Synonyms: (S,Z)-4-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-carboxy-1-cyano-1-(dimethylsulfonio)but-1-en-2-olate; Asp with cyanosulfurylide (CSY)-protected carboxylic acid; Fmoc-protected aspartic acid for minimized aspartimide formation
Molecular Formula: C23H22N2O5S
Molecular Weight: 438.5
Linear Structural Formula: C23H22N2O5S
Purity: >=95%
Melting Point: 157-162 C
Storage: -20C
Application: Fmoc-Asp(CSY)-OH is an Fmoc-protected aspartic acid residue developed in the Bode Lab that contains a cyanosulfurylide (CSY) as a carboxylic-acid protecting group that completely suppresses aspartimide formation in peptide synthesis, a long-standing challenge in peptide chemistry that occurs during Fmoc removal or peptide coupling and affects peptide yield and sequences. Amenable to SPPS, deprotection is achieved under aqueous conditions with electrophilic halogenating agents to convert the ylide to the free acid. Furthermore, the hydrophilic nature of the ylide protecting group improves overall peptide efficiency and solubility.
Other Notes: Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups