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The degradation of platelet-activating factor and related lipids: susceptibility to phospholipases C and D.
Lipids. 1987 Nov; 22(11):800-7.L

Abstract

1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholine (ET-18-OCH3) is an ether-linked lipid that exhibits selective cytotoxicity toward several types of tumor cells and is relatively inactive toward normal cells under the same conditions of treatment. The mechanis of this selective cytotoxicity is unknown. We conducted studies to determine whether this compound is metabolized by phospholipases C and D and, if so, whether sensitive and resistant cells differ in their ability to degrade ET-18-OCH3 by these enzymes. We have examined the metabolism of the L-isomer of ET-18-OCH3, 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine (L-ET-18-OCH3), by lysophospholipase D of rat liver microsomes and by a phospholipase D from the marine bacterium Vibrio damsela. The metabolism of L-ET-18-OCH3 was also examined in cell culture using Madin-Darby canine kidney cells, human promyelocytic leukemia cells and human myelocytic leukemia cells. In these studies, L-ET-18-OCH3 and related 1-O-alkyl-linked phosphocholine analogs radiolabeled with 3H in the 1-O-alkyl chain were used. L-ET-18-OCH3 was not hydrolyzed by lysophospholipase D from rat liver microsomes under conditions where cleavage of 1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine was observed. However, phospholipase D from the marine bacterium V. damsela readily hydrolyzed L-ET-18-OCH3 to 1-O-[3H]octadecyl-2-O-methyl-sn-glycero-3-phosphate, demonstrating that L-ET-18-OCH3 can be degraded by a phospholipase D. Platelet-activating factor (PAF) and lyso-PAF were also substrates for the bacterial phospholipase D.(

ABSTRACT

TRUNCATED AT 250 WORDS)

Authors+Show Affiliations

Department of Biochemistry, Bowman Gray School of Medicine, Wake Forest University, Winston-Salem, NC 27103.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

3444369

Citation

Wilcox, R W., et al. "The Degradation of Platelet-activating Factor and Related Lipids: Susceptibility to Phospholipases C and D." Lipids, vol. 22, no. 11, 1987, pp. 800-7.
Wilcox RW, Wykle RL, Schmitt JD, et al. The degradation of platelet-activating factor and related lipids: susceptibility to phospholipases C and D. Lipids. 1987;22(11):800-7.
Wilcox, R. W., Wykle, R. L., Schmitt, J. D., & Daniel, L. W. (1987). The degradation of platelet-activating factor and related lipids: susceptibility to phospholipases C and D. Lipids, 22(11), 800-7.
Wilcox RW, et al. The Degradation of Platelet-activating Factor and Related Lipids: Susceptibility to Phospholipases C and D. Lipids. 1987;22(11):800-7. PubMed PMID: 3444369.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The degradation of platelet-activating factor and related lipids: susceptibility to phospholipases C and D. AU - Wilcox,R W, AU - Wykle,R L, AU - Schmitt,J D, AU - Daniel,L W, PY - 1987/11/1/pubmed PY - 1987/11/1/medline PY - 1987/11/1/entrez SP - 800 EP - 7 JF - Lipids JO - Lipids VL - 22 IS - 11 N2 - 1-O-Octadecyl-2-O-methyl-rac-glycero-3-phosphocholine (ET-18-OCH3) is an ether-linked lipid that exhibits selective cytotoxicity toward several types of tumor cells and is relatively inactive toward normal cells under the same conditions of treatment. The mechanis of this selective cytotoxicity is unknown. We conducted studies to determine whether this compound is metabolized by phospholipases C and D and, if so, whether sensitive and resistant cells differ in their ability to degrade ET-18-OCH3 by these enzymes. We have examined the metabolism of the L-isomer of ET-18-OCH3, 1-O-octadecyl-2-O-methyl-sn-glycero-3-phosphocholine (L-ET-18-OCH3), by lysophospholipase D of rat liver microsomes and by a phospholipase D from the marine bacterium Vibrio damsela. The metabolism of L-ET-18-OCH3 was also examined in cell culture using Madin-Darby canine kidney cells, human promyelocytic leukemia cells and human myelocytic leukemia cells. In these studies, L-ET-18-OCH3 and related 1-O-alkyl-linked phosphocholine analogs radiolabeled with 3H in the 1-O-alkyl chain were used. L-ET-18-OCH3 was not hydrolyzed by lysophospholipase D from rat liver microsomes under conditions where cleavage of 1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine was observed. However, phospholipase D from the marine bacterium V. damsela readily hydrolyzed L-ET-18-OCH3 to 1-O-[3H]octadecyl-2-O-methyl-sn-glycero-3-phosphate, demonstrating that L-ET-18-OCH3 can be degraded by a phospholipase D. Platelet-activating factor (PAF) and lyso-PAF were also substrates for the bacterial phospholipase D.(ABSTRACT TRUNCATED AT 250 WORDS) SN - 0024-4201 UR - https://www.unboundmedicine.com/medline/citation/3444369/The_degradation_of_platelet_activating_factor_and_related_lipids:_susceptibility_to_phospholipases_C_and_D_ L2 - https://onlinelibrary.wiley.com/resolve/openurl?genre=article&sid=nlm:pubmed&issn=0024-4201&date=1987&volume=22&issue=11&spage=800 DB - PRIME DP - Unbound Medicine ER -