The fluorenylmethoxycarbonyl protecting group (Fmoc) is a base-labile amine protecting group used in organic synthesis, particularly in peptide synthesis. [1] It is popular for its stability toward acids and hydrolysis and its selective removal by weak bases, such as piperidine , without affecting most other protecting groups or sensitive ...

New, stable amino-protecting reagents, Boc-DMT and Fmoc-DMT, were prepared, and found to be useful for the introduction of Boc and Fmoc groups into amines. Both the reagents can protect various amines including amino acids in good yield in aqueous media.

What is the Fmoc Protecting Group? Fmoc is a fluorenylmethoxycarbonyl group that forms carbamates with amines. However, as a common theme, alcohols and other nucleophiles can also be protected. Fmoc was introduced by Carpino in 1972 [1]. You will realize that this is pretty late in the game!

Protecting groups (PGs) in peptide synthesis have inspired advanced design principles that incorporate “orthogonality” for selective C- and N-terminus and side-chain deprotections. The conventionally acid-stable 9-fluorenylmethoxycarbonyl (Fmoc) ...

The many beneficial attributes of the Fmoc group, which have yet to be surpassed by any other Na-protecting group, allow very rapid and highly efficient synthesis of peptides, including ones of significant size and complexity,

In peptide synthesis, the use of protecting groups (PGs) is fundamental to avoid side reactions including polymerisation and self-coupling. An ideal PG has the following properties: Its cleavage should not cause the removal of the other PGs present in the molecule.

T. W. Green, P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley-Interscience, New York, 1999, 503-507, 736-739.

Jan 5, 2024 · This protecting group (PG) has found extensive application due to its easy removal under mildly basic conditions such as with piperidine, diethylamine, or morpholine. Fmoc also has the advantage of being tolerant of acidic conditions.

Fmoc is particularly useful for SPPS, because it has been proven to be truly orthogonal for the methodology of SPPS. Fmoc is the only amine PG, which requires the use of mild bases, such as NaHCO3 or piperidine for deprotection.

Oct 31, 2023 · Here, we report a novel Fmoc deprotection method using hydrogenolysis under mildly acidic conditions for the synthesis of Z-Arg-Lys-acyloxymethyl ketone (Z-R-K-AOMK).