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CAS号 Hill配方 摩尔质量 158171-14-3 C₂₅H₂₄NO₈P 497.45 g/mol 描述 概述 "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""产品目录编号 852069 品牌系列 Novabiochem®
同义词 04-12-1154;"N-α-Fmoc-O-benzyl-L-phosphoserine 参考 参考 "[1] T. Wakamiya, et al. (1994) Chem. Lett., 1099.
[2] P. White & J. Beythien in "Innovations & Perspectives in Solid Phase Synthesis and Combinatorial Libraries, 4th International Symposium", Mayflower Scientific Ltd., Birmingham, 1996, pp. 557.
[3] H. Schmid, et al., Poster 423 presented at the 15th American Peptide Symposium, Nashville, 1997.
[4] T. L. Gururaja & M. J. Levine (1996) Pept. Res., 9, 283.
[5] T. Vorherr, et al. (1995) Bioorg. Med. Chem. Lett., 5, 2661.
[6] G. Shapiro, et al. (1996) Bioorg. Med. Chem. Lett., 6, 409.
[7] M. John, et al. (1996) Pept. Res., 9, 71.
[8] K. Teruya, et al. (2004) J. Pept. Sci., 10, 479.
[9] T. J. Attard, et al. (2009) Int. J. Pept. Res. Ther., 15, 69."产品信息 CAS号 158171-14-3 Hill配方 C₂₅H₂₄NO₈P Molar Mass 497.45 g/mol HS代码 2924 29 98 结构配方图像 理化信息 溶解度 (20 °C) 实际上不溶 GHS安全信息 储存类别 10 - 13 其它液体及固体 WGK WGK 2 水危害 储存和货运信息 储存 "-20 °C 规格 规格 Colour (visual) white to slight yellow to beige Appearance of substance (visual) powder Identity (IR) conforms Enantiomeric purity ≥ 99,0 Area % Purity (TLC(CMA1)) ≥ 97 %(m) Assay (HPLC, area%) ≥ 95,0 Area % Solubility (1 mmole in 2 ml DMF) clearly soluble Assay (acidimetric) ≥ 90,0 %(m) Water (K. F.) ≤ 1,0 %(m) Ethyl acetate (HS-GC) ≤ 0,5 %(m) Acetate (IC) ≤ 0,1 %(m) For TLC-Systems see our General Catalog
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