914002

Fmoc-Asp(CSY)-OH

≥95%

• 동의어(들): (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
• 실험식(Hill 표기법): C₂₃H₂₂N₂O₅S
• CAS Number: 2379679-90-8
• Molecular Weight: 438.50
• MDL number: MFCD32857296
• UNSPSC 코드: 12352209
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: ≥95%
• 양식: powder
• mp: 157-162 °C
• 작용기: Fmoc
• 저장 온도: −20°C
• SMILES string: [S+](C)(C)\C(=C(/[O-])\C[C@H](NC(=O)OCC1c2c(cccc2)c3c1cccc3)C(=O)O)\C#N
• InChI: 1S/C23H22N2O5S/c1-31(2)21(12-24)20(26)11-19(22(27)28)25-23(29)30-13-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,18-19H,11,13H2,1-2H3,(H2-,25,26,27,28,29)/b21-20-/t19-/m0/s1
• InChI key: CHPQTODSRMIOQS-WCZGFUKNSA-N

설명

애플리케이션

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.

기타 정보

Prevention of aspartimide formation during peptide synthesis using cyanosulfurylides as carboxylic acid-protecting groups

안전성 정보

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