122903-68-8

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-LYS(TEOC)-OH is used as a reactant for the synthesis of synthetic substrate analogs of Escherichia coli MurG. This application is significant because it aids in the development of new drugs and therapies targeting bacterial infections, particularly those caused by E. coli.
Used in Organic Chemistry:
FMOC-LYS(TEOC)-OH is used as a building block in the synthesis of various organic compounds. Its unique structure allows for the creation of complex molecules with potential applications in different industries, such as pharmaceuticals, agrochemicals, and materials science.
Used in Biochemistry:
FMOC-LYS(TEOC)-OH is used as a reagent in the study of protein structure and function. Its incorporation into peptide sequences can help researchers understand the role of specific amino acids in protein folding, stability, and interactions with other biomolecules.

Upstream product

• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 80149-80-0 2-(Trimethylsilyl)ethyl 4-nitrophenyl carbonate 
• 105047-45-8 Fmoc-Lys-OH 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 85167-75-5 N^ε-<<2-(Trimethylsilyl)ethoxy>carbonyl>-L-lysine 

Downstream Products

• 122903-69-9 p-nitrophenyl N^α-(9-fluorenylmethyloxycarbonyl)-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysinate 
• 122903-73-5 N^α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 
• 122903-75-7 N^α-α-α-α-(9-fluorenylmethyloxycarbonyl)-N^ε-(benzyloxycarbonyl)-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysyl>-N^ε-<<2-(trimethylsilyl)ethoxy>carbonyl>-L-lysine 

Relevant academic research and scientific papers

Modular Total Synthesis of Farnesyl Analogues of Cell Wall Precursors Lipid i and II Containing the Staphylococcus aureus Pentaglycine Bridge Modification

A scalable and modular total synthesis of 3-lipid I and 3-lipid II was accomplished by a novel route involving an efficient solid phase synthesis of the peptide fragment and an effective chemoenzymatic attachment of the second sugar moiety. The generality of this route was further documented by the synthesis of an analogue bearing the pentaglycine interpeptidic bridge modification characteristic for the human pathogen Staphylococcus aureus.

Assessment of structurally diverse philanthotoxin analogues for inhibitory activity on ionotropic glutamate receptor subtypes: Discovery of nanomolar, nonselective, and use-dependent antagonists

An array of analogues of the wasp toxin philanthotoxin-433, in which the asymmetric polyamine moiety was exchanged for spermine and the headgroup replaced with a variety of structurally diverse moieties, was prepared using parallel solid-phase synthesis a

The kinetic characterization of Escherichia coli MurG using synthetic substrate analogues

Bacterial resistance to existing antibiotics poses a serious threat to human health. Because the peptidoglycan surrounding bacterial cells is essential for survival, the enzymes involved in peptidoglycan biosynthesis are attractive targets for the design

Nε-carbonyl> Derivatives of Tri-L-lysine and Tetra-L-lysine as Potential Intermediates in the Block Polymer Synthesis of Macromolecular Drug Conjugates

Tri-L-lysine and tetra-L-lysine derivatives were synthesized with Nε-carbonyl>(Nε-Teoc) protecting groups an all the lysines, or on all but the N-terminal lysine, and with Nα-(tert-butyloxycarbonyl) (Nα-Boc) or Nα-(9-fluorenylmethyloxycarbonyl) (Nα-Fmoc) groups on the N-terminal lysines.Treatment of the Boc/Teoc peptides with p-toluenesulfonic or 2,4,6-trimethylbenzenesulfonic acid led to Boc cleavage with Teoc retention only when the Teoc/Boc ratio was 1:1 or 2:1.In contrast, treatment of the Fmoc/Teoc peptides with liquid ammonia in a sealed vessel cleaved the Fmoc group without significant loss of Teoc groups even when the Fmoc/Teoc ratio was 3:1, showing that Fmoc and Teoc groups provide more selectivity than the Boc and Teoc combination.Nα-Fmoc and Nε-Teoc groups were both stable under catalytic hydrogenolysis conditions.This made it possible to prepare Nα-Fmoc-tri-L-lysine and Nα-Fmoc-tetra-L-lysine derivatives with Nε-Teoc groups on all but the N-terminal lysine and demonstrated that the triad Fmoc/Cbz/Teoc is superior to Boc/Cbz/Teoc in peptide synthesis involving the orthogonal protection strategy.