Greter J, Lindstedt S, Steen G
J Biol Chem. 1979 Apr 25;254(8):2807-13.
cis-3,4-Methylene hexanedioic acid has been discovered in human urine. It has been isolated and identified by mass spectrometry and synthesis. The daily excretion in nine subjects on a free diet was 88 mumol/day (range, 32 to 144 mumol/day). cis-3,4-Methylene hexanedioic acid was given orally to a rat. About 90% of the dose was recovered unchanged in the urine within 24 h. Intragastric administration of cis-9,10-methylene [9,10-3H2]octadecanoic acid to rats gave four labeled urinary metabolites. The major one was cis-3,4-methylene hexanedioic acid, the others were 2,3-methylene pentanedioic acid and isomers of methylene heptanedioic acid and methylene octanedioic acid. Within 72 h, about 40% of the administered radioactivity could be recovered from the urine and another 40% from the carcass. About 20% of the recovered radioactivity was found to be water. Of the radioactivity administered to rats orally as cis-9,10-methylene [9,10-3H2]octadecanoic acid methyl ester, about 50% could be recovered from the lymph of the thoracic duct within 9 h. Intraperitoneal administration of cis-9,10-methylene octodecanoic acid methyl ester to rats gave the same metabolites. Of the given amount, 50 mol % could be recovered from the urine as cis-3,4-methylene hexanedioic acid and 19 mol % as homologues within 38 days.
顺式-3,4-亚甲基己二酸已在人类尿液中被发现。它已通过质谱分析和合成进行分离与鉴定。9名自由饮食受试者的每日排泄量为88微摩尔/天（范围为32至144微摩尔/天）。将顺式-3,4-亚甲基己二酸口服给予大鼠。约90%的剂量在24小时内以未改变的形式在尿液中回收。向大鼠胃内给予顺式-9,10-亚甲基[9,10-³H₂]十八烷酸产生了四种标记的尿代谢产物。主要产物是顺式-3,4-亚甲基己二酸，其他产物是2,3-亚甲基戊二酸以及亚甲基庚二酸和亚甲基辛二酸的异构体。在72小时内，约40%的给药放射性可从尿液中回收，另外40%可从 carcass（此处原文可能有误，推测为“尸体”或“动物躯体”之类意思）中回收。发现回收的放射性中约20%是水。以顺式-9,10-亚甲基[9,10-³H₂]十八烷酸甲酯形式口服给予大鼠的放射性中，约50%可在9小时内从胸导管淋巴中回收。向大鼠腹腔内给予顺式-9,10-亚甲基十八烷酸甲酯产生相同的代谢产物。在38天内，给予量的50摩尔%可作为顺式-3,4-亚甲基己二酸从尿液中回收，19摩尔%作为同系物回收。
