235199
7-Methoxycoumarin-4-acetic acid
97%
Synonym(s):
7-Methoxy-2-oxo-2H-1-benzopyran-4-acetic acid
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About This Item
Empirical Formula (Hill Notation):
C12H10O5
CAS Number:
Molecular Weight:
234.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C12H10O5/c1-16-8-2-3-9-7(4-11(13)14)5-12(15)17-10(9)6-8/h2-3,5-6H,4H2,1H3,(H,13,14)
SMILES string
COc1ccc2C(CC(O)=O)=CC(=O)Oc2c1
InChI key
ZEKAXIFHLIITGV-UHFFFAOYSA-N
assay
97%
mp
193 °C (dec.) (lit.)
solubility
DMF: soluble 50 mg/mL, clear, colorless to yellow
functional group
carboxylic acid, ester
Quality Level
Related Categories
Application
7-Methoxycoumarin-4-acetic acid has been used:
- as fluorescent probe in preparation of two novel LysB29 selectively labelled fluorescent derivatives of human insulin
- in the preparation of cell-penetrating peptide transportan 10 (tp10)
- as fluorescent label for peptides
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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Stereospecific synthesis ofl-2-amino-3-(7-methoxy-4-coumaryl) propionic acid, an alternative to tryptophan in quenched fluorescent substrates for peptidases.
Knight CG.
Lett. Pept. Sci., 5(1), 1-4 (1998)
Lindsay E Yandek et al.
Biophysical journal, 92(7), 2434-2444 (2007-01-16)
The mechanism of the interaction between the cell-penetrating peptide transportan 10 (tp10) and phospholipid membranes was investigated. Tp10 induces graded release of the contents of phospholipid vesicles. The kinetics of peptide association with vesicles and peptide-induced dye efflux from the
Tianshu Xiao et al.
Nature structural & molecular biology, 28(2), 202-209 (2021-01-13)
Effective intervention strategies are urgently needed to control the COVID-19 pandemic. Human angiotensin-converting enzyme 2 (ACE2) is a membrane-bound carboxypeptidase that forms a dimer and serves as the cellular receptor for severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). ACE2 is
Alice Ciencialová et al.
Journal of peptide science : an official publication of the European Peptide Society, 10(7), 470-478 (2004-08-10)
The preparation and characterization of two novel LysB29 selectively labelled fluorescent derivatives of human insulin are described. Two probes were chosen: 4-chloro-7-nitrobenz-2-oxa-1,3-diazole (NBD) and 7-methoxycoumarin-4-acetic acid (MCA), which have a relatively small, compact structure and are able to react with
Hisatsugu Koshimizu et al.
Molecular brain, 2, 27-27 (2009-08-14)
Proneurotrophins and mature neurotrophins elicit opposite effects via the p75 neurotrophin receptor (p75(NTR)) and Trk tyrosine kinase receptors, respectively; however the molecular roles of proneurotrophins in the CNS are not fully understood. Based on two rare single nucleotide polymorphisms (SNPs)
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