CAS: 17685-04-0; (2S,3S,4S,5R,6R)-6-Ethoxy-3,4,5-Trihydroxytetrahydro-2H-Pyran-2-Carboxylic Acid

该化合物是乙醇的代谢物,通过乙醇与甘烃酸的混凝土形成,是一种无色,可溶水的化合物,由于乙醇摄入后尿液和其他生物液体中含有这种物质,通常用作酒精消费的生物标志.乙基的特点是其稳定性,它能够比乙醇本身更长时间地探测到这种物质,使它成为酒精测试的有用工具.该化合物是非挥发性,分子重量相对较低.其合成涉及UDP-甘烃基转移酶的酶作用,这有助于将甘酸转移至包括乙醇在内的各种子物质.乙基氨基-D-甘基诺酸也与药理学和毒理学有关,因为它能够提供酒精新陈代谢及其对人体的影响方面的深刻了解.由于乙醇的特定形成,它成为近期酒精消费的一个可靠指标,在临床和法医调查中都具有帮助作用.

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上下游产品

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester methyl (ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate ethanol

合成工艺路线路线简述

    📜乙酰溴-Alpha-D-葡萄糖酮酸甲基酯置于甲醇,Sodium Methylate,Silver(L) Oxide体系中,用 乙腈 用作溶剂,化学反应 13.0H,反应生成乙基&beta-D-葡萄糖醛酸
    参考文献: Electrochemical Methods And Compounds For The Detection Of Enzymes[fr] Composés Et Procédés électrochimiques Pour La Détection D'Enzymes
    标题: Electrochemical Methods And Compounds For The Detection Of Enzymes[fr] Composés Et Procédés électrochimiques Pour La Détection D'Enzymes
    摘要:本文揭示了一种用于电化学检测酶的组合物和方法,例如指示疾病,紊乱或病原体(如病毒,细菌和真菌)的酶.这些方法可用于疾病,紊乱或病原体的现场诊断检测(例如,在医疗环境中识别感染患者的病原体菌株).本文描述的电化学方法还可用于评估病原体对抗病原药物的敏感性.还提供了适用于与本文描述的方法结合使用的探针.

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    专利信息


    专利号:EP-4416163-A1
    优先权日:2021-10-14
    标题:Method for the synthesis of evoc probes

    专利号:WO-2023062386-A1
    优先权日:2021-10-14
    标题 :Method for the synthesis of evoc probes

    专利号:WO-2010031875-A1
    优先权日:2008-09-22
    标题:Drug metabolism
    发明人:DRAGAN CALAIN-AUREL; BUCHHEIT DANIELA; BUREIK MATTHIAS
    权利人:POMBIO TECH GMBH; DRAGAN CALAIN-AUREL; BUCHHEIT DANIELA; BUREIK MATTHIAS
    摘要:The invention relates to the technical area of detoxification and metabolism of drugs as well as endogenous compounds. Particularly, the present invention relates to the physiological and pharmacological significance of glucuronidation and to the biotechnological production of glucuronides. Drug metabolites generated by UDP glycosyltransferases (UGTs) are needed for drug development and toxicity studies, especially in the context of metabolites in safety testing (MIST). Since chemical metabolite synthesis can be stereo chemically demanding and arduous, various biological approaches have been developed; however, no whole-cell biotransformation with recombinant microbes that expresses human UGTs could yet be achieved. In this invention human UDP glucose-6-dehydrogenase was expressed (UGDH) together with a UGT isoform in the fission yeast Schizosaccharomyces pombe and strains that catalyze the whole-cell glucuronidation of standard substrates at rates up to 150 μmol L'1 d'1 were generated. Moreover, two methods to obtain stable isotope-labelled glucuronide metabolites were established: The first makes use of a labelled aglycon, while the second employs 13C6-glucose as a metabolic precursor of isotope-labelled UDP-glucuronic acid (UDP-GA) and yields a sixfold labelled glucuronide. This system should lead to a significant facilitation in the production of both labelled and unlabeled drug glucuronides.

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    ✅ COA系统入驻 | 共享模式

    合成参考文献


    参考文献:10.1016/s0379-0738(02)00025-7
    摘要:Droenner P, Schmitt G, Aderjan R, Zimmer H. A kinetic model describing the pharmacokinetics of ethyl glucuronide in humans. Forensic Sci Int. 2002 Mar 28;126(1):24–9. doi: 10.1016/s0379-0738(02)00025-7.
    参考文献:10.1097/ftd.0b013e318167d602
    摘要:Pragst F, Yegles M. Determination of fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) in hair: a promising way for retrospective detection of alcohol abuse during pregnancy Ther Drug Monit. 2008 Apr;30(2):255–63. doi: 10.1097/ftd.0b013e318167d602.
    参考文献:10.3724/sp.j.1123.2011.00172
    摘要:Yu T, Li Q, Wan T, Li J, Ding S. [Determination of ethyl glucuronide in human urine by solid phase extraction-gas chromatography-mass spectrometry]. Se Pu. 2011 Feb;29(2):172–5. doi: 10.3724/sp.j.1123.2011.00172.
    参考文献:10.1002/elps.201000651
    摘要:Caslavska J, Jung B, Thormann W. Confirmation analysis of ethyl glucuronide and ethyl sulfate in human serum and urine by CZE-ESI-MS(n) after intake of alcoholic beverages. Electrophoresis. 2011 Jun;32(13):1760–4. doi: 10.1002/elps.201000651.
    参考文献:10.1007/s00414-012-0809-0
    摘要:Boscolo-Berto R, Viel G, Montisci M, Terranova C, Favretto D, Ferrara SD. Ethyl glucuronide concentration in hair for detecting heavy drinking and/or abstinence: a meta-analysis. International Journal of Legal Medicine. 2012 Dec 19;127(3):611–9. doi: 10.1007/s00414-012-0809-0.
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