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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)
Fluorinated Building Blocks Produce Molecules with Enhanced Physiological Activities

 

NewswireToday - /newswire/ - San Jose, CA, United States, 2006/12/11 - 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).

   
 
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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

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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Fluorinated Building Blocks Produce Molecules with Enhanced Physiological Activities

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