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CAS 131490-35-2

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6-(difluoromethyl)tryptophan

Description:
6-(Difluoromethyl)tryptophan is an amino acid derivative that features a tryptophan backbone modified with a difluoromethyl group at the 6-position of the indole ring. This modification introduces unique electronic and steric properties, which can influence the compound's biological activity and interactions. The presence of fluorine atoms enhances lipophilicity and can improve metabolic stability, making it of interest in pharmaceutical research. As a non-standard amino acid, it may be utilized in peptide synthesis to study protein structure and function or to develop novel therapeutics. The compound is typically characterized by its molecular formula, which reflects the presence of carbon, hydrogen, nitrogen, and fluorine atoms. Its solubility and reactivity can vary based on the surrounding conditions, such as pH and solvent polarity. Additionally, the compound's potential applications in medicinal chemistry and biochemistry are under investigation, particularly in the context of drug design and development. Overall, 6-(difluoromethyl)tryptophan represents a valuable tool for researchers exploring the complexities of amino acid functionality and protein engineering.
Formula:C12H12F2N2O2
InChI:InChI=1/C12H12F2N2O2/c13-11(14)6-1-2-8-7(3-9(15)12(17)18)5-16-10(8)4-6/h1-2,4-5,9,11,16H,3,15H2,(H,17,18)/t9-/m0/s1
SMILES:c1cc2c(C[C@@H](C(=O)O)N)c[nH]c2cc1C(F)F
Synonyms:
  • 6-DF-Trp
  • 6-(difluoromethyl)-L-tryptophan
  • 6-(Difluoromethyl)tryptophan
  • L-Tryptophan, 6-(difluoromethyl)-
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