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Direct preparation of peptide thioesters using an Fmoc solid-phase method

โœ Scribed by Xiangqun Li; Toru Kawakami; Saburo Aimoto

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
266 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Aiming at the direct preparation of peptide thioesters by an Fmoc solid-phase method, we searched a new deblocking reagent, which efficiently removed Fmoc groups while keeping the thioester intact. The deblocking reagent, which contains 1-methylpyrrolidine, hexamethyleneimine and HOBt in a one to one mixture of NMP and DMSO, realized the preparation of peptide thioesters by an Fmoc solid-phase method in a yield equivalent to that obtained by a Boc solid-phase method.

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An improved deblocking agent for direct
An improved deblocking agent for direct Fmoc solid-phase synthesis of peptide thioesters
โœ Xianzhang Bu; Guiyang Xie; Chi Wang Law; Zhihong Guo ๐Ÿ“‚ Article ๐Ÿ“… 2002 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 133 KB

To synthesize peptide thioesters directly on a solid support for use as substrate analogues for thioesterases in non-ribosomal peptide synthases, we modified a reagent compatible with Fmoc solid-phase peptide synthesis that efficiently removes the protecting group while keeping the thioester intact.

Peptide thioester preparation by Fmoc so
Peptide thioester preparation by Fmoc solid phase peptide synthesis for use in native chemical ligation
โœ Andrew B. Clippingdale; Colin J. Barrow; John D. Wade ๐Ÿ“‚ Article ๐Ÿ“… 2000 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 135 KB ๐Ÿ‘ 2 views

Established methodology for the preparation of peptide thioesters requires the use of t-butoxycarbonyl chemistry owing to the lability of thioester linkers to the nucleophilic reagents used in Fmoc solid phase peptide synthesis. Both the greater ease of use and the broad applicability of the method