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安全信息

8.52070

Sigma-Aldrich

Fmoc-Thr(PO(OBzl)OH)-OH

Novabiochem®

别名:

Fmoc-Thr(PO(OBzl)OH)-OH, N-α-Fmoc-O-benzyl-L-phosphothreonine

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About This Item

经验公式(希尔记法):
C26H26NO8P
分子量:
511.46
MDL编号:
UNSPSC代码:
12352209
NACRES:
NA.22

质量水平

产品线

Novabiochem®

检测方案

≥90.0% (acidimetric)
≥98% (TLC)
≥98.0% (HPLC)

形式

powder

反应适用性

reaction type: Fmoc solid-phase peptide synthesis

制造商/商品名称

Novabiochem®

应用

peptide synthesis

官能团

Fmoc

储存温度

15-25°C

InChI

1S/C26H26NO8P/c1-17(35-36(31,32)34-15-18-9-3-2-4-10-18)24(25(28)29)27-26(30)33-16-23-21-13-7-5-11-19(21)20-12-6-8-14-22(20)23/h2-14,17,23-24H,15-16H2,1H3,(H,27,30)(H,28,29)(H,31,32)/t17-,24+/m0/s1

InChI key

HOFDVXHILSPFNS-BXKMTCNYSA-N

一般描述

An excellent building block for the preparation of phosphothreonine-containing peptides [1,2] by Fmoc SPPS. This derivative can be introduced using standard activation methods, such as PyBOP® and TBTU. The monoprotected phosphothreonine 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 [1].A paper describes the use of this derivative in the preparation of phospholamban [3], a 52 residue peptide containing both phosphoserine and phosphothreonine.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

[1] P. White & J. Beythien in ′Innovations & Perspectives in Solid Phase Synthesis and Combinatorial Libraries, 4th International Symposium′, Mayflower Scientific Ltd., Birmingham, 1996, pp. 557.
[2] T. Vorherr, et al. (1995) Bioorg. Med. Chem. Lett., 5, 2661.
[3] H. Schmid, et al., Poster 423 presented at the 15th American Peptide Symposium, Nashville, 1997.

应用


  • Development of highly selective 1, 2, 3-triazole-containing peptidic Polo-like kinase 1 Polo-box domain-binding inhibitors: This study explores the synthesis of inhibitors using Fmoc-Thr(PO(OBzl)OH)-OH among other amino acids, showcasing its utility in developing targeted cancer therapies (Zhao et al., 2019).



联系

Replaces: 04-12-1155

分析说明

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in DMF): -6.5 - -3.5 °
Purity (TLC(CMA1)): ≥ 98 %
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.1 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

法律信息

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

相关产品

产品编号
说明
价格

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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实验方案

We provide an overview of our available reagents, together with recommendations and details of their use for synthesis of peptides containing post-translationally modified amino acids.

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