LEUKOTRIENE-C - SLOW-REACTING SUBSTANCE FROM MURINE MASTOCYTOMA-CELLS

LEUKOTRIENE-C - SLOW-REACTING SUBSTANCE FROM MURINE MASTOCYTOMA-CELLS
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DOI:
10.1073/pnas.76.9.4275
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发表时间:
1979-01-01
影响因子:
11.1
通讯作者:
SAMUELSSON, B
SAMUELSSON, B
中科院分区:
综合性期刊1区
文献类型:
--
作者:
MURPHY, RC;HAMMARSTROM, S;SAMUELSSON, B

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用钙离子载体A23187处理的小鼠肥大细胞瘤细胞产生引起豚鼠回肠收缩的慢反应物质(SRS)。该反应被SRS拮抗剂FPL 55712逆转。根据同位素掺入实验、光谱学和化学降解,确定SRS为5-羟基-7,9,11,14-二十碳四烯酸的含半胱氨酸衍生物。该氨基酸在C-6处以硫醚键连接。SRS在结构上与先前在白细胞中鉴定的花生四烯酸的环氧和二羟基代谢物相关。一个共同的特征是存在共轭三烯,并引入名称白三烯来指定这些化合物。白三烯A(5,6-环氧-7,9,11,14-二十碳四烯酸)是形成白三烯B(5,12-二羟基-6,8,10,14-二十碳四烯酸)的中间体,可能是白三烯C的前体,白三烯C是此处鉴定的SRS。
Murine mastocytoma cells treated with calcium ionophore A23187 produced a slow-reacting substance (SRS) that caused guinea pig ileum to contract. The response was reversed by the SRS antagonist FPL 55712. On the basis of isotope incorporation experiments, spectroscopy and chemical degradations, the SRS was identified as a cysteine-containing derivative of 5-hydroxy-7,9,11,14-icosatetraenoic acid. This amino acid was attached in thioether linkage at C-6. The SRS is structurally related to previously identified epoxy and dihydroxy metabolites of arachidonic acid in leukocytes. A common feature is the presence of a conjugated triene and the name leukotriene was introduced to designate these compounds. Leukotriene A (5,6-epoxy-7,9,11,14-icosatetraenoic acid) is an intermediate in the formation of leukotriene B (5,12-dihydroxy-6,8,10,14-icosatetraenoic acid) and may be a precursor of leukotriene C, which is the SRS identified here.