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Merck
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Key Documents

8.52309

Sigma-Aldrich

Fmoc-ACA-OH

Novabiochem®

别名:

Fmoc-ACA-OH, 7-N-Fmoc-aminocoumarin-4-acetic acid

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About This Item

经验公式(希尔记法):
C26H19NO6
分子量:
441.43
分類程式碼代碼:
12352209
NACRES:
NA.22

品質等級

產品線

Novabiochem®

化驗

≥95.0% (HPLC)
≥98% (TLC)

形狀

powder

反應適用性

reaction type: Fmoc solid-phase peptide synthesis

製造商/商標名

Novabiochem®

應用

peptide synthesis

官能基

aromatic amine

儲存溫度

2-8°C

InChI

1S/C26H19NO6/c28-24(29)11-15-12-25(30)33-23-13-16(9-10-17(15)23)27-26(31)32-14-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-10,12-13,22H,11,14H2,(H,27,31)(H,28,29)

InChI 密鑰

RCUKLQDGAASIAX-UHFFFAOYSA-N

一般說明

Fmoc-ACA-OH is a useful tool for the SPPS of AMC fluorogenic protease substrates by Fmoc SPPS. Fmoc-ACA-OH [1] must be first loaded onto a Wang-type resin. Any unreacted linker hydroxyls must be capped using acetic anhydride. Following Fmoc removal, the first amino acid should be coupled with HATU/collidine [2]. Insertion of ACA into the middle of a peptide provides fluorogenic substrates for endopeptidases [3]. Treatment of the ACC peptide obtained after TFA cleavage with an aqueous base causes facile decarboxylation and formation of the AMC peptide.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Chromogenic Labeling of Synthetic Peptides

Literature references

[1] J. L. Harris, et al. (2000) Proc. Natl. Acad. Sci. USA, 97, 7754.
[2] D. J. Maly, et al. (2002) J. Org. Chem., 67, 910.
[3] C. M. Salisbury, et al. (2002) J. Am. Chem. Soc., 124, 14868.

分析報告

Color (visual): white to slight yellow to light red
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA1)): ≥ 98 %
Assay (HPLC, area%): ≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

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

法律資訊

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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