225662-91-9

Usage

Uses

Used in Organic Synthesis:
(R)-N-(fluoren-9-ylmethoxycarbonyl)serine tert-butyl ester is used as a building block for the synthesis of various organic compounds, particularly in the creation of complex molecular structures.
Used in Peptide Synthesis:
In the field of peptide synthesis, (R)-N-(fluoren-9-ylmethoxycarbonyl)serine tert-butyl ester is employed as a protecting group for the hydroxyl group, ensuring the successful assembly of peptide chains and preventing unwanted side reactions.
Used in Pharmaceutical Industry:
(R)-N-(fluoren-9-ylmethoxycarbonyl)serine tert-butyl ester is used as a key intermediate in the development of pharmaceutical compounds, contributing to the synthesis of potential drug candidates with various therapeutic applications.
Used in Research and Development:
(R)-N-(fluoren-9-ylmethoxycarbonyl)serine tert-butyl ester is also utilized in research and development settings, where it aids scientists in understanding the structure and function of peptides and their potential applications in medicine and biology.

Upstream product

• 73724-45-5 (R)-N-(fluoren-9-ylmethoxycarbonyl)serine 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 881996-35-6 (2S,6S)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 881996-34-5 (2S,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester 
• 1370339-11-9 C₃₅H₃₈N₄O₉ 
• 1370339-12-0 C₄₉H₅₆N₄O₁₈ 

Relevant academic research and scientific papers

Lipolanthionine peptides act as inhibitors of TLR2-mediated IL-8 secretion. Synthesis and structure-activity relationships

Lipoproteins from Gram-positive and -negative bacteria, mycoplasma, and shorter synthetic lipopeptide analogues activate cells of the innate immune system via the Toll-like receptor TLR2/TLR1 or TLR2/TLR6 heterodimers. For this reason, these compounds constitute highly active adjuvants for vaccines either admixed or covalently linked. The lanthionine scaffold has structural similarity with the 5-(2,3-dihydroxypropyl)-cysteine core structure of the lipopeptides. Therefore, lanthionine-based lipopeptide amides were synthesized and probed for activity as potential TLR2 agonists or antagonists. A collection of analytically defined lipolanthionine peptide amides exhibited an inhibitory effect of the TLR2-mediated IL-8 secretion when applied in high molar excess to the agonistic synthetic lipopeptide Pam3Cys-Ser-(Lys)4-OH. Structure-activity relationships revealed the influence of the chirality of the two α-carbon atoms, the chain lengths of the attached fatty acids and fatty amines, and the oxidation level of the sulfur atom on the inhibitory activity of the lipolanthionine peptide amides.