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
来源
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1990年 / 28卷 / 02期
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
  • [21] Proton exchange reactions in isotope chemistry (II) synthesis of stable isotope-labeled LCQ908
    Jian, Zhigang
    Ray, Tapan
    Wu, Amy
    Jones, Lawrence
    Forseth, Ry
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2014, 57 (12): : 670 - 673
  • [22] SYNTHESIS OF N-ACETYLCYSTEINE COMPOUNDS
    PORTELLI, M
    RENZI, G
    CERVATO, G
    FARMACO-EDIZIONE SCIENTIFICA, 1976, 31 (11): : 767 - 775
  • [23] The synthesis of a tritium, carbon-14, and stable isotope-labeled cathepsin C inhibitors
    Allen, Paul
    Bragg, Ryan A.
    Caffrey, Moya
    Ericsson, Cecilia
    Hickey, Michael J.
    Kingston, Lee P.
    Elmore, Charles S.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2017, 60 (02): : 124 - 129
  • [24] SYNTHESIS AND NMR-SPECTROSCOPY OF STABLE ISOTOPE-LABELED PHENOLS AND L-TYROSINES
    WINKEL, C
    AARTS, MWMM
    VANDERHEIDE, FR
    BUITENHUIS, EG
    LUGTENBURG, J
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1989, 108 (04): : 139 - 146
  • [25] Synthesis of stable isotope-labeled epothilone D using a degradation-reconstruction approach
    Burrell, Richard C.
    Turley, Wesley A.
    Bonacorsi, Samuel J., Jr.
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2015, 58 (09): : 361 - 369
  • [26] Synthesis and structure elucidation of estrogen quinones conjugated with cysteine, N-acetylcysteine, and glutathione
    Cao, K
    Stack, DE
    Ramanathan, R
    Gross, ML
    Rogan, EG
    Cavalieri, EL
    CHEMICAL RESEARCH IN TOXICOLOGY, 1998, 11 (08) : 909 - 916
  • [27] N-ACETYLCYSTEINE-CYSTEINE DISULFIDE EXCRETION IN URINE FOLLOWING N-ACETYLCYSTEINE ADMINISTRATION
    SHIH, VE
    SCHULMAN, JD
    JOURNAL OF PEDIATRICS, 1969, 74 (01): : 129 - &
  • [28] Basolateral uptake of mercuric conjugates of N-acetylcysteine and cysteine in the kidney involves the organic anion transport system
    Zalups, RK
    JOURNAL OF TOXICOLOGY AND ENVIRONMENTAL HEALTH-PART A, 1998, 55 (01): : 13 - 29
  • [29] Stable Isotope-Labeled RNA Phosphoramidites to Facilitate Dynamics by NMR
    Wunderlich, Christoph H.
    Juen, Michael A.
    LeBlanc, Regan M.
    Longhini, Andrew P.
    Dayie, T. Kwaku
    Kreutz, Christoph
    ISOTOPE LABELING OF BIOMOLECULES - LABELING METHODS, 2015, 565 : 461 - 494
  • [30] Asymmetric syntheses of radioactive and stable isotope-labeled ß-amino acids
    Zhang, Yinsheng
    Vaidyanathan, Srirajan
    Garnes, Keith
    Schildknegt, Klaas
    JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2012, 55 (05): : 166 - 170