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3-(苯氨基)丙氨酸,一种与嗜酸性粒细胞增多性肌痛综合征相关的新型苯胺衍生氨基酸:与有毒油综合征有关联?

3-(Phenylamino)alanine, a novel aniline-derived amino acid associated with the eosinophilia-myalgia syndrome: a link to the toxic oil syndrome?

作者信息

Mayeno A N, Belongia E A, Lin F, Lundy S K, Gleich G J

机构信息

Allergic Diseases Research Laboratory, Mayo Clinic, Rochester, MN 55905.

出版信息

Mayo Clin Proc. 1992 Dec;67(12):1134-9. doi: 10.1016/s0025-6196(12)61142-2.

DOI:10.1016/s0025-6196(12)61142-2
PMID:1469924
Abstract

The eosinophilia-myalgia syndrome (EMS) is an inflammatory disease that occurred in epidemic proportions in the United States during 1989. Cases of EMS were also reported in Europe and elsewhere. Clinically, EMS resembles the Spanish toxic oil syndrome. EMS has been associated with ingestion of manufactured L-tryptophan and, more specifically, with lots of tryptophan that contained the trace contaminant 1,1'-ethylidenebis(tryptophan) (EBT). Another trace contaminant ("peak UV-5") has been reported, but the strength of its association with EMS has not been demonstrated. Herein we report independently that peak UV-5 is 3-(phenylamino)alanine (PAA). Patients with EMS ingested significantly greater amounts of both PAA and EBT than did control tryptophan users. PAA is chemically similar to 3-phenylamino-1,2-propanediol, an aniline derivative isolated from samples of oil that were consumed by persons in whom the toxic oil syndrome developed. The discovery of an aniline-derived contaminant in tryptophan raises the possibility that EMS and toxic oil syndrome may have a common etiologic trigger.

摘要

嗜酸性粒细胞增多性肌痛综合征(EMS)是一种炎症性疾病,1989年在美国呈流行态势。欧洲及其他地区也报告了EMS病例。临床上,EMS类似于西班牙有毒食用油综合征。EMS与摄入人工合成的L-色氨酸有关,更具体地说,与含有微量污染物1,1'-亚乙基双(色氨酸)(EBT)的大量色氨酸有关。另一种微量污染物(“紫外线峰值-5”)也有报告,但尚未证实其与EMS的关联强度。在此我们独立报告紫外线峰值-5是3-(苯氨基)丙氨酸(PAA)。与对照色氨酸使用者相比,EMS患者摄入的PAA和EBT量显著更多。PAA在化学结构上与3-苯氨基-1,2-丙二醇相似,3-苯氨基-1,2-丙二醇是从发生有毒食用油综合征的人群所食用的油样中分离出的一种苯胺衍生物。在色氨酸中发现苯胺衍生污染物增加了EMS和有毒食用油综合征可能有共同病因触发因素的可能性。

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引用本文的文献

1
Post-epidemic eosinophilia-myalgia syndrome associated with L-tryptophan.与L-色氨酸相关的疫情后嗜酸性粒细胞增多性肌痛综合征
Arthritis Rheum. 2011 Nov;63(11):3633-9. doi: 10.1002/art.30514.
2
Subchronic toxicity of 3-phenylamino alanine, an impurity in L-tryptophan reported to be associated with eosinophilia-myalgia syndrome.3-苯基氨基丙氨酸的亚慢性毒性,L-色氨酸中的一种杂质,据报道与嗜酸性粒细胞增多性肌痛综合征有关。
Arch Toxicol. 1995;69(7):444-9. doi: 10.1007/s002040050197.
3
A murine model of the eosinophilia-myalgia syndrome induced by 1,1'-ethylidenebis (L-tryptophan).
由1,1'-亚乙基双(L-色氨酸)诱导的嗜酸性粒细胞增多性肌痛综合征的小鼠模型。
J Clin Invest. 1994 Apr;93(4):1473-80. doi: 10.1172/JCI117125.
4
Identification of four metabolites of 3-(phenylamino)alanine, a constituent in L-tryptophan products implicated in eosinophilia-myalgia syndrome, in rats.
Arch Toxicol. 1994;68(8):500-5. doi: 10.1007/s002040050102.
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Accumulation of 3-(phenylamino)alanine, a constituent in L-tryptophan products implicated in eosinophilia-myalgia syndrome, in blood and organs of the Lewis rats.
Arch Toxicol. 1995;69(4):266-70. doi: 10.1007/s002040050169.