High yklds for the cleavage reaction of Fmoc-protected peptide segments fmn an allylic handle may be obtained using tributyltin hydride in the jmsence of (ph3P)PdQ in a 1:l mixture of DMF/DCM. Altematively tbe cleavage reacdon may be carried out using NMA as nuclecpbile in a 2:2:1 mixture of DMSOfl'
Solid-phase synthesis of peptides using allylic anchoring groups. An investigation of their palladium-catalysed cleavage
โ Scribed by Paul Lloyd-Williams; Gemma Jou; Fernando Albericio; Ernest Giralt
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 363 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
The use of two dlfferent allylx "handles" has been mvcstlgated m the s&d-phase synthesis of protected peptldes Very iilgh ylcld3 for the cleavage ofpeptldes from the resin, under mdd condmons which preserve sidecham protcctmg groups can be achieved by caqmg out the cleavage reactmn m 2 2 1 THF/DMSO/O 5 M HCI,
๐ SIMILAR VOLUMES
protected The allylic handle -0-CH2-CH-CH-CH2-0-CH2-CO-has been used in the synthesis of peptide fro ments on aminomethyl polystyrene. The palladium-catalyzed hydrostannolytic cleavage il of t e peptide fragments from the resin occurs under very mild conditions.
A new simple solid-phase method has been developed for synthesizing Boc-protected peptide nucleic acid (PNA) monomers. An immobilized backbone 3 was built on Expansin ยฎ resin using an ester disulphide handle: 2-hydroxypropyl-dithio-2%-isobutyric acid (HPDI). The base acetic acids of thymine 5, Z-cyt