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Literature summary for 2.3.1.67 extracted from

  • Yamazaki, Y.; Yasuda, K.; Matsuyama, T.; Ishihara, T.; Higa, R.; Sawairi, T.; Yamaguchi, M.; Egi, M.; Akai, S.; Miyase, T.; Ikari, A.; Miwa, M.; Sugatani, J.
    A Penicillium sp. F33 metabolite and its synthetic derivatives inhibit acetyl-CoA:1-O-alkyl-sn-glycero-3-phosphocholine acetyltransferase (a key enzyme in platelet-activating factor biosynthesis) and carrageenan-induced paw edema in mice (2013), Biochem. Pharmacol., 86, 632-644.
    View publication on PubMed
Search for more literature for 2.3.1.67

Application

Application Comment Organism
medicine inhibitors 3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone and 2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone at 2.5 mg/kg shod significant, 47.9-51.7%, inhibition in the carrageenan-induced mouse paw edema test, stronger than that of prednisolone at 10 mg/kg Mus musculus

Cloned(Commentary)

Cloned (Comment) Organism
gene Lpcat2, quantitative realtime PCR exprssion analysis Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
1,4-diacetoxy-2-methoxy-5-methyl-3-tetradecanoyloxybenzene
-
 Mus musculus
2-methoxy-1,3,4-trihydroxy-5-methylbenzene i.e. 2-methoxy-1,3,4-trihydroxy-5-methylbenzene, isolated from Penicillium sp. strain F33 Mus musculus
2-methoxy-5-methyl-1,3,4-triacetoxybenzene
-
 Mus musculus
2-methoxy-5-methyl-3-octadecanoyloxy-1,4-benzoquinone
-
 Mus musculus
2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone derivative of a metabolite from Penicillium sp. F33 , strong inhibition. Compound also significantly suppresses the gene expression of lyso-PAF acetyltransferase/LPCAT2 in mouse bone marrow-derived macrophages stimulated by lipopolysaccharide Mus musculus
2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone derivative of a metabolite from Penicillium sp. F33 , strong inhibition. Compound also significantly suppresses the gene expression of lyso-PAF acetyltransferase/LPCAT2 in mouse bone marrow-derived macrophages stimulated by lipopolysaccharide Rattus norvegicus
3,4-dihydroxy-1,2-dimethoxy-5-methylbenzene
-
 Mus musculus
3-acetoxy-2-methoxy-5-methyl-1,4-benzoquinone
-
 Mus musculus
3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone derivative of a metabolite from Penicillium sp. F33 , strong inhibition. Compound also significantly suppresses the gene expression of lyso-PAF acetyltransferase/LPCAT2 in mouse bone marrow-derived macrophages stimulated by lipopolysaccharide; not active against lipoxygenase and cyclooxygenases Mus musculus
3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone derivative of a metabolite from Penicillium sp. F33 , strong inhibition. Compound also significantly suppresses the gene expression of lyso-PAF acetyltransferase/LPCAT2 in mouse bone marrow-derived macrophages stimulated by lipopolysaccharide Rattus norvegicus
3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
-
 Mus musculus
3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone
-
 Mus musculus
Decanoic acid
-
 Mus musculus
dihydrofumigatin i.e. 2-methoxy-1,3,4-trihydroxy-5-methylbenzene, isolated from Penicillium sp. strain F33 Mus musculus
dodecanoic acid
-
 Mus musculus
additional information inhibition of lipopolysaccharide-induced platelet activating factor production and gene expression of lysophosphatidylcholine acyltransferase (LPCAT2)/lyso-PAF acetyltransferase by synthetic fumigatin derivatives, compound stability and inhibitory potencies, synthesis and evaluation, overview. Dihydrofumigatin is isolated and identified from Penicillium sp. strain F33. In addition to the efficacy to inhibit the function of lyso/PAF acetyltransferase/LPCAT2, 3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone, 3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone, and 2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone also inhibit the expression of LPCAT2 mRNA Mus musculus
myristic acid
-
 Mus musculus
octanoic acid
-
 Mus musculus
palmitic acid
-
 Mus musculus
tetradecanoic acid
-
 Rattus norvegicus

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
 Rattus norvegicus
-
-

Organism

Organism UniProt Comment Textmining
Mus musculus
-
-
-
Mus musculus Q8BYI6 gene Lpcat2; gene Lpcat2
-
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
macrophage bone marrow-derived Mus musculus
-
spleen
-
 Rattus norvegicus
-

Synonyms

Synonyms Comment Organism
acetyl-CoA:1-O-alkyl-sn-glycero-3-phosphocholine acetyltransferase
-
 Mus musculus
acetyl-CoA:lyso-PAF acetyltransferase
-
 Mus musculus
acetyl-CoA:lyso-PAF acetyltransferase
-
 Rattus norvegicus
LPCAT2
-
 Mus musculus
LPCAT2
-
 Rattus norvegicus
lyso-PAF acetyltransferase
-
 Mus musculus
lysophosphatidylcholine acyltransferase (LPCAT2)/lyso-PAF acetyltransferase
-
 Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
 assay at Mus musculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.9
-
 assay at Mus musculus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.003
-
 pH 6.9, 37°C Rattus norvegicus 3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
0.003
-
 pH 6.9, 37°C Mus musculus 3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
0.02
-
 pH 6.9, 37°C Rattus norvegicus 2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone
0.02
-
 pH 6.9, 37°C Mus musculus 2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone
0.101
-
 pH 6.9, 37°C Mus musculus 2-methoxy-1,3,4-trihydroxy-5-methylbenzene
0.109
-
 pH 6.9, 37°C Mus musculus 3-hydroxy-2-methoxy-5-methyl-1,4-benzoquinone
0.121
-
 pH 6.9, 37°C Mus musculus 3-acetoxy-2-methoxy-5-methyl-1,4-benzoquinone
0.139
-
 pH 6.9, 37°C Mus musculus 3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone
0.166
-
 pH 6.9, 37°C Mus musculus 3,4-dihydroxy-1,2-dimethoxy-5-methylbenzene
0.183
-
 pH 6.9, 37°C Mus musculus myristic acid
0.183
-
 pH 6.9, 37°C Rattus norvegicus tetradecanoic acid
0.391
-
 pH 6.9, 37°C Mus musculus 2-methoxy-5-methyl-3-octadecanoyloxy-1,4-benzoquinone
0.419
-
 pH 6.9, 37°C Mus musculus dodecanoic acid
0.5
-
 pH 6.9, 37°C Mus musculus palmitic acid
0.5
-
 pH 6.9, 37°C Mus musculus octanoic acid
0.5
-
 pH 6.9, 37°C Mus musculus Decanoic acid
0.5
-
 pH 6.9, 37°C Mus musculus 2-methoxy-5-methyl-1,3,4-triacetoxybenzene
0.5
-
 pH 6.9, 37°C Mus musculus 1,4-diacetoxy-2-methoxy-5-methyl-3-tetradecanoyloxybenzene

Expression

Organism Comment Expression
Mus musculus 3-hexanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone, 3-decanoyloxy-2-methoxy-5-methyl-1,4-benzoquinone, and 2-methoxy-5-methyl-3-tetradecanoyloxy-1,4-benzoquinone also inhibit the expression of the enzyme mRNA down
Mus musculus fatty acid esters of fumigatin reduce lipopolysaccharide-stimulated transcription of lyso-PAF acetyltransferase/LPCAT2 mRNA in bone marrow-derived macrophages additional information
Mus musculus stimulation of enzyme expression by lipopolysaccharides up

General Information

General Information Comment Organism
physiological function in inflammatory and allergic processes, platelet-activating factor, PAF, is biosynthesized in specific enzymatic reactions, which involve acetyl-CoA:lyso-PAF acetyltransferases Mus musculus