A new linker for the synthesis of C-terminal peptide α-oxo-aldehydes

被引：32

作者：

Fruchart, JS

Gras-Masse, H

Melnyk, O

机构：

[1] Inst Pasteur, Inst Biol, F-59021 Lille, France

[2] Univ Lille 2, F-59021 Lille, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 34期

关键词：

C-terminal peptide alpha-oxo-aldehydes; periodic oxidation; tartaric acid-based linker; solid phase; chemical ligation;

D O I：

10.1016/S0040-4039(99)01161-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A tartaric acid-based linker was elaborated on an amino PEGA resin for the synthesis of C-terminal alpha-oxoaldehydes. A solid phase periodic oxidation allowed the formation of the glyoxylyl moiety and the separation of the final product from the solid support. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6225 / 6228

页数：4

共 14 条

[1] Solid phase synthesis of C-terminal peptide aldehydes
Fehrentz, JA
Paris, M
Heitz, A
Velek, J
Winternitz, F
Martinez, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) : 6792 - 6796
[2] Galeotti N, 1997, LETT PEPT SCI, V4, P437, DOI 10.1007/BF02442913
[3] SITE-DIRECTED CONJUGATION OF NONPEPTIDE GROUPS TO PEPTIDES AND PROTEINS VIA PERIODATE-OXIDATION OF A 2-AMINO ALCOHOL - APPLICATION TO MODIFICATION AT N-TERMINAL SERINE
GEOGHEGAN, KF
STROH, JG
[J]. BIOCONJUGATE CHEMISTRY, 1992, 3 (02) : 138 - 146
[4] Practical method for the combinatorial synthesis of peptide aldehydes
Hall, BJ
Sutherland, JD
[J]. TETRAHEDRON LETTERS, 1998, 39 (36) : 6593 - 6596
[5] PREPARATION OF PROTEIN CONJUGATES VIA INTERMOLECULAR HYDRAZONE LINKAGE
KING, TP
ZHAO, SW
LAM, T
[J]. BIOCHEMISTRY, 1986, 25 (19) : 5774 - 5779
[6] Simple and efficient solid-phase synthesis of unprotected peptide aldehyde for peptide segment ligation
Lelièvre, D
Chabane, H
Delmas, A
[J]. TETRAHEDRON LETTERS, 1998, 39 (52) : 9675 - 9678
[7] PEGA - A FLOW STABLE POLYETHYLENE-GLYCOL DIMETHYL ACRYLAMIDE COPOLYMER FOR SOLID-PHASE SYNTHESIS
MELDAL, M
[J]. TETRAHEDRON LETTERS, 1992, 33 (21) : 3077 - 3080
[8] MELNYK O, 1999, Patent No. 9905024
[9] AUTOMATED SYNTHESIS OF PEPTIDE C-TERMINAL ALDEHYDES
MURPHY, AM
DAGNINO, R
VALLAR, PL
TRIPPE, AJ
SHERMAN, SL
LUMPKIN, RH
TAMURA, SY
WEBB, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (08) : 3156 - 3157
[10] Use of ozonolysis in the synthesis of C-terminal peptide aldehydes on solid support
Pothion, C
Paris, M
Heitz, A
Rocheblave, L
Rouch, F
Fehrentz, JA
Martinez, J
[J]. TETRAHEDRON LETTERS, 1997, 38 (44) : 7749 - 7752

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