AN ASYMMETRIC-SYNTHESIS OF DIFFERENTIALLY PROTECTED MESO-2,6-DIAMINOPIMELIC ACID

被引:32
作者
HOLCOMB, RC
SCHOW, S
AYRALKALOUSTIAN, S
POWELL, D
机构
[1] Oncology and Immunology Research Section, American Cyanamid Company, Medical Research Division, Pearl River
关键词
D O I
10.1016/0040-4039(94)88210-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Differentially protected meso-2,6-diaminopimelic acid, a component of bacterial cell walls, a biosynthetic precursor of L-lysine and a constituent of several synthetic immunostimulants, has been prepared stereospecifically from L-glutamic acid.
引用
收藏
页码:7005 / 7008
页数:4
相关论文
共 24 条
  • [1] INHIBITION OF ESCHERICHIA-COLI GROWTH AND DIAMINOPIMELIC ACID EPIMERASE BY 3-CHLORODIAMINOPIMELIC ACID
    BAUMANN, RJ
    BOHME, EH
    WISEMAN, JS
    VAAL, M
    NICHOLS, JS
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1988, 32 (08) : 1119 - 1123
  • [2] PEPTIDES OF 2-AMINOPIMELIC ACID - ANTIBACTERIAL AGENTS THAT INHIBIT DIAMINOPIMELIC ACID BIOSYNTHESIS
    BERGES, DA
    DEWOLF, WE
    DUNN, GL
    GRAPPEL, SF
    NEWMAN, DJ
    TAGGART, JJ
    GILVARG, C
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (01) : 89 - 95
  • [3] ENANTIOSELECTIVE SYNTHESES WITH TITANIUM-CARBOHYDRATE COMPLEXES .3. ENANTIOSELECTIVE SYNTHESIS OF D-THREO-BETA-HYDROXY-ALPHA-AMINO ACIDS WITH TITANIUM-CARBOHYDRATE COMPLEXES
    BOLD, G
    DUTHALER, RO
    RIEDIKER, M
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (04): : 497 - 498
  • [4] FLOC'H F, 1984, Drugs of the Future, V9, P763
  • [5] SYNTHESIS OF 3-FLUORODIAMINOPIMELIC ACID ISOMERS AS INHIBITORS OF DIAMINOPIMELATE EPIMERASE - STEREOCONTROLLED ENZYMATIC ELIMINATION OF HYDROGEN-FLUORIDE
    GELB, MH
    LIN, YK
    PICKARD, MA
    SONG, YH
    VEDERAS, JC
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (12) : 4932 - 4942
  • [6] THE LYSINE PATHWAY AS A TARGET FOR A NEW GENERA OF SYNTHETIC ANTIBACTERIAL ANTIBIOTICS
    GIRODEAU, JM
    AGOURIDAS, C
    MASSON, M
    PINEAU, R
    LEGOFFIC, F
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (06) : 1023 - 1030
  • [7] Gottschalk G., 1979, BACTERIAL METABOLISM
  • [8] IZUMI S, 1983, J ANTIBIOT, P566
  • [9] EXPRESSION IN MAMMALIAN-CELLS OF THE DIAMINOPIMELIC ACID DECARBOXYLASE OF ESCHERICHIA-COLI PERMITS CELL-GROWTH IN LYSINE-FREE MEDIUM
    JOUANNEAU, J
    STRAGIER, P
    BOUVIER, J
    PATTE, JC
    YANIV, M
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1985, 146 (01): : 173 - 178
  • [10] ASYMMETRIC-SYNTHESIS OF DIFFERENTIALLY PROTECTED MESO-2,6-DIAMINOPIMELIC ACID
    JURGENS, AR
    [J]. TETRAHEDRON LETTERS, 1992, 33 (33) : 4727 - 4730