14464-68-7 Usage
Description
3-Trifluoromethyl-L-phenylalanine is a synthetic amino acid characterized by the presence of a trifluoromethyl group on the side chain of the phenylalanine molecule. This unique structural feature endows it with enhanced hydrophobicity and stability, which are beneficial for its incorporation into the design and development of novel pharmaceuticals and bioactive compounds. It is recognized for its potential in medicinal chemistry, particularly in the modification of natural peptides and proteins to improve their therapeutic properties.
Uses
Used in Pharmaceutical Development:
3-Trifluoromethyl-L-phenylalanine is utilized as a building block in peptide and protein synthesis for its unique properties and structural characteristics. The trifluoromethyl group contributes to increased hydrophobicity and stability, which are advantageous in the creation of new pharmaceuticals with improved efficacy and bioavailability.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-Trifluoromethyl-L-phenylalanine serves as a valuable tool for modifying the properties of natural peptides and proteins. Its incorporation can lead to the development of therapeutic agents with enhanced pharmacological profiles, including better target specificity, reduced side effects, and increased resistance to enzymatic degradation.
Used in Bioactive Compound Design:
3-Trifluoromethyl-L-phenylalanine is employed in the design of bioactive compounds, where its hydrophobic and stable nature can improve the interaction of these compounds with biological targets, potentially leading to more effective treatments for various diseases and conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 14464-68-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,4,6 and 4 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 14464-68:
(7*1)+(6*4)+(5*4)+(4*6)+(3*4)+(2*6)+(1*8)=107
107 % 10 = 7
So 14464-68-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H10F3NO2/c11-10(12,13)7-3-1-2-6(4-7)5-8(14)9(15)16/h1-4,8H,5,14H2,(H,15,16)
14464-68-7Relevant articles and documents
Asymmetric synthesis, biological activity and molecular docking studies of some unsaturated α-amino acids, derivatives of glycine, allylglycine and propargylglycine
Hayriyan, Liana A.,Karapetyan, Ani J.,Minasyan, Ella V.,Mkrtchyan, Anna F.,Paloyan, Ani M.,Panosyan, Henrik A.,Poghosyan, Artavazd S.,Saghyan, Ashot S.,Sahakyan, Lusine Yu.,Sargsyan, Armen S.,Tovmasyan, Anna S.,Tsaturyan, Avetis H.
, (2020/02/18)
New enantiomerically enriched unsaturated tailor-made amino acids have been obtained. As a starting amino acid synthon for the asymmetric synthesis of tailor-made unsaturated amino acids, Ni(II) square-planar complexes of Schiff's bases of propargylglycine, allylglycine and glycine with chiral auxiliary (S)-2-N-(N’-benzylprolyl)-aminobenzophenone ((S)-BPB) were used. The Cα-alkylation of propargylglycine, allylglycine and glycine moieties resulted in the asymmetric synthesis of novel (S)-α-propargylglycine, (S)-α-allylglycine and glycine derivatives containing an aromatic group in the side chain (de 80–95,5%). After purification and cleavage of the metal complexes, the amino acids were isolated in high enantiomeric purity (ee >99%). Of the obtained seven tailor-made amino acids four showed inhibitory activity to collagenase G. The amino acid with an acetylene bond in the side chain (IC50 = 1.29 ± 0.02 mM) had the best result. Molecular docking showed that the amino acids with activity to collagenase G contained hydrogen and π-π bonds with the enzyme.
Preparation of (R)-Phenylalanine Analogues by Enantioselective Destruction Using L-Amino Acid Oxidase
Pirrung, Michael C.,Krishnamurthy, N.
, p. 957 - 958 (2007/10/02)
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Synthesis and antifertility activity of 4- and 5-(omega-arylalkyl) oxazolidinethiones.
Lednicer,Emmert
, p. 1258 - 1262 (2007/10/05)
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