The trltyl (Trt) group 1s ideally suited for the sjde-chain protection of His In peptide syntheses, in combination with 9-fluorenylmethyloxycarbonyl (Fmoc) In Na-and protecting groups cleavable by mild acidolysis in other poslt1ons of the peptide. 2,4,5-trlchlorophenyl (Tcp)-and pentafluorophenyl (P
A comparison of histidine protecting groups in the synthesis of peptide-oligonucleotide conjugates
✍ Scribed by Maite Beltrán; Enrique Pedroso; Anna Grandas
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 278 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Protection of the imidazole ring of the histidine residue is not required for the elongation of an oligonucleotide chain at the side chain hydroxyl group of an amino acid residue by the phosphite triester approach. For the assembly of the peptide chain, the 2,4-dinitrophenyl group is the best alternative when histidine is placed at the C-terminal position.
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Solid-phase synthesis of several peptide-oligonuclcotide conjugates has been achieved using a peptide fragment coupling strategy on a conlrolled pore glass support. The conjugates contain either a hydrophobic tetrapeptide LGIG or an 8-residue basic pcptide of the HIV-1 Tat protein coupled to one of
## Abstract Peptide–oligonucleotide conjugates have frequently been synthesized to improve cellular delivery of antisense or antigene compounds, to allow the immobilization of peptide and protein conjugates on DNA arrays, or to decorate nucleic acid architectures with peptide functions. In such app