903736

Fmoc-Ser(PO(NHPr)₂)-OH

≥95%

• 同義詞: Fmoc-Ser(PO(NH-CH₂-CH₂-CH₃)₂)-OH, Fmoc-protected phosphorylated serine amino acid building block, N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-O-(bis(propylamino)phosphoryl)-L-serine
• 經驗公式（希爾表示法）: C₂₄H₃₂N₃O₆P
• CAS號碼: 216061-08-4
• 分子量：: 489.50
• 分類程式碼代碼: 12352209

屬性

• 化驗: ≥95%
• 形狀: solid
• 反應適用性: reaction type: Fmoc solid-phase peptide synthesis
• 應用: peptide synthesis
• 官能基: Fmoc
• 儲存溫度: −20°C

描述

應用

In the standard derivatives for introduction of phosphoserine and phosphothreonine in Fmoc SPPS, the phosphate side chain is monoprotected as a benzyl ester. The phosphate group therefore retains an acidic proton, which helps prevent beta-elimination of the phosphate group during the piperidine treatment utilized to remove the Fmoc protecting group in Fmoc SPPS. However, the acidic phosphate group can promote premature cleavage of peptides from hyperacid-labile resins such as 2-chlorotrityl resins. Furthermore, the phosphate forms piperidine salts during peptide assembly; these salts react with the activated Fmoc-amino acid during the coupling reaction, consuming valuable reagents and reducing their concentration.

Fmoc-Ser(PO(NPr)₂)OH and Fmoc-Thr(PO(NPr)₂)-OH are novel derivatives for introduction of phosphoserine and phosphothreonine in Fmoc SPPS, in which the phosphate group is fully protected as a phosphodiamidate. Model studies indicate these compounds, lacking the residual acidic proton, do not appear to suffer the aforementioned drawbacks of the currently employed monobenzylphosphate derivatives. Removal of the dimethyamino groups are removed during the course of the normal TFA cleavage and deprotection reaction.

其他說明

Novabiochem^® Publication Index

法律資訊

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

安全資訊

• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable