Aminoethylprolyl (aep) PNA:: Mixed purine/pyrimidine oligomers and binding orientation preferences for PNA:DNA duplex formation

被引：45

作者：

D'Costa, M ^{[1
]}

Kumar, V ^{[1
]}

Ganesh, KN ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Synth, Poona 411008, Maharashtra, India

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 09期

关键词：

D O I：

10.1021/ol015546k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The synthesis of (2S,4S)- and (PR,4S)-aepPNA monomers of adenine, guanine, and cytosine (3-5) end their incorporation at appropriate positions into aegPNA sequence 7 leads to mixed aeg-aep backbone/mixed nucleobase PNAs 8-11, The thermal stabilities of the derived duplexes with DNA are found to be dependent on nucleobase and backbone stereochemistry.

引用

页码：1281 / 1284

页数：4

共 8 条

[1] Aminoethylprolyl peptide nucleic acids (aepPNA):: Chiral PNA analogues that form highly stable DNA:aepPNA2 triplexes [J].

D'Costa, M ;

Kumar, VA ;

Ganesh, KN .

ORGANIC LETTERS, 1999, 1 (10) :1513-1516

[2] Peptide nucleic acids: Analogs and derivatives [J].

Ganesh, KN ;

Nielsen, PE .

CURRENT ORGANIC CHEMISTRY, 2000, 4 (09) :931-943

[3] Synthesis of N-alpha-(purinyl/pyrimidinyl acetyl)-4-aminoproline diastereomers with potential use in PNA synthesis [J].

Gangamani, BP ;

Kumar, VA ;

Ganesh, KN .

TETRAHEDRON, 1996, 52 (47) :15017-15030

[4] Unusual RNA and DNA binding properties of a novel pyrrolidine-amide oligonucleotide mimic (POM) [J].

Hickman, DT ;

King, PM ;

Cooper, MA ;

Slater, JM ;

Micklefield, J .

CHEMICAL COMMUNICATIONS, 2000, (22) :2251-2252

[5] Peptide nucleic acid. A molecule with two identities [J].

Nielsen, PE .

ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (07) :624-630

[6]

PANASIK N, 1994, INT J PEPT PROT RES, V44, P262

[7] Pyrrolidine PNA: A novel conformationally restricted PNA analogue [J].

Puschl, A ;

Tedeschi, T ;

Nielsen, PE .

ORGANIC LETTERS, 2000, 2 (26) :4161-4163

[8] Synthesis and properties of chiral peptide nucleic acids with a N-aminoethyl-D-proline backbone [J].

Vilaivan, T ;

Khongdeesameor, C ;

Harnyuttanakorn, P ;

Westwell, MS ;

Lowe, G .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (22) :2541-2545

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