m-Hydroxybenzoylecgonine: an important contributor to the immunoreactivity in assays for benzoylecgonine in meconium.

m-Hydroxybenzoylecgonine: an important contributor to the immunoreactivity in assays for benzoylecgonine in meconium.
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间羟基苯甲酰爱康宁:胎粪中苯甲酰爱康宁测定中免疫反应性的重要贡献者。

DOI:
10.1093/jat/17.6.348
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发表时间:
1993
影响因子:
2.5
通讯作者:
Hearn,WL
Hearn,WL
中科院分区:
医学3区
文献类型:
--
作者:
Steele,BW;Bandstra,ES;Wu,NC;Hime,GW;Hearn,WL

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据报道,胎粪是比母亲或新生儿尿液更适合用于检测胎儿暴露于可卡因的样本。在一项将各种免疫分析方法与气相色谱/质谱仪(GC/MS)进行比较的研究中,注意到这些分析方法之间存在一些无法解释的差异。利用胎粪样品的甲醇提取物,用薄层层析(TLC)检测到一个比苯甲酰ecGonine更极性的免疫反应点。经GC/MS分析,该斑点的抽提物产生了一种碎片模式,表明是芳基羟基化的苯甲酰ecGonine。合成了间羟基苯甲酰脑环素、邻羟基苯甲酰脑环素和对羟基苯甲酰脑环素的标准品,测定了间羟基苯甲酰脑环素与TLC免疫反应点的保留时间和离子比。此外,间羟基苯甲酰ecGonine被证明具有免疫反应活性。用GC/MS分析了10个对苯甲酰ecGonine免疫阳性的胎粪样品。结果表明,β-葡萄糖醛酸苷酶(IX型)酶解前后的结果表明,Freem-羟基苯甲酰ecGonine占总羟基苯甲酰ecGonine的59%~94%,总羟基苯甲酰ecGonine的值是苯甲酰ecGonine的0.20~6.3倍。因此,间羟基苯甲酰ecGonine似乎是胎粪中一种数量上重要的可卡因代谢物,这是免疫测定法和GC/MS测定胎粪提取物中苯甲酰ecgonine浓度差异的重要原因。
Meconium has been reported to be a more suitable specimen than maternal or neonatal urine for detecting fetal exposure to cocaine. In a study comparing various immunoassays with gas chromatography/mass spectrometry (GC/MS), several unexplained discrepancies among the assays were noted. Using methanol extracts of meconium samples, an immunoreactive spot that was more polar than benzoylecgonine was detected by thin-layer chromatography (TLC). An extract of this spot analyzed by GC/MS yielded a fragmentation pattern indicative of an aryl hydroxylated benzoylecgonine. Standards ofm-hydroxybenzoylecgonine,o-hydroxybenzoylecgonine, andp-hydroxybenzoylecgonine were synthesized; it was determined thatm-hydroxybenzoylecgonine had the same retention time and ion ratios as the TLC immunoreactive spot. Furthermore,m-hydroxybenzoylecgonine proved to be immunoreactive. Ten meconium samples immunoreactive for benzoylecgonine were analyzed by GC/MS. Results before and after hydrolysis with β-glucuronidase (type IX) showed freem-hydroxybenzoylecgonine comprising 59 to 94% of the totalm-hydroxybenzoylecgonine and showed totalm-hydroxybenzoylecgonine values ranging from 0.2 to 6.3 times as high as benzoylecgonine. Therefore,m-hydroxybenzoylecgonine appears to be a quantitatively important cocaine metabolite in meconium, which is responsible for a significant portion of the discrepancy between benzoylecgonine concentrations in meconium extracts as measured by immunoassay and GC/MS.
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