ADVANTAGEOUS APPLICATIONS OF AZABENZOTRIAZOLE (TRIAZOLOPYRIDINE)-BASED COUPLING REAGENTS TO SOLID-PHASE PEPTIDE-SYNTHESIS

被引:386
作者
CARPINO, LA [1 ]
EL-FAHAM, A [1 ]
MINOR, CA [1 ]
ALBERICIO, F [1 ]
机构
[1] MILLIPORE CORP, BEDFORD, MA 01730 USA
关键词
D O I
10.1039/c39940000201
中图分类号
O6 [化学];
学科分类号
0703 [化学];
摘要
1-Hydroxy-7-azabenzotriazole (HOAt) and its corresponding uronium and phosphonium salts are shown to be superior to their benzotriazole analogs in solid-phase peptide synthesis, thereby making possible the automated synthesis of peptides containing hindered amino acids.
引用
收藏
页码:201 / 203
页数:3
相关论文
共 25 条
[1]
HYPERSENSITIVE ACID-LABILE (HAL) TRIS(ALKOXY)BENZYL ESTER ANCHORING FOR SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDE SEGMENTS [J].
ALBERICIO, F ;
BARANY, G .
TETRAHEDRON LETTERS, 1991, 32 (08) :1015-1018
[2]
PREPARATION AND APPLICATION OF THE 5-(4-(9-FLUORENYLMETHYLOXYCARBONYL)AMINOMETHYL-3,5-DIMETHOXYPHENOXY)VALERIC ACID (PAL) HANDLE FOR THE SOLID-PHASE SYNTHESIS OF C-TERMINAL PEPTIDE AMIDES UNDER MILD CONDITIONS [J].
ALBERICIO, F ;
KNEIBCORDONIER, N ;
BIANCALANA, S ;
GERA, L ;
MASADA, RI ;
HUDSON, D ;
BARANY, G .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (12) :3730-3743
[3]
POLYAMIDE SUPPORTS FOR POLYPEPTIDE-SYNTHESIS [J].
ATHERTON, E ;
CLIVE, DLJ ;
SHEPPARD, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (22) :6584-6585
[4]
Z-GLN(TRT)-AIB-AIB-AIB-OME SYNTHESIS USING UNCA AND BOP PYBROP COUPLING METHODS [J].
AUVINGUETTE, C ;
FREROT, E ;
COSTE, J ;
REBUFFAT, S ;
JOUIN, P ;
BODO, B .
TETRAHEDRON LETTERS, 1993, 34 (15) :2481-2482
[5]
BARANY G, 1993, 22ND P EUR PEPT S, P267
[6]
BELTON P, 1989, 20TH P EUR PEPT S, P619
[7]
1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].
CARPINO, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398
[8]
CASTRO B, 1975, TETRAHEDRON LETT, P1219
[9]
CHEN S, 1992, TETRAHEDRON LETT, V32, P647
[10]
PYBOP - A NEW PEPTIDE COUPLING REAGENT DEVOID OF TOXIC BY-PRODUCT [J].
COSTE, J ;
LENGUYEN, D ;
CASTRO, B .
TETRAHEDRON LETTERS, 1990, 31 (02) :205-208