Formation of a novel 20-hydroxylated metabolite of lipoxin A4 by human neutrophil microsomes

Hideki Sumimoto; Ryuichi Isobe; Yoichi Mizukami; Shigeki Minakami

doi:10.1016/0014-5793(93)81165-V

Formation of a novel 20-hydroxylated metabolite of lipoxin A₄ by human neutrophil microsomes

Hideki Sumimoto
, Ryuichi Isobe
, Yoichi Mizukami
, Shigeki Minakami

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

Lipoxin A₄ (LXA₄) is a biologically active compound produced from arachidonic acid via interactions of lipoxygenases. Incubation of LXA₄ either with human neutrophils or with the neutrophil microsomes leads to formation of a polar compound on a reverse-phase high-performance liquid chromatography. We have identified the metabolite as 20-hydroxy-LXA₄, a novel metabolite of arachidonic acid, on the basis of ultraviolet spectrometry and gas chromatography-mass spectrometry. The LXA₄ω -hydroxylation requires both molecular oxygen and NADPH, and is inhibited by carbon monoxide, by antibodies raised against NADPH-cytochrome P-450 reductase, or competitively by leukotriene B₄ (LTB₄) and LTB₅, substrates of LTB₄ ω-hydroxylase. These findings indicate that the formation of 20-hydroxy-LXA₄ is catalyzed by a neutrophil cytochrome P-450, the LTB₄ ω-hydroxylase.

Original language	English
Pages (from-to)	205-210
Number of pages	6
Journal	FEBS Letters
Volume	315
Issue number	3
DOIs	https://doi.org/10.1016/0014-5793(93)81165-V
Publication status	Published - Jan 11 1993
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biophysics
Structural Biology
Biochemistry
Molecular Biology
Genetics
Cell Biology

Access to Document

10.1016/0014-5793(93)81165-V

Cite this

@article{aecb8dbf5a904d0d990d4ffe0942c29e,

title = "Formation of a novel 20-hydroxylated metabolite of lipoxin A4 by human neutrophil microsomes",

abstract = "Lipoxin A4 (LXA4) is a biologically active compound produced from arachidonic acid via interactions of lipoxygenases. Incubation of LXA4 either with human neutrophils or with the neutrophil microsomes leads to formation of a polar compound on a reverse-phase high-performance liquid chromatography. We have identified the metabolite as 20-hydroxy-LXA4, a novel metabolite of arachidonic acid, on the basis of ultraviolet spectrometry and gas chromatography-mass spectrometry. The LXA4ω -hydroxylation requires both molecular oxygen and NADPH, and is inhibited by carbon monoxide, by antibodies raised against NADPH-cytochrome P-450 reductase, or competitively by leukotriene B4 (LTB4) and LTB5, substrates of LTB4 ω-hydroxylase. These findings indicate that the formation of 20-hydroxy-LXA4 is catalyzed by a neutrophil cytochrome P-450, the LTB4 ω-hydroxylase.",

author = "Hideki Sumimoto and Ryuichi Isobe and Yoichi Mizukami and Shigeki Minakami",

note = "Funding Information: AcknowledgementsT. his work was supportedin part by grantsf rom the Ministry of Education,S ciencea nd Culture,J apan.",

year = "1993",

month = jan,

day = "11",

doi = "10.1016/0014-5793(93)81165-V",

language = "English",

volume = "315",

pages = "205--210",

journal = "FEBS Letters",

issn = "0014-5793",

publisher = "John Wiley and Sons Inc.",

number = "3",

}

TY - JOUR

T1 - Formation of a novel 20-hydroxylated metabolite of lipoxin A4 by human neutrophil microsomes

AU - Sumimoto, Hideki

AU - Isobe, Ryuichi

AU - Mizukami, Yoichi

AU - Minakami, Shigeki

N1 - Funding Information: AcknowledgementsT. his work was supportedin part by grantsf rom the Ministry of Education,S ciencea nd Culture,J apan.

PY - 1993/1/11

Y1 - 1993/1/11

N2 - Lipoxin A4 (LXA4) is a biologically active compound produced from arachidonic acid via interactions of lipoxygenases. Incubation of LXA4 either with human neutrophils or with the neutrophil microsomes leads to formation of a polar compound on a reverse-phase high-performance liquid chromatography. We have identified the metabolite as 20-hydroxy-LXA4, a novel metabolite of arachidonic acid, on the basis of ultraviolet spectrometry and gas chromatography-mass spectrometry. The LXA4ω -hydroxylation requires both molecular oxygen and NADPH, and is inhibited by carbon monoxide, by antibodies raised against NADPH-cytochrome P-450 reductase, or competitively by leukotriene B4 (LTB4) and LTB5, substrates of LTB4 ω-hydroxylase. These findings indicate that the formation of 20-hydroxy-LXA4 is catalyzed by a neutrophil cytochrome P-450, the LTB4 ω-hydroxylase.

AB - Lipoxin A4 (LXA4) is a biologically active compound produced from arachidonic acid via interactions of lipoxygenases. Incubation of LXA4 either with human neutrophils or with the neutrophil microsomes leads to formation of a polar compound on a reverse-phase high-performance liquid chromatography. We have identified the metabolite as 20-hydroxy-LXA4, a novel metabolite of arachidonic acid, on the basis of ultraviolet spectrometry and gas chromatography-mass spectrometry. The LXA4ω -hydroxylation requires both molecular oxygen and NADPH, and is inhibited by carbon monoxide, by antibodies raised against NADPH-cytochrome P-450 reductase, or competitively by leukotriene B4 (LTB4) and LTB5, substrates of LTB4 ω-hydroxylase. These findings indicate that the formation of 20-hydroxy-LXA4 is catalyzed by a neutrophil cytochrome P-450, the LTB4 ω-hydroxylase.

UR - https://www.scopus.com/pages/publications/0027506998

UR - https://www.scopus.com/pages/publications/0027506998#tab=citedBy

U2 - 10.1016/0014-5793(93)81165-V

DO - 10.1016/0014-5793(93)81165-V

M3 - Article

C2 - 8422907

AN - SCOPUS:0027506998

SN - 0014-5793

VL - 315

SP - 205

EP - 210

JO - FEBS Letters

JF - FEBS Letters

IS - 3

ER -

Formation of a novel 20-hydroxylated metabolite of lipoxin A₄ by human neutrophil microsomes

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this