291311-48-3

Upstream product

• 141193-65-9 N-methylserine hydrochloride 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 946845-44-9 C₂₁H₁₉NO₆ 
• 946845-47-2 C₂₁H₂₁NO₆ 
• 2480-26-4 N-methyl-DL-serine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 291311-49-4 N^α-(fluoren-9-ylmethoxycarbonyl)-N^α-methyl-L-serine pentafluorophenyl ester 
• 325820-34-6 C₃₀H₃₂N₄O₆S 
• 291311-52-9 Ac-Ala-N^α-Me-Ser[β-Gal(OAc)4]-Phe-NH2 
• 291311-50-7 (S)-2-[(9H-Fluoren-9-ylmethoxycarbonyl)-methyl-amino]-3-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-propionic acid pentafluorophenyl ester 

Relevant academic research and scientific papers

Fluorogenic peptide substrates for serine and threonine phosphatases

Figure presented A new fluorescent assay for Ser/Thr protein phosphatases has been developed. Hydrolysis of a phosphoSer residue liberates the Ser hydroxyl group, which induces a cyclization reaction on the N-terminal carbamate and releases a fluorescent reporter. Sequence selectivity is observed using several peptide substrates against alkaline phosphatase (ALP), bacteriophage protein phosphatase (-PPase), and vaccinia H1 related phosphatase (VHR). These studies suggest that the assay could be a useful tool for profiling the substrate specificities of medicinally important phosphatases.

An improved synthesis of Fmoc-N-methyl serine and threonine

An improved method for the synthesis of Fmoc-N-methyl serine and threonine has been developed, which involves formation and subsequent reduction of the corresponding oxazolidinone with a Lewis acid under mild conditions, with improved yields and shorter reaction times.

An improved synthesis of Fmoc-N-methyl-α-amino acids

A highly efficient and environmentally more benign synthesis of Fmoc-N-methyl-α-amino acids from the corresponding Fmoc-amino acid, via intermediate 5-oxazolidinones, has been developed by using Lewis acid catalysis for the reductive opening of the oxazol

Deacetylation of N(α)-methylated glycopeptides reveals that aza- enolates provide protection against β-elimination of carbohydrates O-linked to serine

Three glycopeptides Ac-Ala-Ser[β-Gal(OAc)4]-Phe-NH2, Ac-Ala-N(α)-Me- Ser[β-Gal(OAc)4]-Phe-NH2 and Ac-Ala-Ser[β-Gal(OAc)4]-N(α)-Me-Phe-NH2 have been prepared and treated with base in order t