312746-41-1

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 71128-82-0 L-(Se)-phenylselenocysteine 
• 179087-83-3 (S)-2-tert-butoxycarbonylamino-3-phenylselanylpropionic acid 
• 342904-05-6 Fmoc-(OTs)-serine-ODpm 
• 73724-45-5 N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine 
• 98694-93-0 benzyhydryl N-[9-(fluorenylmethoxycarbonyl)]-L-serinate 
• 342904-06-7 Fmoc-(Se)-phenylselenocysteine-ODpm 

Downstream Products

• 422319-32-2 C₅₃H₄₅N₅O₉Se 
• 422319-47-9 C₅₆H₅₁N₅O₉Se 
• 422319-46-8 C₅₃H₄₅N₅O₉Se 
• 422319-54-8 C₆₀H₄₉N₅O₉Se 
• 422319-59-3 C₆₃H₅₅N₅O₉Se 
• 660391-70-8 Fmoc-phenylselenocysteinylalanine-N-methyl amide 
• 422319-64-0 C₆₀H₄₉N₅O₉Se 
• 422319-48-0 C₅₃H₄₃N₅O₈Se 
• 660391-72-0 acetylseryl-(O-tert-butyl)-phenylselenocysteinylalanine-N-methyl amide 
• 660391-68-4 acetylglycylphenylselenocysteinylglycine-N-methyl amide 
• 660391-71-9 phenylselenocysteinylalanine-N-methyl amide 
• 660392-08-5 phenylselenocysteinylglycine-N-methyl amide 
• 877775-27-4 [A-(2S,3S)-MeCys-PGU(Ph)VA]2 
• 669089-20-7 [A-(2R,3R)-MeCys-PGU(Ph)VA]2 

Relevant academic research and scientific papers

Toward Enantiomerically Pure β-Seleno-α-amino Acids via Stereoselective Se-Michael Additions to Chiral Dehydroalanines

The first totally chemo- and diastereoselective 1,4-conjugate additions of Se-nucleophiles to a chiral bicyclic dehydroalanine (Dha) are described. The methodology is simple and does not require any catalyst, providing exceptional yields at room temperature, and involves the treatment of the corresponding diselenide compound with NaBH4 in the presence of the Dha. These Se-Michael additions provide an excellent channel for the synthesis of enantiomerically pure selenocysteine (Sec) derivatives, which pose high potential for chemical biology applications.

ANTIBACTERIAL COMPOUNDS

Novel compounds having antimicrobial activitiy, in particular against Pseudomonas aeruginosa, Burkholderia cepaciaand/or Clostridium difficile, and a pharmaceutical composition containing the novel compound.

Synthesis of a selenocysteine-containing peptide by native chemical ligation

(equation presented) A new method for the synthesis of selenocysteine derivatives and selenocysteine-containing peptides is described. Fmoc-Se-p-methoxybenzylselenocysteine (1) was prepared and used for solid-phase synthesis of peptides with an N-terminal unprotected selenocysteine. Subsequent native chemical ligation with a peptide thioester provided a 17-mer that corresponds to the C-terminus of ribonucleotide reductase with selenocysteine in place of cysteine.

Facile chemoselective synthesis of dehydroalanine-containing peptides.

Useful methodology is described for the synthesis of dehydroalanine residues (II) within peptides. The unnatural amino acid (Se)-phenylselenocysteine (I) can be incorporated into growing peptide chains via standard peptide synthesis procedures. Subsequent