Fmoc-丝氨酸磷酸苄酯,Fmoc-Ser(PO(OBzl)OH)-OH;Novabiochem®, ≥97%

别名:N-α-Fmoc-O-苄基-L-磷酸丝氨酸;Fmoc-Ser(PO(OBzl)OH)-OH, N-α-Fmoc-O-benzyl-L-phosphoserine;8520690005

Empirical Formula (Hill Notation): C25H24NO8P CAS号: 158171-14-3 分子量: 497.43 MDL编号: MFCD00797869
制造商品牌: 西格玛 Sigma-Aldrich
货号(SKU): 8.52069
CAS号: 158171-14-3
MDL号: MFCD00797869
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用于制备含磷酸丝氨酸的肽 [1] 的绝佳构建模块。 可以使用标准激活方法(例如 PyBOP® 和 TBTU)引入该衍生物。 单保护的磷酸丝氨酸残基一旦掺入就对哌啶稳定。 使用该试剂,甚至可以通过标准 Fmoc SPPS 方法高效制备含有多个磷酸化位点的肽 [2]。

该衍生物的应用包括制备磷蛋白 [3],一种含有磷酸丝氨酸和磷酸苏氨酸的 52 个残基肽,以及人唾液 statherin,一种 42 个残基的磷酸丝氨酸肽 [4]; 对于其他示例,请参见参考文献 [5-8]。

最近,β-哌啶基丙氨酸的形成已被证明在 N 端 Ser(PO(OBzl)OH) 的 Fmoc 脱保护过程中发生,特别是在微波条件下。 这种副反应可以通过使用环己胺或 DBU 来消除,仅用于 Fmoc 脱保护步骤 [9]。


An excellent building block for the preparation of phosphoserine-containing peptides [1]. This derivative can be introduced using standard activation methods, such as PyBOP® and TBTU. The monoprotected phosphoserine residue once incorporated is stable to piperidine. Using this reagent, even peptides containing multiple phosphorylation sites can be prepared efficiently by standard Fmoc SPPS methods [2].

Applications of this derivative include the preparation of phospholamban [3], a 52 residue peptide containing both phosphoserine and phosphothreonine, and human salivary statherin, a 42 residue phosphoserine peptide [4]; for other examples see references [5-8].

Recently, β-piperidinylalanine formation has been shown to occur during Fmoc deprotection of N-terminal Ser(PO(OBzl)OH), particularly under microwave conditions. This side reaction can be eliminated by using cyclohexylamine or DBU just for this Fmoc deprotection step [9].

The product number for this product was previously 04-12-1154.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.


Replaces: 04-12-1154


Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(CMA1)): ≥ 97 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %
For TLC-Systems see our General Catalog


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



Eyeshields, Gloves, type N95 (US)


NONH for all modes of transport

WGK Germany


储存温度 Storage temp.-20°C低温冷冻
全球实时库存 Availability √美国St. Louis ≥ 33 | 欧洲Eur. ≥ 27 | 東京Tokyo ≥ 9 | 香港与北京 ≥ 16