5-Azido-1,1,1-trifluoro-2-(trifluoromethyl)pentan-2-ol
| Cat. # | Quantity | Price | Lead time | Buy this product |
|---|---|---|---|---|
| FAZ014_0050 | 0.05 g | 950,00 € | in stock | |
| FAZ014_0100 | 0.1 g | 1.650,00 € | in stock | |
| FAZ014_0250 | 0.25 g | 3.500,00 € | in stock |
- IUPAC Name: 5-azido-1,1,1-trifluoro-2-(trifluoromethyl)pentan-2-ol
- Synonyms:
- CAS: N/A
- Smiles: OC(C(F)(F)F)(C(F)(F)F)CCCN=[N+]=[N-]
- Chemical formula: C6H7F6N3O
- Molecular weight: 251.13
- Purity: 95%+
5-Azido-1,1,1-trifluoro-2-(trifluoromethyl)pentan-2-ol is a convenient source of a mildly acidic bis(trifluoromethyl)carbinol moiety that can be reliably attached by click chemistry.
Bis-trifluoromethyl carbinol group was an essential part of malonyl-CoA decarboxylase inhibitors1 and LXR inhibitors by providing essential H-bonding contacts to histidine residues present in the binding domain of the protein.2,3
When attached to an alkynylated biomolecule (protein, peptide, nucleic acid, glycan, etc.) or advanced material, the 6 magnetically equivalent fluorines can act as 19F NMR sensor of its surroundings, for example by H-bonding to neighbouring amino acid side chains.
References:
1) Bioorg. Med. Chem. Lett., 2006, 16 (13), 3484-3488.
2) J. Biol. Chem., 2003, 278, 27138.
3) J. EMBO, 2003, 22, 462.