Fluorinated Building Blocks

Fluorinated Building Blocks Produce Molecules with Enhanced Physiological Activities

The substitution of the fluorine in place of hydrogen in building blocks, such as amino acids, has produced molecules with enhanced physiological activities (1-2). Some of these are antibacterial, antihypertensive and antitumoral (3). One reason for the enhanced activity is that fluorine forms a strong covalent bond with a carbon atom, which in peptides creates hyper-stable protein folds that render fluoro amino acid-containing peptides resistant to metabolic transformation (2, 4). The electronegativity of fluorine affects the pH of the neighboring groups, which in turn causes an overall change in the stability and reactivity of a molecule (2).

AnaSpec, a worldwide provider of integrated proteomics solutions, offers a wide collection of fluorinated amino acids.

Selected Listing of Fluorinated Amino Acids

Product LineSize Cat #
Fmoc-3-amino-4,4,4-trifluorobutyric acid 100 mg 26235-F01
250 mg 26235-F025
500 mg 26235-F05
Boc-3-amino-4,4,4-trifluorobutyric acid 100 mg26235-B01
250 mg 26235-B025
500 mg26235-B05
Fmoc-2-amino-5-fluorobenzoic acid 1 g 26028-F1
5 g26028-F5
Boc-2-amino-5-fluorobenzoic acid 1 g26028-B1
5 g 26028-B5
Fmoc-3,4-difluoro-L-phenylalanine 1 g26719-F1
5 g26719-F5
Boc-3,4-difluoro-L-phenylalanine 1 g26719-B1
5 g26719-B5
Fmoc-3,4-difluoro-D-phenylalanine 1 g26720-F1
5 g26720-F5
Boc-3,4-difluoro-D-phenylalanine 1 g26720-B1
5 g 26720-B5
Fmoc-2-fluoro-L-phenylalanine 1 g26081-F1
Boc-2-fluoro-L-phenylalanine 1 g 26081-B1
5 g26081-B5
Fmoc-5-fluoro-DL-tryptophan 100 mg 26171-F01
1 g 26171-F1
Boc-5-fluoro-DL-tryptophan 100 mg 26171-B01
1 g 26171-B1
Fmoc-6-fluoro-DL-tryptophan 100 mg 26172-F01
1 g 26172-F1
Boc-6-fluoro-DL-tryptophan 100 mg 26172-B01
1 g26172-B1
Fmoc-3-fluoro-DL-tyrosine 100 mg26085-F01
1 g 26085-F1
Boc-3-fluoro-DL-tyrosine 100 mg 26085-B01
1 g 26085-B1

For a complete listing, click here.

Contact AnaSpec at techsupport@anaspec.com if you cannot find the building blocks you want or are looking for building blocks without the Fmoc or Boc protection.

For more information, visit www.anaspec.com

1. Welch, JT. Tetrahedron 43, 3123 (1987).
2. Sutherland, A. and CL. Willis. Nat. Prod. Rep. 17, 621 (2000).
3. Davis, FA. et al. J. Org. Chem. 64, 6931 (1999).
4. Yoder, NC. And K. Kumar. Chem. Soc. Rev. 31, 335 (2002).