8.52309

Fmoc-ACA-OH

Novabiochem^®

• Sinônimo(s): Fmoc-ACA-OH, 7-N-Fmoc-aminocoumarin-4-acetic acid
• Fórmula empírica (Notação de Hill): C₂₆H₁₉NO₆
• Número CAS: 378247-75-7
• Peso molecular: 441.43
• Código UNSPSC: 12352209
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• linha de produto: Novabiochem^®
• Ensaio: ≥95.0% (HPLC); ≥98% (TLC)
• forma: powder
• adequação da reação: reaction type: Fmoc solid-phase peptide synthesis
• fabricante/nome comercial: Novabiochem^®
• aplicação(ões): peptide synthesis
• grupo funcional: aromatic amine
• temperatura de armazenamento: 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)
• chave InChI: RCUKLQDGAASIAX-UHFFFAOYSA-N

Descrição

Descrição geral

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.

Nota de análise

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.

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 2
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable