Fluorinated Building Blocks Produce Molecules with Enhanced Physiological Activities

Monday, December 11, 2006 General News J E 4
Fluorinated Building Blocks Produce Molecules with Enhanced Physiological Activities San Jose, CA – December 4, 2006 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 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 mg 26235-B01 250 mg 26235-B025 500 mg 26235-B05 Fmoc-2-amino-5-fluorobenzoic acid 1 g 26028-F1 5 g 26028-F5 Boc-2-amino-5-fluorobenzoic acid 1 g 26028-B1 5 g 26028-B5 Fmoc-3,4-difluoro-L-phenylalanine 1 g 26719-F1 5 g 26719-F5 Boc-3,4-difluoro-L-phenylalanine 1 g 26719-B1 5 g 26719-B5 Fmoc-3,4-difluoro-D-phenylalanine 1 g 26720-F1 5 g 26720-F5 Boc-3,4-difluoro-D-phenylalanine 1 g 26720-B1 5 g 26720-B5 Fmoc-2-fluoro-L-phenylalanine 1 g 26081-F1 5 g 26081-F5 Boc-2-fluoro-L-phenylalanine 1 g 26081-B1 5 g 26081-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 g 26172-B1 Fmoc-3-fluoro-DL-tyrosine 100 mg 26085-F01 1 g 26085-F1 Boc-3-fluoro-DL-tyrosine 100 mg 26085-B01 1 g 26085-B1 For a complete listing, click here: For more information, visit References: 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).


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