903736

Fmoc-Ser(PO(NHPr)₂)-OH

≥95%

• 동의어(들): 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
• 실험식(Hill 표기법): C₂₄H₃₂N₃O₆P
• CAS Number: 216061-08-4
• Molecular Weight: 489.50
• UNSPSC 코드: 12352209

속성

• 분석: ≥95%
• 형태: solid
• 반응 적합성: reaction type: Fmoc solid-phase peptide synthesis
• 응용 분야: peptide synthesis
• 작용기: Fmoc
• 저장 온도: −20°C

설명

애플리케이션

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.

기타 정보

Novabiochem^® Publication Index

법적 정보

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

안전성 정보

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