Solid phase synthesis of DNA-3′-PNA chimeras by using Bhoc/Fmoc PNA monomers

被引：16

作者：

Capasso, D

De Napoli, L

Di Fabio, G

Messere, A

Montesarchio, D

Pedone, C

Piccialli, G

Saviano, M

机构：

[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

[2] Univ Naples 2, Ist Microbiol, I-80138 Naples, Italy

[3] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, I-80126 Naples, Italy

[4] Univ Naples 2, Dipartimento Sci Ambientali, I-81100 Caserta, Italy

[5] CNR, Ctr Studio Biocristallog, I-80134 Naples, Italy

来源：

TETRAHEDRON | 2001年 / 57卷 / 46期

关键词：

nucleic acid analogues; peptide analogues; protecting groups; solid-phase synthesis;

D O I：

10.1016/S0040-4020(01)00944-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oligonucleotides carrying a peptide nucleic acid (PNA) tail at the 3'-end have been efficiently prepared by an on-line automated synthetic protocol exploiting commercially available Bhoc/Fmoc PNA monomers for the assembly of the PNA tract, followed by a deprotection/reprotection of the base protecting groups. The syntheses of the ODN domain in the chimeras have then been performed by standard methods. The hybridization properties of the synthesized chimeras with complementary DNA fragments have been investigated by thermal denaturation experiments. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：9481 / 9486

页数：6

共 21 条

[1] OLIGONUCLEOTIDE INTERACTIONS .3. CIRCULAR DICHROISM STUDIES OF CONFORMATION OF DEOXYOLIGONUCLEOTIDES
CANTOR, CR
WARSHAW, MM
SHAPIRO, H
[J]. BIOPOLYMERS, 1970, 9 (09) : 1059 - &
[2] PNA HYBRIDIZES TO COMPLEMENTARY OLIGONUCLEOTIDES OBEYING THE WATSON-CRICK HYDROGEN-BONDING RULES
EGHOLM, M
BUCHARDT, O
CHRISTENSEN, L
BEHRENS, C
FREIER, SM
DRIVER, DA
BERG, RH
KIM, SK
NORDEN, B
NIELSEN, PE
[J]. NATURE, 1993, 365 (6446) : 566 - 568
[3] Fasman GD., 1975, HDB BIOCH MOL BIOL N, V1, P589
[4] Greiner B, 1999, HELV CHIM ACTA, V82, P2151
[5] Peptide nucleic acids (PNA): Synthesis, properties and potential applications
Hyrup, B
Nielsen, PE
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (01) : 5 - 23
[6] Application of peptide nucleic acid in cancer therapy
Knudsen, H
Nielsen, PE
[J]. ANTI-CANCER DRUGS, 1997, 8 (02) : 113 - 118
[7] Antisense properties of duplex- and triplex-forming PNAs
Knudsen, H
Nielsen, PE
[J]. NUCLEIC ACIDS RESEARCH, 1996, 24 (03) : 494 - 500
[8] Formation of oligonucleotide-PNA-chimeras by template-directed ligation
Koppitz, M
Nielsen, PE
Orgel, LE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (19) : 4563 - 4569
[9] N-ACYL PROTECTING GROUPS FOR DEOXYNUCLEOSIDES - A QUANTITATIVE AND COMPARATIVE-STUDY
KOSTER, H
KULIKOWSKI, K
LIESE, T
HEIKENS, W
KOHLI, V
[J]. TETRAHEDRON, 1981, 37 (02) : 363 - 369
[10] Thermal melting studies with PNA and PNA-DNA chimera
Kuimelis, RG
van der Laan, AC
Vinayak, R
[J]. TETRAHEDRON LETTERS, 1999, 40 (43) : 7671 - 7674

← 1 2 3 →