Asymmetric synthesis of a new 8-hydroxyquinoline-derived α-amino acid and its incorporation in a peptidylsensor for divalent zinc

被引:57
作者
Jotterand, N [1 ]
Pearce, DA [1 ]
Imperiali, B [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/jo001681j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:3224 / 3228
页数:5
相关论文
共 21 条
[1]   SOME CHARACTERISTICS OF FLUORESCENCE OF QUININE [J].
CHEN, RF .
ANALYTICAL BIOCHEMISTRY, 1967, 19 (02) :374-&
[2]   Metallopeptide design: Tuning the metal cation affinities with unnatural amino acids and peptide secondary structure [J].
Cheng, RP ;
Fisher, SL ;
Imperiali, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (46) :11349-11356
[3]   Highly enantioselective synthesis of cyclic and functionalized α-amino acids by means of a chiral phase transfer catalyst [J].
Corey, EJ ;
Noe, MC ;
Xu, F .
TETRAHEDRON LETTERS, 1998, 39 (30) :5347-5350
[4]   A rational approach to catalytic enantioselective enolate alkylation using a structurally rigidified and defined chiral quaternary ammonium salt under phase transfer conditions [J].
Corey, EJ ;
Xu, F ;
Noe, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12414-12415
[5]   TISSUE SULFHYDRYL GROUPS [J].
ELLMAN, GL .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1959, 82 (01) :70-77
[6]   SOLID-PHASE PEPTIDE-SYNTHESIS UTILIZING 9-FLUORENYLMETHOXYCARBONYL AMINO-ACIDS [J].
FIELDS, GB ;
NOBLE, RL .
INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1990, 35 (03) :161-214
[7]   A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide: Elucidation of limitations of Marfey's method and of its separation mechanism [J].
Fujii, K ;
Ikai, Y ;
Mayumi, T ;
Oka, H ;
Suzuki, M ;
Harada, K .
ANALYTICAL CHEMISTRY, 1997, 69 (16) :3346-3352
[8]   A fluorescent zinc probe based on metal-induced peptide folding [J].
Godwin, HA ;
Berg, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (27) :6514-6515
[9]   THE REVERSE TURN AS A TEMPLATE FOR METAL COORDINATION [J].
IMPERIALI, B ;
KAPOOR, TM .
TETRAHEDRON, 1993, 49 (17) :3501-3510
[10]   A CONFORMATIONAL STUDY OF PEPTIDES WITH THE GENERAL STRUCTURE AC-L-XAA-PRO-D-XAA-L-XAA-NH2 - SPECTROSCOPIC EVIDENCE FOR A PEPTIDE WITH SIGNIFICANT BETA-TURN CHARACTER IN WATER AND IN DIMETHYL-SULFOXIDE [J].
IMPERIALI, B ;
FISHER, SL ;
MOATS, RA ;
PRINS, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (09) :3182-3188