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N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride

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N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride Basic information

Product Name:
N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride
Synonyms:
  • N-[4-[(4S)-2,5-dioxooxazolidin-4-yl]butyl]-2,2,2-trifluoro-acetamide
  • e-Trifluoroacetyl-Lysine, NCA
  • N-Trifluoroacetyl-L-lysine N-carboxyanhydride
  • N-(4-(2,5-Dioxo-4-oxazolidinyl)butyl)-2,2,2-trifluoroacetamide
  • N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride
  • L-Lysine-N-Trifluoroacetyl-N-Carboxyanhydride
  • (S)-N-[4-(2,5-Dioxo-4-oxazolidinyl)butyl]-2,2,2-trifluoroacetaMide
  • N-[4-[(4S)-2,5-Dioxo-4-oxazolidinyl]butyl]-2,2,2-trifluoroacetaMide
CAS:
42267-27-6
MF:
C9H11F3N2O4
MW:
268.19
EINECS:
610-008-1
Product Categories:
  • AMINOACIDS DERIVATIVES
  • Amino Acids & Derivatives
  • Aromatics
  • Chiral Reagents
  • Heterocycles
Mol File:
42267-27-6.mol
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N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride Chemical Properties

Melting point:
92-93℃ (DEC.)
Density 
1.377
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly)
pka
9.27±0.40(Predicted)
form 
Solid
color 
White to Off-White
InChI
InChI=1S/C9H11F3N2O4/c10-9(11,12)7(16)13-4-2-1-3-5-6(15)18-8(17)14-5/h5H,1-4H2,(H,13,16)(H,14,17)/t5-/m0/s1
InChIKey
KWNIHCJDDYRQFW-YFKPBYRVSA-N
SMILES
C(NCCCC[C@H]1C(=O)OC(=O)N1)(=O)C(F)(F)F
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Safety Information

HS Code 
2933.79.8500
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N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride Usage And Synthesis

Description

N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride is a N6-trifluoroacetylated lysine derivative that is used in the synthesis of peptides. It is a racemic mixture of L and D forms, which is hydrolyzed to form L-glutamic acid, NH4Cl, and CO2. N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride has been shown to be useful in the formation of bonds between amino acids, such as lysine and dipeptides. The compound is also used for the protection of lysine against oxidation during peptide synthesis.

Chemical Properties

White to Off-White Solid

Uses

Used in the synthesis of new arborescent architectures of poly(L-lysine), called lysine dendrigraft (DGL) polymers. ?DGL polymers were prepd. through a multiple-generation scheme (up to generation 5) in a weakly acidic aq. medium by polycondensing N.vepsiln.-trifluoroacetyl-L-lysine-N-carboxyanhydride (Lys(Tfa)-NCA) onto the previous generation G(n-1) of DGL, which was used as a macroinitiator.

Uses

L-Lys(Tfa)-NCA (N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride) can be used in the synthesis of new arborescent architectures of poly(L-lysine), called lysine dendrigraft (DGL) polymers.

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