Fmoc-L-Leu(F3)-OH

Chemical name: N-(9-Fluorenylmethyloxycarbonyl)-5,5,5-trifluoro-L-leucine // Synonyms: Fmoc-TfLeu-OH (2S,4RS), N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5,5,5-trifluoro-L-leucine, (2S,4R)(2S,4S)-Fmoc-L-5,5,5-trifluroleucine, (2S,4R)(2S,4S)-Fmoc-2-amino-5,5,5-trifluoro-4-methylpentanoic acid

Product code:FAA8335
CAS No.:777946-04-0
Formula:C21H20F3NO4
Molecular weight:407.38 g/mol
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description

Partially fluorinated amino acid, which has been used to alter hydrophobicity, membrane affinity, and conformation of peptides.


references

Enzymatic N-terminal addition of noncanonical amino acids to peptides and proteins; R. E. Connor, K. Piatkov, A. Varshavsky and D. A. Tirrell; Chembiochem : a European journal of chemical biology 2008; 9: 366-9. https://doi.org/10.1002/cbic.200700605

Stabilization of coiled-coil peptide domains by introduction of trifluoroleucine; Y. Tang, G. Ghirlanda, N. Vaidehi, J. Kua, D. T. Mainz, I. W. Goddard, W. F. DeGrado and D. A. Tirrell; Biochemistry 2001; 40: 2790-6. https://doi.org/10.1021/bi0022588

Self-association and membrane-binding behavior of melittins containing trifluoroleucine; A. Niemz and D. A. Tirrell; J Am Chem Soc 2001; 123: 7407-13. https://doi.org/10.1021/ja004351p

Amino acids and peptides. XXIII. Leu-enkephalin analogs containing a fluorinated amino acid at position 2, 4 or 5; M. Maeda, K. Kawasaki, T. Taguchi, Y. Kobayashi, Y. Yamamoto, K. Shimokawa, M. Takahashi, K. Nakao and H. Kaneto; Chem Pharm Bull (Tokyo) 1994; 42: 1658-62. https://doi.org/10.1248/cpb.42.1658

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