AN IMPROVED SYNTHESIS OF 4-[3-(TRIFLUOROMETHYL)-3H-DIAZIRIN-3-YL]BENZOIC ACID FOR PHOTOAFFINITY-LABELING

被引:22
作者
HATANAKA, Y
NAKAYAMA, H
KANAOKA, Y
机构
[1] HOKKAIDO UNIV,FAC PHARMACEUT SCI,SAPPORO,HOKKAIDO 060,JAPAN
[2] TOYAMA WOMENS COLL,TOYAMA 93001,JAPAN
关键词
D O I
10.3987/COM-92-S(T)93
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An improved synthesis of 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoic acid, a key carbene precursor for photoaffinity labeling, was described. A new diazirine with amino group as a connective part was designed.
引用
收藏
页码:997 / 1004
页数:8
相关论文
共 15 条
[1]  
[Anonymous], LAB TECHNIQUES BIOCH
[2]   A NEW SYNTHESIS OF KETONES CONTAINING ONE PERFLUOROALKYL GROUP [J].
DISHART, KT ;
LEVINE, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (10) :2268-2270
[3]  
HATANAKA Y, 1992, CHEM PHARM BULL, V40, P2537
[4]   PHOTOAFFINITY-LABELING .6. CHROMOGENIC DIAZIRINE - A NEW SPECTROPHOTOMETRIC APPROACH FOR PHOTOAFFINITY-LABELING [J].
HATANAKA, Y ;
YOSHIDA, E ;
NAKAYAMA, H ;
KANAOKA, Y .
BIOORGANIC CHEMISTRY, 1989, 17 (04) :482-485
[5]  
HATANAKA Y, 1990, FEBS LETT, V260, P2790
[6]   STRUCTURAL CHARACTERIZATION OF THE DIHYDROPYRIDINE RECEPTOR-LINKED CALCIUM-CHANNEL FROM PORCINE HEART [J].
KUNIYASU, A ;
OKA, K ;
YAMADA, TI ;
HATANAKA, Y ;
ABE, T ;
NAKAYAMA, H ;
KANAOKA, Y .
JOURNAL OF BIOCHEMISTRY, 1992, 112 (02) :235-242
[7]   OXAZOLINES .11. SYNTHESIS OF FUNCTIONALIZED AROMATIC AND ALIPHATIC-ACIDS - USEFUL PROTECTING GROUP FOR CARBOXYLIC-ACIDS AGAINST GRIGNARD AND HYDRIDE REAGENTS [J].
MEYERS, AI ;
TEMPLE, DL ;
HAIDUKEW.D ;
MIHELICH, ED .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (18) :2787-2793
[8]   IDENTIFICATION OF 1,4-DIHYDROPYRIDINE BINDING REGIONS WITHIN THE ALPHA-1 SUBUNIT OF SKELETAL-MUSCLE CA2+ CHANNELS BY PHOTOAFFINITY-LABELING WITH DIAZIPINE [J].
NAKAYAMA, H ;
TAKI, M ;
STRIESSNIG, J ;
GLOSSMANN, H ;
CATTERALL, WA ;
KANAOKA, Y .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1991, 88 (20) :9203-9207
[9]   PHOTOLABELED SITES WITH A TETRODOTOXIN DERIVATIVE IN THE DOMAIN-III AND DOMAIN-IV OF THE ELECTROPLAX SODIUM-CHANNEL [J].
NAKAYAMA, H ;
HATANAKA, Y ;
YOSHIDA, E ;
OKA, K ;
TAKANOHASHI, M ;
AMANO, Y ;
KANAOKA, Y .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1992, 184 (02) :900-907
[10]  
NASSAL M, 1983, LIEBIGS ANN CHEM, P1510