TAUTOMERIC PHENOMENON OF A NOVEL POTENT IMMUNOSUPPRESSANT (FK506) IN SOLUTION .1. ISOLATION AND STRUCTURE DETERMINATION OF TAUTOMERIC COMPOUNDS

被引:37
作者
NAMIKI, Y
KIHARA, N
KODA, S
HANE, K
YASUDA, T
机构
[1] Research Laboratories, Fujisawa Pharmaceutical Co., Ltd., Osaka,532, Chome, Kashima, Yodogawa-ku
关键词
D O I
10.7164/antibiotics.46.1149
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Tautomeric phenomenon was observed in the HPLC chromatogram obtained from a novel potent immunosuppressant, FK506, in ethanol solution. Two tautomeric compounds derived from FK506 were isolated and purified by HPLC. Their structures were elucidated by spectral analyses. The mechanisms for this tautomerization were also established based on the results of structure analysis.
引用
收藏
页码:1149 / 1155
页数:7
相关论文
共 9 条
[1]   2 DISTINCT SIGNAL TRANSMISSION PATHWAYS IN LYMPHOCYTES-T ARE INHIBITED BY COMPLEXES FORMED BETWEEN AN IMMUNOPHILIN AND EITHER FK506 OR RAPAMYCIN [J].
BIERER, BE ;
MATTILA, PS ;
STANDAERT, RF ;
HERZENBERG, LA ;
BURAKOFF, SJ ;
CRABTREE, G ;
SCHREIBER, SL .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (23) :9231-9235
[2]  
DUMONT FJ, 1990, J IMMUNOL, V144, P251
[3]  
DUYNE GDV, 1991, J AM CHEM SOC, V113, P7433
[4]  
Hane K, 1992, IYAKUHIN KENKYU, V23, P33
[5]  
JOSHUA H, 1992, RAININ DYNAMAX R JUN, P3
[6]   SOLUTION STRUCTURE OF FK-506 FROM NUCLEAR-MAGNETIC-RESONANCE AND MOLECULAR-DYNAMICS [J].
KARUSO, P ;
KESSLER, H ;
MIERKE, DF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) :9434-9436
[7]   CHEMISTRY OF VICINAL POLYKETONES [J].
RUBIN, MB .
CHEMICAL REVIEWS, 1975, 75 (02) :177-202
[8]   STRUCTURE OF A NEW MACROCYCLIC ANTIBIOTIC [J].
TAGA, T ;
TANAKA, H ;
GOTO, T ;
TADA, S .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1987, 43 :751-753
[9]   STRUCTURE OF FK506 - A NOVEL IMMUNOSUPPRESSANT ISOLATED FROM STREPTOMYCES [J].
TANAKA, H ;
KURODA, A ;
MARUSAWA, H ;
HATANAKA, H ;
KINO, T ;
GOTO, T ;
HASHIMOTO, M ;
TAGA, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :5031-5033