SYNTHESIS OF STABLE ISOTOPE-LABELED ANALOGS OF THE CYSTEINE AND N-ACETYLCYSTEINE CONJUGATES OF TETRACHLOROETHYLENE

被引:3
|
作者
BARTELS, MJ [1 ]
MINER, VW [1 ]
机构
[1] DOW CHEM CO USA,ANALYT CHEM INSTRUMENTAL ANAL,MIDLAND,MI 48674
关键词
D O I
10.1002/jlcr.2580280212
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Stable isotope‐labelled analogs of the cysteine and N‐acetylcysteine conjugates of tetrachloroethylene have been prepared. S‐(1,2,2‐Trichlorovinyl)‐DL‐cysteine‐3,3‐2H2 was synthesized in a rapid, one‐step procedure from tetrachloroethylene and DL‐cysteine‐3,3‐2H2. Unlabelled S‐(1,2,2‐trichlorovinyl)‐L‐cysteine was prepared in a similar fashion. The corresponding 13C‐N‐acetyl‐S‐(1,2,2‐trichlorovinyl)cysteine compounds were then prepared via acetylation of the deuterated and unlabelled cysteine conjugates with 13C‐acetyl chloride. Copyright © 1990 John Wiley & Sons, Ltd.
引用
收藏
页码:209 / 214
页数:6
相关论文
共 50 条
  • [41] Synthesis, Purification, and Mass Spectrometric Characterization of Stable Isotope-Labeled Amadori-Glycated Phospholipids
    He, Xiaobo
    Zhang, Qibin
    ACS OMEGA, 2018, 3 (11): : 15725 - 15733
  • [42] Facile synthesis of stable isotope-labeled antibacterial agent RWJ-416457 and its metabolite
    Lin, Ronghui
    Weaner, Larry E.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2012, 55 (08): : 296 - 299
  • [43] AN EFFICIENT CHEMOMICROBIOLOGICAL SYNTHESIS OF STABLE ISOTOPE-LABELED L-TYROSINE AND L-PHENYLALANINE
    WALKER, TE
    MATHENY, C
    STORM, CB
    HAYDEN, H
    JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (08): : 1175 - 1179
  • [44] Cell-free synthesis of stable isotope-labeled internal standards for targeted quantitative proteomics
    Narumi, Ryohei
    Masuda, Keiko
    Tomonaga, Takeshi
    Adachi, Jun
    Ueda, Hiroki R.
    Shimizu, Yoshihiro
    SYNTHETIC AND SYSTEMS BIOTECHNOLOGY, 2018, 3 (02) : 97 - 104
  • [45] Hepatitis C virus serine protease: synthesis of radioactive and stable isotope-labeled potent inhibitors
    Latli, Bachir
    Hrapchak, Matt
    Gorys, Vida
    Llinas-Brunet, Montse
    Campbell, Scot S.
    Song, Jinhua
    Senanayake, Chris H.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2014, 57 (05): : 350 - 357
  • [46] Synthesis of stable isotope-labeled nasturlexins and potential precursors to probe biosynthetic pathways of cruciferous phytoalexins
    Pedras, M. Soledade C.
    To, Q. Huy
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2018, 61 (02): : 94 - 106
  • [47] Chromium(VI) forms thiolate complexes with gamma-glutamylcysteine, N-acetylcysteine, cysteine, and the methyl ester of N-acetylcysteine
    Brauer, SL
    Hneihen, AS
    McBride, JS
    Wetterhahn, KE
    INORGANIC CHEMISTRY, 1996, 35 (02) : 373 - 381
  • [48] Participation of mercuric conjugates of cysteine, homocysteine, and N-acetylcysteine in mechanisms involved in the renal tubular uptake of inorganic mercury
    Zalups, RK
    Barfuss, DW
    JOURNAL OF THE AMERICAN SOCIETY OF NEPHROLOGY, 1998, 9 (04): : 551 - 561
  • [49] Stable isotope-labeled excipients for drug product identification and counterfeit detection
    Felton, Linda A.
    Shah, Punit P.
    Sharp, Zachary
    Atudorei, Viorel
    Timmins, Graham S.
    DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY, 2011, 37 (01) : 88 - 92
  • [50] PHARMACOKINETIC EQUIVALENCE OF STABLE ISOTOPE-LABELED AND UNLABELED DRUGS - PHENOBARBITAL IN MAN
    BROWNE, TR
    VANLANGENHOVE, A
    COSTELLO, CE
    BIEMANN, K
    GREENBLATT, DJ
    JOURNAL OF CLINICAL PHARMACOLOGY, 1982, 22 (07): : 309 - 315