914002

Fmoc-Asp(CSY)-OH

≥95%

• Synonym(s): (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
• Empirical Formula (Hill Notation): C₂₃H₂₂N₂O₅S
• CAS Number: 2379679-90-8
• Molecular Weight: 438.50
• UNSPSC Code: 12352209
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: powder
• mp: 157-162 °C
• functional group: Fmoc
• storage temp.: −20°C

Description

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable