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  • peptide nucleic acids  (4)
  • Springer  (4)
  • 1
    Electronic Resource
    Electronic Resource
    A convenient route for the preparation of peptide nucleic acid monomers carrying acid-labile groups for the protection of the amino function (1999)
    Springer
    International journal of peptide research and therapeutics 6 (1999), S. 209-219 
    Details
    ISSN: 1573-3904
    Keywords: carboxyl protection ; cyanoethyl ester ; β-elimination protecting groups ; nitrophenylethyl ester ; peptide nucleic acids ; PNA ; PNA–DNA chimera ; PNA synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract A convenient route for the preparation of peptide nucleic acid (PNA) monomers is described. Two different base-labile protecting groups (2-cyanoethyl and 4-nitrophenylethyl) are described for the protection of the carboxylic function of the N-(2-aminoethyl)glycine backbone during the assembly of the monomers. These groups are selectively removed yielding the desired PNA monomers in high yields, the 2-cyanoethyl group being faster and cleaner than the 4-nitrophenylethyl group. The use of PNA monomers for the preparation of DNA–PNA chimeric molecules is also discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1008872823022
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    Paper (German National Licenses)
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis of peptide nucleic acid oligomers carrying 5-methylcytosine derivatives by postsynthetic substitution (2000)
    Springer
    International journal of peptide research and therapeutics 7 (2000), S. 195-206 
    Details
    ISSN: 1573-3904
    Keywords: convertible nucleoside ; 5-methylcytosine ; peptide nucleic acids ; PNA ; PNA-DNA chimera ; PNA synthesis ; postsynthetic substitution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract The preparation of the thymine peptide nucleicacid (PNA) monomer carrying a 2-nitrophenyl group in position4 is described. This monomer is incorporated into PNAoligomers and reacted with amines to yield PNA oligomerscarrying 5-methylcytosine derivatives. During thedeprotection-modification step two side reactions weredetected: degradation of PNA oligomer from the N-terminal residue and modification of N 4-tert-butylbenzoyl cytosine residue. Protection of the N-terminal position and the use of N 4-acetyl group for the protection of cytosine eliminate these side reactions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1011230130758
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    Paper (German National Licenses)
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  • 3
    Electronic Resource
    Electronic Resource
    Synthesis of peptide nucleic acid oligomers carrying 5-methylcytosine derivatives by postsynthetic substitution (2000)
    Springer
    International journal of peptide research and therapeutics 7 (2000), S. 195-206 
    Details
    ISSN: 1573-3904
    Keywords: convertible nucleoside ; 5-methylcytosine ; peptide nucleic acids ; PNA ; PNA-DNA chimera ; PNA synthesis ; postsynthetic substitution
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary The preparation of the thymine peptide nucleic acid (PNA) monomer carrying a 2-nitrophenyl group in position 4 is described. This monomer is incorporated into PNA oligomers and reacted with amines to yield PNA oligomers carrying 5-methylcytosine derivatives. During the deprotection-modification step two side reactions were detected: degradation of PNA oligomer from theN-terminal residue and modification ofN 4-tert-butylbenzoyl cytosine residue. Protection of theN-terminal position and the use ofN 4-acetyl group for the protection of cytosine eliminate these side reactions.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02447858
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    Paper (German National Licenses)
    Fulltext
  • 4
    Electronic Resource
    Electronic Resource
    A convenient route for the preparation of peptide nucleic acid monomers carrying acid-labile groups for the protection of the amino function (1999)
    Springer
    International journal of peptide research and therapeutics 6 (1999), S. 209-219 
    Details
    ISSN: 1573-3904
    Keywords: carboxyl protection ; cyanoethyl ester ; β-elimination protecting groups ; nitrophenylethyl ester ; peptide nucleic acids ; PNA ; PNA-DNA chimera ; PNA synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A convenient route for the preparation of peptide nucleic acid (PNA) monomers is described. Two different baselabile protecting groups (2-cyanoethyl and 4-nitrophenylethyl) are described for the protection of the carboxylic function of theN-(2-aminoethyl)glycine backbone during the assembly of the monomers. These groups are selectively removed yielding the desired PNA monomers in high yields, the 2-cyanoethyl group being faster and cleaner than the 4-nitrophenylethyl group. The use of PNA monomers for the preparation of DNA-PNA chimeric molecules is also discussed.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02443508
    Location Call Number Expected Availability
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    Paper (German National Licenses)
    Fulltext
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