8.52309
Fmoc-ACA-OH
Novabiochem®
别名:
Fmoc-ACA-OH, 7-N-Fmoc-aminocoumarin-4-acetic acid
登录并加购，请在购物车里查看协议价、货期和发货地。
选择规格
变更视图
关于此项目
经验公式（希尔记法）:
C26H19NO6
化学文摘社编号:
分子量:
441.43
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Quality Segment
product line
Novabiochem®
assay
≥95% (TLC), ≥95.0% (HPLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
application(s)
peptide synthesis
functional group
aromatic amine
storage temp.
2-8°C
SMILES string
N(c4cc5[o][c](cc(c5cc4)CC(=O)O)=O)C(=O)OCC1c2c(cccc2)c3c1cccc3
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 key
RCUKLQDGAASIAX-UHFFFAOYSA-N
General description
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.
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.
Analysis Note
Color (visual): white to slight yellow to light red
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA1)): ≥ 95 %
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.
Appearance of substance (visual): powder
Identity (IR): passes test
Purity (TLC(CMA1)): ≥ 95 %
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.
Legal Information
Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
怎么回事？
WGK 2
闪点 (F)
Not applicable
闪点 (°C)
Not applicable