BACTERIAL AROMATIC HYDROXYLATION - CIS-DIHYDRODIOL METABOLITES AND THEIR POSSIBLE ROLE IN THE NIH SHIFT

被引:4
作者
BARR, SA
BOYD, DR
SHARMA, ND
HAMILTON, L
AUSTIN, R
MCMORDIE, S
DALTON, H
机构
[1] QUEENS UNIV BELFAST,SCH CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND
[2] UNIV WARWICK,DEPT BIOL SCI,COVENTRY CV4 7AL,W MIDLANDS,ENGLAND
关键词
D O I
10.1039/c39940001921
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
cis-Dihydrodiol and arene oxide metabolites of carbocyclic and heterocyclic arenes yield the corresponding phenols via an 'NIH Shift' mechanism.
引用
收藏
页码:1921 / 1922
页数:2
相关论文
共 15 条
  • [1] Agarwal S. K, 1986, TETRAHEDRON LETT, V26, P4253
  • [2] SYNTHESIS OF ARENE OXIDE AND TRANS-DIHYDRODIOL METABOLITES OF QUINOLINE
    AGARWAL, SK
    BOYD, DR
    DAVIES, RJH
    HAMILTON, L
    JERINA, DM
    MCCULLOUGH, JJ
    PORTER, HP
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (07): : 1969 - 1974
  • [3] MICROBIAL-DEGRADATION OF CHLORINATED ARENES .7. INITIAL STEPS IN THE DEGRADATION OF CHLOROBENZENE DERIVATIVES BY PSEUDOMONAS-PUTIDA
    BALLSCHMITER, K
    SCHOLZ, C
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (11): : 955 - 956
  • [4] BALLSCHMITER K, 1977, CHEM INT ED ENGL, V16, P64
  • [5] STRUCTURE AND STEREOCHEMISTRY OF CIS-DIHYDRO DIOL AND PHENOL METABOLITES OF BICYCLIC AZAARENES FROM PSEUDOMONAS-PUTIDA UV4
    BOYD, DR
    SHARMA, ND
    DORRITY, MRJ
    HAND, MV
    MCMORDIE, RAS
    MALONE, JF
    PORTER, HP
    DALTON, H
    CHIMA, J
    SHELDRAKE, GN
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (09): : 1065 - 1071
  • [6] ACID-CATALYZED AROMATIZATION OF BENZENE CIS-1,2-DIHYDRODIOLS - A CARBOCATION TRANSITION-STATE POORLY STABILIZED BY RESONANCE
    BOYD, DR
    BLACKER, J
    BYRNE, B
    DALTON, H
    HAND, MV
    KELLY, SC
    OFERRALL, RAM
    RAO, SN
    SHARMA, ND
    SHELDRAKE, GN
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (03) : 313 - 314
  • [7] STRUCTURES AND STEREOCHEMICAL ASSIGNMENTS OF SOME NOVEL CHIRAL SYNTHONS DERIVED FROM THE BIOTRANSFORMATION OF 2,3-DIHYDROBENZOFURAN AND BENZOFURAN BY PSEUDOMONAS-PUTIDA
    BOYD, DR
    SHARMA, ND
    BOYLE, R
    MALONE, JF
    CHIMA, J
    DALTON, H
    [J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (06) : 1307 - 1324
  • [8] REARRANGEMENT OF [1-H-2]-AND [2-H-2]NAPHTHALENE 1,2-OXIDES TO 1-NAPHTHOL - MECHANISM OF NIH SHIFT
    BOYD, DR
    DALY, JW
    JERINA, DM
    [J]. BIOCHEMISTRY, 1972, 11 (10) : 1961 - &
  • [9] BOYD DR, UNPUB
  • [10] BOYD DR, 1985, CHEM HETEROCYCLIC 3, V42, P197