STEPWISE SOLID-PHASE SYNTHESIS OF NUCLEOPEPTIDE PHAC-SER(P(5')CATCAT)-GLY-ASP-OH FROM ADENOVIRUS-2 NUCLEOPROTEIN

被引：21

作者：

ROBLES, J ^{[1
]}

PEDROSO, E ^{[1
]}

GRANDAS, A ^{[1
]}

机构：

[1] UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,SPAIN

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)73381-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleopeptide Phac-Ser(p(5')CATCAT)-Gly-Asp-OH, corresponding to the linking site of adenovirus-2 nucleoprotein, has been synthesised by a stepwise solid-phase methodology. After assembly of the peptide on a solid support, the oligonucleotide chain elongation was carried out at the hydroxyl group of the serine residue by the phosphite triester approach using 5'-phosphoramidite derivatives. The target nucleopeptide was then obtained in good yield after removal of the permanent protecting groups under mild basic conditions.

引用

页码：4449 / 4452

页数：4

共 16 条

[1] NPE-RESIN, A NEW APPROACH TO THE SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDES AND OLIGONUCLEOTIDES .2. SYNTHESIS OF PROTECTED PEPTIDES [J].

ALBERICIO, F ;

GIRALT, E ;

ERITJA, R .

TETRAHEDRON LETTERS, 1991, 32 (11) :1515-1518

[2] OLIGONUCLEOTIDIC COMPOUNDS .73. AUTOMATED CHLORIDITE AND AMIDITE SYNTHESIS OF OLIGODEOXYRIBONUCLEOTIDES ON A LONG-CHAIN SUPPORT USING AMIDINE PROTECTED PURINE NUCLEOSIDES [J].

ARNOLD, L ;

TOCIK, Z ;

BRADKOVA, E ;

HOSTOMSKY, Z ;

PACES, V ;

SMRT, J .

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1989, 54 (02) :523-532

[3] POLYSTYRENE-SUPPORTED SYNTHESIS BY THE PHOSPHITE TRIESTER APPROACH - AN ALTERNATIVE FOR THE LARGE-SCALE SYNTHESIS OF SMALL OLIGODEOXYRIBONUCLEOTIDES [J].

BARDELLA, F ;

GIRALT, E ;

PEDROSO, E .

TETRAHEDRON LETTERS, 1990, 31 (43) :6231-6234

[4] SOLID-PHASE SYNTHESIS OF AN RNA NUCLEOPEPTIDE FRAGMENT FROM THE NUCLEOPROTEIN OF POLIOVIRUS [J].

DREEFTROMP, CM ;

VANDENELST, H ;

VANDENBOOGAART, JE ;

VANDERMAREL, GA ;

VANBOOM, JH .

NUCLEIC ACIDS RESEARCH, 1992, 20 (10) :2435-2439

[5] SOLID-PHASE SYNTHESIS OF THE NUCLEOPEPTIDE FRAGMENT H-ASP-SER[PAAAGTAAGCC]-GLU-OH FROM THE NUCLEOPROTEIN OF BACILLUS-SUBTILIS PHAGE PHI-29 [J].

DREEFTROMP, CM ;

VANDERMAAREL, JCM ;

VANDENELST, H ;

VANDERMAREL, GA ;

VANBOOM, JH .

NUCLEIC ACIDS RESEARCH, 1992, 20 (15) :4015-4020

[6] NPE-RESIN, A NEW APPROACH TO THE SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDES AND OLIGONUCLEOTIDES .1. SYNTHESIS OF THE SUPPORTS AND THEIR APPLICATION TO OLIGONUCLEOTIDE SYNTHESIS [J].

ERITJA, R ;

ROBLES, J ;

FERNANDEZFORNER, D ;

ALBERICIO, F ;

GIRALT, E ;

PEDROSO, E .

TETRAHEDRON LETTERS, 1991, 32 (11) :1511-1514

[7] COVALENT INTERACTION OF PROTEINS AND NUCLEIC-ACIDS - SYNTHETIC AND NATURAL NUCLEOTIDE-PEPTIDES [J].

JUODKA, BA .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1984, 3 (05) :445-483

[8] AMIDINE PROTECTING GROUPS FOR OLIGONUCLEOTIDE SYNTHESIS .16. [J].

MCBRIDE, LJ ;

KIERZEK, R ;

BEAUCAGE, SL ;

CARUTHERS, MH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2040-2048

[9] CRITERIA FOR THE ECONOMIC LARGE-SCALE SOLID-PHASE SYNTHESIS OF OLIGONUCLEOTIDES [J].

MONTSERRAT, FX ;

GRANDAS, A ;

ERITJA, R ;

PEDROSO, E .

TETRAHEDRON, 1994, 50 (08) :2617-2622

[10]

ROBLES J, IN PRESS J ORG CHEM

← 1 2 →