentation pattern was found to be similar to that of the standard sample. Under similar conditions, acetic acid resulted in the formation of cholesteryl acetate. The effect of such conjugation reactions on the cell membrane and their contribution to toxicity is presently unknown.",
author = "Bhat, {H. K.} and Ghulam Ansari",
year = "1989",
month = "9",
language = "English (US)",
volume = "4",
pages = "189--193",
journal = "Journal of Biochemical and Molecular Toxicology",
issn = "1095-6670",
publisher = "John Wiley and Sons Inc.",
number = "3",

}

TY - JOUR

T1 - Covalent interaction of chloroacetic and acetic acids with cholesterol.

AU - Bhat, H. K.

AU - Ansari, Ghulam

PY - 1989/9

Y1 - 1989/9

N2 - The covalent interaction of chloroacetic acid with rat liver lipids was studied in vivo. Rats were given a single oral dose (8.75 mg/kg, 50 microCi) of 1-[14C]chloroacetic acid and sacrificed after 24 hours. Lipids extracted from the livers were separated into neutral lipids and phospholipids by solid-phase extraction using sep-pak silica cartridges. The neutral lipid fraction was further fractionated by preparative thin-layer chromatography followed by reverse-phase high-performance liquid chromatography. The fraction corresponding to the retention time of standard cholesteryl chloroacetate gave a pseudomolecular ion peak at m/z 480/482 ratio: (3:1) on ammonia chemical ionization mass spectrometry, and the fragmentation pattern was found to be similar to that of the standard sample. Under similar conditions, acetic acid resulted in the formation of cholesteryl acetate. The effect of such conjugation reactions on the cell membrane and their contribution to toxicity is presently unknown.

AB - The covalent interaction of chloroacetic acid with rat liver lipids was studied in vivo. Rats were given a single oral dose (8.75 mg/kg, 50 microCi) of 1-[14C]chloroacetic acid and sacrificed after 24 hours. Lipids extracted from the livers were separated into neutral lipids and phospholipids by solid-phase extraction using sep-pak silica cartridges. The neutral lipid fraction was further fractionated by preparative thin-layer chromatography followed by reverse-phase high-performance liquid chromatography. The fraction corresponding to the retention time of standard cholesteryl chloroacetate gave a pseudomolecular ion peak at m/z 480/482 ratio: (3:1) on ammonia chemical ionization mass spectrometry, and the fragmentation pattern was found to be similar to that of the standard sample. Under similar conditions, acetic acid resulted in the formation of cholesteryl acetate. The effect of such conjugation reactions on the cell membrane and their contribution to toxicity is presently unknown.

UR - http://www.scopus.com/inward/record.url?scp=0024723157&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0024723157&partnerID=8YFLogxK

M3 - Article

VL - 4

SP - 189

EP - 193

JO - Journal of Biochemical and Molecular Toxicology

JF - Journal of Biochemical and Molecular Toxicology

SN - 1095-6670

IS - 3

ER -