How to remove Fmoc byproduct?
For Fmoc removal in solution phase you would typically use dimethylamine in THF or acetonitrile; the reaction takes about 20 minutes and you can get rid of dimethylamine again by coevaporating with acetonitrile a couple of times. The fulvene you can get rid of by precipitating your peptide in ether.
How do you Deprotect FMOC?
Standard Removal of Fmoc Protecting Group
- Place the resin in a round bottom flask and add 20% (v/v) piperidine in DMF (approximately 10 mL/gm resin).
- Shake the mixture at room temperature for 2 minutes.
- Filter the resin.
- Add a second portion of 20% piperidine in DMF.
- Shake the mixture at room temperature for 5 minutes.
What is solution phase peptide synthesis?
Solution phase synthesis was the first developed and the only method for peptide synthesis until the solid phase peptide synthesis (SPPS) introduced by Merrifield revolutionized the way peptides and their analogues are prepared nowadays.
What does Fmoc stand for?
FMOC
| Acronym | Definition |
|---|---|
| FMOC | Force Management Oversight Council (US Navy) |
| FMOC | Facilities Management and Operations Center (Sandia National Laboratories) |
| FMOC | Fleet Management Operations Center |
| FMOC | Future Mayor of Cherryhurst (blog) |
Is Fmoc a fluorescent?
The Fmoc fluorescent method is 200-fold more sensitive than the current UV assay using an organic solvent, and compared with chemical ninhydrin method and physical elemental analysis.
Can triethylamine remove Fmoc?
The Fmoc group is, in general, rapidly removed by primary (i.e., cyclohexylamine, ethanolamine) and some secondary (i.e., piperidine, piperazine) amines, and slowly removed by tertiary (i.e., triethylamine [Et3N], N, N-diisopropylethylamine [DIEA]) amines.
What is Fmoc used for?
The fluorenylmethoxycarbonyl protecting group (Fmoc) is a base-labile protecting group used in organic synthesis.
Why is peptide synthesis important?
Because amino acids have multiple reactive groups, peptide synthesis must be carefully performed to avoid side reactions that can reduce the length and cause branching of the peptide chain.
Is Fmoc a carbamate?
Fluorenylmethyloxycarbonyl chloride (Fmoc-Cl) is a chloroformate ester. It is used to introduce the fluorenylmethyloxycarbonyl protecting group as the Fmoc carbamate. Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
How do I uninstall PyBOP?
You can do acid and basic aqueous extractions, then wash with satd. NaCl, dry over magnesium sulfate, and use flash chromatography to remove any remaining PyBOP if necessary. EDC/HOBt can be easier as everything can be removed through extractions.