Dipeptides bearing nucleobases for the synthesis of novel peptide nucleic acids

被引：25

作者：

Lowe, G

Vilaivan, T

机构：

[1] Dyson Perrins Laboratory, Oxford University, Oxford OX1 3QY, South Parks Road

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 04期

关键词：

D O I：

10.1039/a603699f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Three stereoisomers (cis-L, trans-D and cis-D) of N-Fmoc-glycyl-4-(thymin-1-yl)proline and their pentafluorophenyl esters have been prepared for use in the synthesis of novel peptide nucleic acids. In addition, N-Fmoc-glycyl-4(N-6-benzoyladenin-9-yl)proline, N-Fmoc-glycyl-4-(N-4-benzoylcytosin-1-yl)proline and N-Fmoc-glycyl-4-(N-2-isobutyrylguanin-9-yl)proline and their pentafluorophenyl esters of the cis-D series have been synthesized.

引用

页码：547 / 554

页数：8

共 21 条

[1] CLEAVAGE OF NORMAL-CARBOBENZOXY GROUPS BY DRY HYDROGEN BROMIDE AND HYDROGEN CHLORIDE
BENISHAI, D
BERGER, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (12) : 1564 - 1570
[2] THE STRUCTURES OF SOME ACYLCYTOSINES
BROWN, DM
TODD, A
VARADARAJAN, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1956, (JUL): : 2384 - 2387
[3] CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .21. CONVERSION OF PENICILLINS TO CEPHALEXIN
CHAUVETT.RR
PENNINGT.PA
RYAN, CW
COOPER, RDG
JOSE, FL
WRIGHT, IG
VANHEYNI.EM
HUFFMAN, GW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (09) : 1259 - &
[4] C-13 MAGNETIC-RESONANCE .25. BASIC SET OF PARAMETERS FOR INVESTIGATION OF TAUTOMERISM IN PURINES ESTABLISHED FROM C-13 MAGNETIC-RESONANCE STUDIES USING CERTAIN PURINES AND PYRROLO[2,3-D]PYRIMIDINES
CHENON, MT
PUGMIRE, RJ
GRANT, DM
PANZICA, RP
TOWNSEND, LB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (16) : 4627 - 4636
[5] CLARK S, 1994, THESIS OXFORD U
[6] SOLID-PHASE PEPTIDE-SYNTHESIS UTILIZING 9-FLUORENYLMETHOXYCARBONYL AMINO-ACIDS
FIELDS, GB
NOBLE, RL
[J]. INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1990, 35 (03): : 161 - 214
[7] GREENE TW, 1991, PROTECTIVE GROUPS OR, P328
[8] SULFUR-CONTAINING POLYPEPTIDES .I. USE OF N-BENZHYDRYLOXYCARBONYL GROUP AND BENZHYDRYL ESTER
HISKEY, RG
ADAMS, JB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (17) : 3969 - +
[9] CARBOCYCLIC ANALOGS OF NUCLEOSIDES .2. SYNTHESIS OF 2',3'-DIDEOXY-5'-HOMONUCLEOSIDE ANALOGS
JENNY, TF
HORLACHER, J
PREVISANI, N
BENNER, SA
[J]. HELVETICA CHIMICA ACTA, 1992, 75 (06) : 1944 - 1954
[10] CARBOCYCLIC ANALOGS OF NUCLEOSIDES VIA MODIFIED MITSUNOBU REACTIONS
JENNY, TF
PREVISANI, N
BENNER, SA
[J]. TETRAHEDRON LETTERS, 1991, 32 (48) : 7029 - 7032

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