CAS 42267-27-6

N-trifluoroacetil-L-lisina N-carboxianhídrido

Descripción:

N-trifluoroacetil-L-lisina N-carboxianhídrido (CAS 42267-27-6) es un compuesto químico que pertenece a la clase de los N-carboxianhidridos (NCA), que son intermediarios importantes en la síntesis de polipéptidos y proteínas. Este compuesto presenta un grupo trifluoroacetilo, que mejora su reactividad y solubilidad en disolventes orgánicos. La presencia del residuo de lisina contribuye a su potencial para formar enlaces peptídicos, lo que lo hace útil en la química de polímeros y bioquímica. N-trifluoroacetil-L-lisina N-carboxianhídrido se caracteriza típicamente por su estabilidad en condiciones anhidras y su capacidad para sufrir polimerización en presencia de nucleófilos, como aminas o alcoholes. Su modificación trifluoroacetilo también puede influir en las propiedades físicas de los polímeros resultantes, como la hidrofobicidad y la estabilidad térmica. En general, este compuesto sirve como una herramienta valiosa en la síntesis de péptidos y polímeros funcionalizados, con aplicaciones en la entrega de fármacos, biomateriales y otros campos de la ciencia de materiales.

Fórmula: C₉H₁₁F₃N₂O₄

InChI: InChI=1/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

Clave InChI: InChIKey=KWNIHCJDDYRQFW-YFKPBYRVSA-N

SMILES: C(CCCNC(C(F)(F)F)=O)[C@H]1C(=O)OC(=O)N1

Sinónimos:

• (S)-N-(4-(2,5-dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide
• Acetamide, N-[4-(2,5-dioxo-4-oxazolidinyl)butyl]-2,2,2-trifluoro-, (S)-
• Acetamide, N-[4-[(4S)-2,5-dioxo-4-oxazolidinyl]butyl]-2,2,2-trifluoro-
• H-Lys(Tfa)-Nca
• N-Trifluoroacetyl-<span class="text-smallcaps">L</span>-lysine N-carboxyanhydride
• N-[4-[(4S)-2,5-Dioxo-4-oxazolidinyl]butyl]-2,2,2-trifluoroacetamide
• N-[4-[(4S)-2,5-Dioxooxazolidin-4-Yl]Butyl]-2,2,2-Trifluoro-Acetamide
• N-{4-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]butyl}-2,2,2-trifluoroacetamide
• N^ε-Trifluoroacetyl-<span class="text-smallcaps">L</span>-lysine N-carboxyanhydride
• N-Trifluoroacetyl-L-lysine N-carboxyanhydride
• Nε-Trifluoroacetyl-L-lysine N-carboxyanhydride
• 4-[(4S)-2,5-DIOXOOXAZOLIDIN-4-YL]BUTYL]-2,2,2-TRIFLUORO-ACETAMIDE
• Lysine-TFA-NCA
• (S)-N-[4-(2,5-Dioxo-4-oxazolidinyl)butyl]-2,2,2-trifluoroacetaMide
• Lys-NCA
• e-Trifluoroacetyl-Lysine, NCA
• L-Lys(TFA)-NCA
• Nepsilon-Trifluoroacetyl-Nalpha-carboxy-L-lysine Anhydride
• -N-(4-(2,5-Dioxooxazolidin-4-yl)
• N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride
• N-(4-(2,5-Dioxo-4-oxazolidinyl)butyl)-2,2,2-trifluoroacetamide
• N-[3-[(4S)-2,5-dioxooxazolidin-4-yl]propyl]-2,2,2-trifluoro-acetaMide
• L-LYS(TFA)-NCA(42267-27-6)
• L-Lysine-N-Trifluoroacetyl-N-Carboxyanhydride
• N-trifluoroacetyl lysine N-carboxyanhydride

N-[4-[(4S)-2,5-DIOXOOXAZOLIDIN-4-YL]BUTYL]-2,2,2-TRIFLUORO-ACETAMIDE

CAS: 42267-27-6

Fórmula: C₉H₁₁F₃N₂O₄

Pureza: 95%

Forma y color: Solid

Peso molecular: 268.1898

Ref: IN-DA00C0SG

(S)-N-(4-(2,5-Dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide

CAS: 42267-27-6

(S)-N-(4-(2,5-Dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide

Pureza: 98%

Peso molecular: 268.19g/mol

Ref: 54-PC99772

(S)-N-(4-(2,5-Dioxooxazolidin-4-yl)butyl)-2,2,2-trifluoroacetamide

CAS: 42267-27-6

Fórmula: C₉H₁₁F₃N₂O₄

Pureza: 95%

Forma y color: Solid

Peso molecular: 268.192

Ref: 10-F225539

N-Trifluoroacetyl-L-lysine N-Carboxyanhydride

CAS: 42267-27-6

Fórmula: C₉H₁₁F₃N₂O₄

Peso molecular: 268.19

Ref: 4Z-L-138044

N6-Trifluoroacetyl-L-lysine N-Carboxyanhydride

CAS: 42267-27-6

Applications 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.
References Svenson, S., et al.: Adv. Drug Delivery Rev., 57, 2106 (2005), Shen, X., et al.: Org. Biomol. Chem., 5, 3674 (2007),

Fórmula: C₉H₁₁F₃N₂O₄

Forma y color: Neat

Peso molecular: 268.19

Ref: TR-T788530

N6-Trifluoroacetyl-L-lysine N-carboxyanhydride

CAS: 42267-27-6

Trifluoroacetyl-L-lysine N-carboxyanhydride is an 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. Trifluoroacetyl-L-lyside 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.

Fórmula: C₉H₁₁F₃N₂O₄

Pureza: Min. 95%

Forma y color: White Powder

Peso molecular: 268.19 g/mol

Ref: 3D-FT28454

(S)-N-[4-(2,5-Dioxooxazolidin-4-yl)butyl]-2,2,2-trifluoroacetamide

CAS: 42267-27-6

Fórmula: C₉H₁₁F₃N₂O₄

Pureza: >98.0%(HPLC)

Forma y color: White to Almost white powder to crystal

Peso molecular: 268.19

Ref: 3B-D5600