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FMOC

Fluorenylmethyloxycarbonyl protecting group

The fluorenylmethoxycarbonyl protecting group (Fmoc) is a base-labile amine protecting group used in organic synthesis, particularly in peptide synthesis

Peptide synthesis

its alpha amino group using protecting groups such as Boc (acid-labile) or Fmoc (base-labile), depending on the protection strategy used (see below). The

Fluorenylmethyloxycarbonyl chloride

chloride (Fmoc-Cl) is a chloroformate ester. It is used to introduce the fluorenylmethyloxycarbonyl protecting group as the Fmoc carbamate. This

Peptide

Kai; Levin, Aviad; Adler-Abramovich, Lihi; Gazit, Ehud (26 Apr 2016). "Fmoc-modified amino acids and short peptides: simple bio-inspired building blocks

DEPBT

used in peptide synthesis. It shows remarkable resistance to racemization. Fmoc-Dab(Mtt)-OH, a commercially available amino acid building block for solid-phase

Protecting group

ester can be removed by hydrogenolysis, the fluorenylmethylenoxy group (Fmoc) by bases (such as piperidine), and the phenolic tert-butyl ether cleaved

Di-tert-butyl dicarbonate

nucleophiles, allowing for the use of the fluorenylmethyloxycarbonyl group (Fmoc) as an orthogonal protecting group. Di-tert-butyl dicarbonate is inexpensive

9-Methylene-fluorene

formula (C6H4)2C=CH2. It is best known as one product from deprotection of the Fmoc group. It can be prepared by treatment of 9-hydroxymethylfluorene with strong

Carbamate

cosmetics. Some of the most common amine protecting groups, such as Boc, Fmoc, benzyl chloroformate and trichloroethyl chloroformate are carbamates. Urethane

Lactam

is most efficient in this way if the product is a γ-lactam. For example, Fmoc-Dab(Mtt)-OH, although its side-chain amine is sterically protected by extremely