N~6~-(Trifluoroacetyl)-L-lysyl-L-proline | CAS No. 103300-89-6

N~6~-(Trifluoroacetyl)-L-lysyl-L-proline

Basic Information

CAS Number

103300-89-6

Molecular Formula

C13H20F3N3O4

Molecular Weight

339.31 g/mol

AD

Basic Physical Properties

C1CC(N(C1)C(=O)C(CCCCNC(=O)C(F)(F)F)N)C(=O)O

InChI

InChI=1S/C13H20F3N3O4/c14-13(15,16)12(23)18-6-2-1-4-8(17)10(20)19-7-3-5-9(19)11(21)22/h8-9H,1-7,17H2,(H,18,23)(H,21,22)/t8-,9-/m0/s1

InChIKey

MUYCUFZXUZRHSL-IUCAKERBSA-N

LogP

0.23810000000000014

Topological Polar Surface Area

112.73 Ų

Hydrogen Bond Donor/Acceptor

4 / 7

Complexity

456

Synonyms & References

English

  • DTXSID50908320
  • 1CY62CU55Z
  • 103300-89-6
  • N-6-(Trifluoroacetyl)-L-lysyl-L-proline
  • Nepsilon-Trifluoroacetyl-Lys-Pro
  • N-(N6-Trifluoroacetyl-L-lysyl)-L-proline
  • AKOS015918209
  • Q27252248
  • MUYCUFZXUZRHSL-IUCAKERBSA-N
  • Epsilon-trifluoroacetyl-L-lysyl-L-proline
  • N6-(2,2,2-trifluoroacetyl)-L-lysyl-L-proline
  • (2S)-1-[(2S)-2-amino-6-[(2,2,2-trifluoroacetyl)amino]hexanoyl]pyrrolidine-2-carboxylic acid
  • L-Proline, N6-(2,2,2-trifluoroacetyl)-L-lysyl-
  • (S)-1-((S)-2-Amino-6-(2,2,2-trifluoroacetamido)hexanoyl)pyrrolidine-2-carboxylicacid
  • L-Proline, 1-[N6-(trifluoroacetyl)-L-lysyl]-
  • N6-Trifluoroacetyl-L-lysyl-L-proline
  • CS-0440040
  • (2S)-1-[(2S)-2-AMINO-6-(2,2,2-TRIFLUOROACETAMIDO)HEXANOYL]PYRROLIDINE-2-CARBOXYLIC ACID
  • (S)-1-((S)-2-Amino-6-(2,2,2-trifluoroacetamido)hexanoyl)pyrrolidine-2-carboxylic acid
  • UNII-1CY62CU55Z
  • SCHEMBL1228230
  • NS00003819
  • 1-[2-amino-6-[(2,2,2-trifluoroacetyl)amino]hexanoyl]pyrrolidine-2-carboxylic acid
  • NE–TFA–L–LYS–PRO–OH
  • 1-[2-amino-1-oxo-6-[(2,2,2-trifluoro-1-oxoethyl)amino]hexyl]-2-pyrrolidinecarboxylic acid
  • 1-[2-azanyl-6-[2,2,2-tris(fluoranyl)ethanoylamino]hexanoyl]pyrrolidine-2-carboxylic acid
  • A-Trifluoroacetyl-Lys-Pro
  • L-Proline,N6-(2,2,2-trifluoroacetyl)-L-lysyl
  • L-Proline,1-[N6-(trifluoroacetyl)-L-lysyl]-
  • L-Proline, N6-(trifluoroacetyl)-L-lysyl-(9CI)
  • TFA-LYS-PRO

MDL Number

MFCD00057892

FAQ

What are the physical and chemical properties of N~6~-(Trifluoroacetyl)-L-lysyl-L-proline (CAS: 103300-89-6)?

N~6~-(Trifluoroacetyl)-L-lysyl-L-proline is a crystalline compound with a molecular weight of approximately 339.21 g/mol. It has a high solubility in organic solvents like dimethyl sulfoxide (DMSO) but shows low water solubility. The compound is moderately reactive, particularly towards nucleophilic attack at the trifluoroacetyl group. It is stable under normal laboratory conditions but should be protected from moisture and air to prevent hydrolysis.

How is N~6~-(Trifluoroacetyl)-L-lysyl-L-proline (CAS: 103300-89-6) typically synthesized?

N~6~-(Trifluoroacetyl)-L-lysyl-L-proline is synthesized via a multi-step process involving the coupling of L-lysine and L-proline with trifluoroacetyl chloride in the presence of a catalyst such as 1-hydroxybenzotriazole (HOBt). The reaction is typically performed in an inert solvent like dichloromethane, followed by purification steps such as recrystallization or column chromatography to obtain the desired product with high yield and selectivity.

What industries use N~6~-(Trifluoroacetyl)-L-lysyl-L-proline (CAS: 103300-89-6)?

N~6~-(Trifluoroacetyl)-L-lysyl-L-proline is primarily used in the pharmaceutical industry for the development of peptidomimetic drugs and as a building block in peptide synthesis. It also finds applications in polymer science for the preparation of bioactive polymers, and in sensor development for its unique chemical reactivity and selectivity. Additionally, it is used in the synthesis of semiconducting materials for electronic applications.

What precautions should be taken when handling N~6~-(Trifluoroacetyl)-L-lysyl-L-proline (CAS: 103300-89-6)?

When handling N~6~-(Trifluoroacetyl)-L-lysyl-L-proline, it is crucial to use personal protective equipment (PPE) including gloves, lab coat, and safety goggles. Ensure all work is conducted in a well-ventilated area or inside a fume hood to avoid inhalation or skin exposure. Spills should be carefully cleaned up using appropriate absorbents, and the area should be thoroughly rinsed with water. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.

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