Syntheses of novel photoaffinity probes for bioorganic studies on nyctinasty of leguminous plants

被引:9
作者
Sugimoto, T
Fujii, T
Hatanaka, Y
Yamamura, S
Ueda, M [1 ]
机构
[1] Keio Univ, Lab Nat Prod, Dept Chem, Fac Sci & Technol, Yokohama, Kanagawa 2238522, Japan
[2] Toyama Med & Pharmaceut Univ, Res Inst Wakan Yaku, Toyama 93001, Japan
关键词
D O I
10.1016/S0040-4039(02)01460-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel and non-radioactive photoaffinity probes (1 and 2) for the bioorganic Study of nyctinasty are designed and synthesized based on potassium isolespedezate (3), which induce leaf-opening against the leaf of Cassia mimosoides L. These probes bear a trifluoromethyldiazirine or diazophenyl group for photoaffinity and a biotin Subunit for affinity chromatography and chemiluminescent detection. Probes (1 and 2) showed leaf-opening activity at 5x10(-5) mol/L with leaves of C. mimosoides; thus, they would be an important tool for the identification of a receptor protein for 3. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6529 / 6532
页数:4
相关论文
共 8 条
[1]   QUANTITATION OF TRIPLE-HELIX FORMATION USING A PHOTO-CROSS-LINKABLE ARYL AZIDE BIOTIN OLIGONUCLEOTIDE CONJUGATE [J].
GESELOWITZ, DA ;
NEUMANN, RD .
BIOCONJUGATE CHEMISTRY, 1995, 6 (04) :502-506
[2]   A rapid and efficient method for identifying photoaffinity biotinylated sites within proteins [J].
Hatanaka, Y ;
Hashimoto, M ;
Kanaoka, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) :453-454
[3]   RECENT TRENDS IN PHOTOAFFINITY-LABELING [J].
KOTZYBAHIBERT, F ;
KAPFER, I ;
GOELDNER, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (12) :1296-1312
[4]   Fluorescence study on the nyctinasty of Cassia mimosoides L. using novel fluorescence-labeled probe compounds [J].
Sugimoto, T ;
Wada, Y ;
Yamamura, S ;
Ueda, M .
TETRAHEDRON, 2001, 57 (49) :9817-9825
[5]   Direct observation of the target cell for leaf-movement factor using novel fluorescence-labeled probe compounds: Fluorescence studies of nyctinasty in legumes. Part 1 [J].
Ueda, M ;
Wada, Y ;
Yamamura, S .
TETRAHEDRON LETTERS, 2001, 42 (23) :3869-3872
[6]  
Ueda M, 2000, ANGEW CHEM INT EDIT, V39, P1400, DOI 10.1002/(SICI)1521-3773(20000417)39:8<1400::AID-ANIE1400>3.0.CO
[7]  
2-Z
[8]   Chemical synthesis of sulfated oligosaccharides with a β-D-Gal-(1→3)-[β-D-Gal-(1→4)-(α-L-Fuc(1→3)-β-D-GlcNAc-(1→6)]-α-D-GalNAc sequence [J].
Xia, J ;
Srikrishnan, T ;
Alderfer, JL ;
Jain, RK ;
Piskorz, CF ;
Matta, KL .
CARBOHYDRATE RESEARCH, 2000, 329 (03) :561-577