Convergent synthesis of peptide nucleic acids by native chemical Ligation

被引：50

作者：

Dose, C ^{[1
]}

Seitz, O ^{[1
]}

机构：

[1] Humboldt Univ, Inst Chem, D-12489 Berlin, Germany

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 20期

关键词：

D O I：

10.1021/ol051489+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graph A convergent strategy for synthesizing long contiguous PNA by a native chemical ligation-like technique of PNA segment couplings is presented. This approach required the synthesis of a new PNA-monomer featuring a 1-amino-2-thiol group. It is shown that the additional mercaptomethyl group leaves the hybridization properties of PNA ligation products unaffected. Furthermore, rapid and efficient fluorescence labeling of the ligation products is demonstrated.

引用

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页码：4365 / 4368

页数：4

相关论文

共 28 条

[21] Peptide nucleic acid: a versatile tool in genetic diagnostics and molecular biology [J].

Nielsen, PE .

CURRENT OPINION IN BIOTECHNOLOGY, 2001, 12 (01) :16-20

[22] Inhibition of human telomerase activity by peptide nucleic acids [J].

Norton, JC ;

Piatyszek, MA ;

Wright, WE ;

Shay, JW ;

Corey, DR .

NATURE BIOTECHNOLOGY, 1996, 14 (05) :615-619

[23] Rapid identification of Staphylococcus aureus directly from blood cultures by fluorescence in situ hybridization with peptide nucleic acid probes [J].

Oliveira, K ;

Procop, GW ;

Wilson, D ;

Coull, J ;

Stender, H .

JOURNAL OF CLINICAL MICROBIOLOGY, 2002, 40 (01) :247-251

[24] Peptide nucleic acids (PNAs) with a functional backbone [J].

Puschl, A ;

Sforza, S ;

Haaima, G ;

Dahl, O ;

Nielsen, PE .

TETRAHEDRON LETTERS, 1998, 39 (26) :4707-4710

[25] 99mTc-peptide-peptide nucleic acid probes for imaging oncogene mRNAs in tumours [J].

Rao, PS ;

Tian, X ;

Qin, W ;

Aruva, MR ;

Sauter, AER ;

Thakur, ML ;

Wickstrom, E .

NUCLEAR MEDICINE COMMUNICATIONS, 2003, 24 (08) :857-863

[26] Efficient conjugation of peptides to oligonucleotides by "native ligation" [J].

Stetsenko, DA ;

Gait, MJ .

JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (16) :4900-4908

[27] FMOC MEDIATED SYNTHESIS OF PEPTIDE NUCLEIC-ACIDS [J].

THOMSON, SA ;

JOSEY, JA ;

CADILLA, R ;

GAUL, MD ;

HASSMAN, CF ;

LUZZIO, MJ ;

PIPE, AJ ;

REED, KL ;

RICCA, DJ ;

WIETHE, RW ;

NOBLE, SA .

TETRAHEDRON, 1995, 51 (22) :6179-6194

[28]

WIELAND T, 1953, LIEBIGS ANN CHEM, V583, P129