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12:02
An Efficient Method for the Synthesis of Peptoids with Mixed Lysine-type/Arginine-type Monomers and Evaluation of Their Anti-leishmanial Activity
Published on: November 2, 2016
Solid-phase synthesis of sulfamate peptidomimetics.
Josep Farrera-Sinfreu1, Fernando Albericio, Miriam Royo
1Combinatorial Chemistry Unit and Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Josep Samitier 1, 08028-Barcelona, Spain.
Journal of Combinatorial Chemistry
|March 17, 2007
Summary
Researchers developed a solid-phase synthesis for sulfamate peptidomimetics. This efficient method uses sulfamoyl chloride and is compatible with various protecting groups, enabling diverse derivative preparation.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Synthetic Chemistry
Background:
- Peptidomimetics are crucial in drug discovery for mimicking peptide structures.
- Developing efficient synthetic routes for novel peptidomimetic scaffolds is essential.
Purpose of the Study:
- To describe a novel solid-phase synthetic method for sulfamate peptidomimetics.
- To demonstrate the versatility of the method using various alcohol sources.
Main Methods:
- Solid-phase sulfamoylation using sulfamoyl chloride in N,N-dimethylacetamide (DMA).
- Acylation of the sulfamoylated intermediate.
- Utilizing building blocks with protected amino functions (Fmoc/Boc/Alloc compatible).
Main Results:
- Successful preparation of diverse sulfamate peptidomimetic derivatives.
- Demonstrated applicability with alpha-, beta-, and gamma-hydroxyacids and phenols.
- Compatibility with standard protecting group strategies.
Conclusions:
- The described methodology provides an efficient and versatile tool for synthesizing sulfamate peptidomimetics.
- This approach facilitates the creation of novel peptidomimetic libraries for further research.
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