14905-30-7

Basic information

• Product Name: N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95
• Synonyms: N-(Benzyloxy-carbonyl)-N6-(tri-fluoroacetyl)-L-lysine;Nα-Z-Nε-trifluoroacetyl-L-lysine≥ 99% (HPLC);Z-L-Lys(Tfa)-OH;N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95;N2-(Benzyloxycarbonyl)-N6-trifluoroacetyl-L-lysine 95%;Cbz-Lys(tfa)-OH
• CAS NO: 14905-30-7
• Molecular Formula: C₁₆H₁₉F₃N₂O₅
• Molecular Weight: 376.3291
• EINECS: 1592732-453-0
• Mol File: 14905-30-7.mol
• Article Data: 6

Chemical Properties

• Melting Point: 88-95
• Boiling Point: 566.161°C at 760 mmHg
• Flash Point: 296.204°C
• Appearance: /
• Density: 1.325g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95(CAS DataBase Reference)
• NIST Chemistry Reference: N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95(14905-30-7)
• EPA Substance Registry System: N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95(14905-30-7)

Safety Data

• Hazardous Substances Data: 14905-30-7(Hazardous Substances Data)

Usage

Description

N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95, also known as Z-Lys(tfa)-OH, is a chemical compound that serves as an intermediate in the synthesis of certain oligopeptides containing lysine and glutamic acid residues. It is characterized by its white powder form and is utilized in various applications across different industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95 is used as a synthetic intermediate for the development of oligopeptides containing lysine and glutamic acid residues. Its application in this industry is crucial for the creation of novel therapeutic agents and drug candidates that can target specific medical conditions.
Used in Research and Development:
In the field of research and development, N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95 is employed as a key component in the synthesis of complex peptide structures. Its use in this context aids scientists in understanding the properties and potential applications of these peptides, ultimately contributing to the advancement of medical and pharmaceutical knowledge.
Used in Chemical Synthesis:
N2-(BENZYLOXYCARBONYL)-N6-TRIFLUOROACETYL-L-LYSINE 95 is also used as a reagent in various chemical synthesis processes. Its unique properties make it a valuable component in the production of a wide range of compounds, including those with potential applications in the pharmaceutical, agricultural, and materials science industries.

InChI:InChI=1/C16H19F3N2O5/c17-16(18,19)14(24)20-9-5-4-8-12(13(22)23)21-15(25)26-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10H2,(H,20,24)(H,21,25)(H,22,23)/t12-/m0/s1

Upstream product

• 10009-20-8 (S)-6-trifluoroacetylamino-2-aminohexanoic acid 
• 501-53-1 benzyl chloroformate 
• 383-63-1 ethyl trifluoroacetate, 
• 2212-75-1 N₂-[(benzyloxy)carbonyl]-L-lysine 
• 407-25-0 trifluoroacetic anhydride 
• 657-27-2 L-Lysine hydrochloride 

Downstream Products

• 14905-34-1 TFA-Lys(Z)-Gly-OBu-t 
• 359821-14-0 methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-6-[methyl(trifluoroacetyl)amino]hexanoate 
• 14905-35-2 TFA-Lys(Z)-Gly 
• 1001647-16-0 N-α-carbenzoxy-N-ε-methyl-L-lysine 

Relevant articles and documents

Selective Reagent for Detection of N-ε-Monomethylation of a Peptide Lysine Residue through SNAr Reaction

Methylations of specific lysine residues of histone proteins are catalyzed by histone methyltransferases (HMTs) and play key roles in the epigenetic control of gene expression. Several methods to detect N-ε-methylation of the lysine residue have been established in order to evaluate the activity of HMTs, to develop inhibitors, and to identify substrates. However, they mostly employ specific antibodies or enzymes such as peptidases, and their reliability and reproducibility often depend on the quality of the protein reagents and the reaction conditions. Here, we describe a convenient method to detect N-ε-monomethylation of the lysine residue through a simple chemical reaction. We focused on nucleophilic aromatic substitution reaction (SNAr reaction) between an aromatic electrophile and a primary or monomethylated amino group. Screening of various electrophiles indicated that 4-fluoro-2-nitroacetophenone (1g) has high selectivity for the N-ε-monomethylated amino group of lysine. Furthermore, the reaction products of 1g with lysine and N-ε-monomethylated lysine, 5g and 6g, respectively, show different absorption spectra, that is, the absorbance at 350 nm of 6g is 13 times larger than that of 5g. We show that these characteristic properties of 1g can be utilized for the selective detection of the methylation state of lysine residues in HMT substrate peptides, and for an assay of HMT activity.

Subtype selective substrates for histone deacetylases

To probe the steric requirements for deacylation, we synthesized lysine-derived small molecule substrates and examined structure-reactivity relationships with various histone deacetylases. Rat liver, human HeLa, and human recombinant class I and II histon

Oligopeptides derived from C-reactive protein fragments

PCT No. PCT/EP94/01574 Sec. 371 Date Jun. 11, 1996 Sec. 102(e) Date Jun. 11, 1996 PCT Filed May 16, 1994 PCT Pub. No. WO95/10531 PCT Pub. Date Apr. 20, 1995Oligopeptides derived from fragments of C-reactive proteins and their use as immunomodulating agent