But in my case I am afraid with possible side reactions with piperidine (remember that piperidine is a nucleophilic base) and DBU...I did the deprotection with these mild conditions, 10% piperidine in DMF and 2 % DBU in DMF and I couldnt see my mass by LC/MS...so I guess that side...
During solid-phase peptide synthesis of homo-oligopeptides containing leucine or alanine using the Fmoc strategy, we have observed ineffective N-伪-deprotection with piperidine in a sequence-dependent manner. Incomplete deprotection was found to be associated with subsequent slow or incomplete amino acid...
by excess amine cleavage agents to form stable adducts (1, 2). The stability of the Fmoc group to a variety of bases (6–10) is reported in Table 1. The Fmoc group is, in general, rapidly removed by primary (i.e., cyclohexylamine, ethanolamine) and some secondary (i.e., piperidine...
Standard Fmoc Amino Acids Deprotection Protocol 1. Place the resin in a round bottom flask and add 20% (v/v) piperidine in DMF (approximately 10 mL/gm resin). 2. Shake the mixture at room temperature for 2 minutes. 3. Filter the resin. 4. Add 20% (v/v) piperidine in DMF (approxi...
In contrast to previous concerns 尾-elimination and epimerization of glycopeptide stereocenters was not encountered when piperidine was used for Fmoc deprotection. However, it was found that for glycopeptides which side-chain deprotection and cleavage from the solid phase....
关键词: green chemistry, in situ coupling deprotection, peptide, 4-methylpiperidine, sustainable chemistry ABSTRACT Solid-phase peptide synthesis (SPPS) is the method of choice for the synthesis of peptides for research and production purposes. Despite having several positive features, it remains a ...
During solid-phase peptide synthesis (SPPS), the Fmoc group is removed typically with piperidine, which in turn scavenges the liberated dibenzofulvene to form a fulvene-piperidine adduct. Standard conditions for removal include 30% piperidine-DMF for 10 min (11), 20% piperidine-DMF for 10 min ...
(12, 13), 55% piperidine-DMF for 20 min (14), 30% piperidine in toluene-DMF (1:1) for 11 min (11, 15–17), 23% piperidine-NMP for 10 min (9), and 20% piperidine-NMP for 18 min (18). Table 1 Removal of the Fmoc Group Compound Base Solvent Time, min Deprotection, % ...
acid; (S)-N-Fmoc-piperidine-2-carboxylic acid; 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-pipecolic Acid; 1-Fmoc-L-pipecolic Acid; FMOC-B-HOMO-PRO-OH; Fmoc-Pip-OH; Fmoc-Pip-OH,(S)-1-Fmoc-piperidine-2-carboxylic acid, N-Fmoc-L-pipecolinic acid; N-Fmoc-(2S)-piperidinecarboxylic ...
order to investigate the possible extent of β-elimination occuring in Fmoc-based continuous-flow solid-phase glycopeptide synthesis, the influence of the pKb of the base used for Nα-deprotection has been studied. A glycosylated pentapeptide as synthesized using 50%morpholine, 10%, piperidine or ...