کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
8553143 | 1562578 | 2018 | 12 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Peak AAA fatty acid homolog contaminants present in the dietary supplement l-Tryptophan associated with the onset of eosinophilia-myalgia syndrome
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کلمات کلیدی
LC-UVMSNL-TRPPAPEMSIDATOFCDCPAACIDTOSESIDouFDAnuclear magnetic resonance - رزونانس مغناطیسی هستهایl-Tryptophan - l-تریپتوفانLC–MS - LC-MSMS/MS - MS / MScollision energy - انرژی برخوردCES - اینNMR - تشدید مغناطیسی هستهای collision induced dissociation - تقارن ناشی از برخوردTime-of-Flight - زمان پروازEosinophilia-myalgia syndrome - سندرم Eosinophilia-myalgiaToxic oil syndrome - سندرم روغن سمیMulti-stage mass spectrometry - طیف سنجی جرم چند مرحله ایTandem mass spectrometry - طیف سنجی جرمی پشت سر هم یا متوالیDietary supplements - مکمل های غذاییhigh performance liquid chromatography - کروماتوگرافی مایع با کارایی بالاHPLC - کروماتوگرافی مایعی کاراInformation-Dependent Acquisition - کسب اطلاعات وابستهelectrospray ionization - یونیزاسیون الکترو اسپری
موضوعات مرتبط
علوم زیستی و بیوفناوری
علوم محیط زیست
بهداشت، سم شناسی و جهش زایی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Peak AAA fatty acid homolog contaminants present in the dietary supplement l-Tryptophan associated with the onset of eosinophilia-myalgia syndrome Peak AAA fatty acid homolog contaminants present in the dietary supplement l-Tryptophan associated with the onset of eosinophilia-myalgia syndrome](/preview/png/8553143.png)
چکیده انگلیسی
The eosinophilia-myalgia syndrome (EMS) outbreak that occurred in the USA and elsewhere in 1989 was caused by the ingestion of Showa Denko K.K. (SD) L-tryptophan (L-Trp). “Six compounds” detected in the L-Trp were reported as case-associated contaminants. Recently the final and most statistically significant contaminant, “Peak AAA” was structurally characterized. The “compound” was actually shown to be two structural isomers resulting from condensation reactions of L-Trp with fatty acids derived from the bacterial cell membrane. They were identified as the indole C-2 anteiso (AAA1-343) and linear (AAA2-343) aliphatic chain isomers. Based on those findings, we utilized a combination of on-line HPLC-electrospray ionization mass spectrometry (LC-MS), as well as both precursor and product ion tandem mass spectrometry (MS/MS) to facilitate identification of a homologous family of condensation products related to AAA1-343 and AAA2-343. We structurally characterized eight new AAA1-XXX/AAA2-XXX contaminants, where XXX represents the integer molecular ions of all the related homologs, differing by aliphatic chain length and isomer configuration. The contaminants were derived from the following fatty acids of the bacterial cell membrane, 5-methylheptanoic acid (anteiso-C8:0) for AAA1-315; n-octanoic acid (n-C8:0) for AAA2-315; 6-methyloctanoic acid (anteiso-C9:0) for AAA1-329; n-nonanoic acid (n-C9:0) for AAA2-329; 10-methyldodecanoic acid (anteiso-C13:0) for AAA1-385; n-tridecanoic acid (n-C13:0) for AAA2-385; 11-methyltridecanoic acid (anteiso-C14:0) for AAA1-399; and n-tetradecanoic acid (n-C14:0) for AAA2-399. The concentration levels for these contaminants were estimated to be 0.1-7.9â¯Î¼g / 500â¯mg of an individual SD L-Trp tablet or capsule The structural similarity of these homologs to case-related contaminants of Spanish Toxic Oil Syndrome (TOS) is discussed.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Toxicology Letters - Volume 294, 15 September 2018, Pages 193-204
Journal: Toxicology Letters - Volume 294, 15 September 2018, Pages 193-204
نویسندگان
Klaus Klarskov, Hugo Gagnon, Mathieu Racine, Pierre-Luc Boudreault, Chad Normandin, Eric Marsault, Gerald J. Gleich, Stephen Naylor,