Peptide nucleic acids (PNA) oligomers were synthesized in most cases by peptide synthesis from N-protected monomers. In this work a new method of obtaining PNA monomer by Ugi four-component condensation reaction was t...Peptide nucleic acids (PNA) oligomers were synthesized in most cases by peptide synthesis from N-protected monomers. In this work a new method of obtaining PNA monomer by Ugi four-component condensation reaction was tested by solid-phase synthesis. The Fmoc protected PNA monomer was build up with thymin-1-yl acetic acid, 3-methylbutyl aldehyde, Fmoc protected aminoethyl isocyanide and Gly-Wang resin.展开更多
Protected (L) and (D)-lysine were used respectively as starting materials to synthesize two new types of chiral blocks for the construction of PNA. Nucleobase was linked to alpha-NH2 of lysine via -CH2C (O)- spacer in...Protected (L) and (D)-lysine were used respectively as starting materials to synthesize two new types of chiral blocks for the construction of PNA. Nucleobase was linked to alpha-NH2 of lysine via -CH2C (O)- spacer in type I, and -C (O)- was used in type II. The corresponding oligomers were constructed in solution.展开更多
Peptide nucleic acids (PNAs) are synthetic oligonucleotides with chemically modified backbones. PNAs can bind to both DNA and RNA targets in a sequence-specific manner to form PNA/DNA and PNA/RNA duplex structures. Wh...Peptide nucleic acids (PNAs) are synthetic oligonucleotides with chemically modified backbones. PNAs can bind to both DNA and RNA targets in a sequence-specific manner to form PNA/DNA and PNA/RNA duplex structures. When bound to double-stranded DNA (dsDNA) targets, the PNA molecule replaces one DNA strand in the duplex by strand invasion to form a PNA/DNA/PNA [or (PNA)2/DNA] triplex structure and the displaced DNA strand exists as a singlestranded D-loop. PNA has been used in many studies as research tools for gene regulation and gene targeting. The Dloops generated from the PNA binding have also been demonstrated for its potential in initiating transcription and inducing gene expression. PNA provides a powerful tool to study the mechanism of transcription and an innovative strategy to regulate target gene expression. An understanding of the PNA-mediated gene regulation will have important clinical implications in treatment of many human diseases including genetic, cancerous, and age-related diseases.展开更多
The synthesis of peptoid nucleic acid bearing thymine as nucleobase has been achieved. This modified oligonucleotide showed good hybridization with DNA.
A novel artificial site specific cleavage reagent, with peptide nucleic acid (PNA) as sequence-recognizing moiety and cerium (IV) ions as “scissors” for cleaving target DNA, was synthesized. Subsequently, it was...A novel artificial site specific cleavage reagent, with peptide nucleic acid (PNA) as sequence-recognizing moiety and cerium (IV) ions as “scissors” for cleaving target DNA, was synthesized. Subsequently, it was employed in the cleavage of target 26-mer single-stranded DNA (ssDNA), which has 10-mer sequence complementary with PNA recognizer in the hybrids, under physiological conditions. Reversed-phase high-performance liquid chromatogram (RPHPLC) experiments indicated that the artificial site specific cleavage reagent could cleave the target DNA specifically.展开更多
N-Boc protected amino acids of analogues of peptide nucleic add (PNA), which are a class of conformationally constrained building blocks based on 4-aminoproline backbone with chirality at 2-C and 4-C, have been synthe...N-Boc protected amino acids of analogues of peptide nucleic add (PNA), which are a class of conformationally constrained building blocks based on 4-aminoproline backbone with chirality at 2-C and 4-C, have been synthesized. Those monomers can be used for the construction of novel peptide nucleic acid analogues.展开更多
We prepared the azobenzene PNA unit and synthesized various PNAs containing an azobenzene unit by a typical tBoc method. Both the azobenzene PNA unit and PNA containing an azobenzene unit (N-PNA) showed reversible pho...We prepared the azobenzene PNA unit and synthesized various PNAs containing an azobenzene unit by a typical tBoc method. Both the azobenzene PNA unit and PNA containing an azobenzene unit (N-PNA) showed reversible photoisomerization with UV and visible light irradiation. The hybridization of N-PNA with complementary DNA resulted in a considerable decrease of the photoisomerization rate constant of the azobenzene.展开更多
基金This work was supposed by the National Basic Research Program(973 Program)from the Ministry of Science and Technology of China(G1998051114)the National Natural Science Foundation of China(20272004)
文摘Peptide nucleic acids (PNA) oligomers were synthesized in most cases by peptide synthesis from N-protected monomers. In this work a new method of obtaining PNA monomer by Ugi four-component condensation reaction was tested by solid-phase synthesis. The Fmoc protected PNA monomer was build up with thymin-1-yl acetic acid, 3-methylbutyl aldehyde, Fmoc protected aminoethyl isocyanide and Gly-Wang resin.
文摘Protected (L) and (D)-lysine were used respectively as starting materials to synthesize two new types of chiral blocks for the construction of PNA. Nucleobase was linked to alpha-NH2 of lysine via -CH2C (O)- spacer in type I, and -C (O)- was used in type II. The corresponding oligomers were constructed in solution.
文摘Peptide nucleic acids (PNAs) are synthetic oligonucleotides with chemically modified backbones. PNAs can bind to both DNA and RNA targets in a sequence-specific manner to form PNA/DNA and PNA/RNA duplex structures. When bound to double-stranded DNA (dsDNA) targets, the PNA molecule replaces one DNA strand in the duplex by strand invasion to form a PNA/DNA/PNA [or (PNA)2/DNA] triplex structure and the displaced DNA strand exists as a singlestranded D-loop. PNA has been used in many studies as research tools for gene regulation and gene targeting. The Dloops generated from the PNA binding have also been demonstrated for its potential in initiating transcription and inducing gene expression. PNA provides a powerful tool to study the mechanism of transcription and an innovative strategy to regulate target gene expression. An understanding of the PNA-mediated gene regulation will have important clinical implications in treatment of many human diseases including genetic, cancerous, and age-related diseases.
基金Authors thank the National NatUral Science Foundation of China for financial support !(29672047).
文摘The synthesis of peptoid nucleic acid bearing thymine as nucleobase has been achieved. This modified oligonucleotide showed good hybridization with DNA.
基金This work was supported by the National Natural Science Foundation of China(No.20443005)the Nanotechnology Special Projects of Shanghai(No.0352nm123)
文摘A novel artificial site specific cleavage reagent, with peptide nucleic acid (PNA) as sequence-recognizing moiety and cerium (IV) ions as “scissors” for cleaving target DNA, was synthesized. Subsequently, it was employed in the cleavage of target 26-mer single-stranded DNA (ssDNA), which has 10-mer sequence complementary with PNA recognizer in the hybrids, under physiological conditions. Reversed-phase high-performance liquid chromatogram (RPHPLC) experiments indicated that the artificial site specific cleavage reagent could cleave the target DNA specifically.
基金ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .2 0 172 0 70 )andtheMajorStateBasicResearchDevelopmentPro gram (No .G19985 110 3 )
文摘N-Boc protected amino acids of analogues of peptide nucleic add (PNA), which are a class of conformationally constrained building blocks based on 4-aminoproline backbone with chirality at 2-C and 4-C, have been synthesized. Those monomers can be used for the construction of novel peptide nucleic acid analogues.
基金Supported by the Major State Basic Research Development Program of China (Grant No. 2007CB607605)National Natural Science Foundation of China (Grant No. 20473106)
文摘We prepared the azobenzene PNA unit and synthesized various PNAs containing an azobenzene unit by a typical tBoc method. Both the azobenzene PNA unit and PNA containing an azobenzene unit (N-PNA) showed reversible photoisomerization with UV and visible light irradiation. The hybridization of N-PNA with complementary DNA resulted in a considerable decrease of the photoisomerization rate constant of the azobenzene.