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235199

Sigma-Aldrich

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:
62935-72-2
Molecular Weight:
234.20
MDL number:
MFCD00009774
UNSPSC Code:
12352100
PubChem Substance ID:
24854086
NACRES:
NA.22

Assay

97%

mp

193 °C (dec.) (lit.)

solubility

DMF: soluble 50 mg/mL, clear, colorless to yellow

SMILES string

COc1ccc2C(CC(O)=O)=CC(=O)Oc2c1

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)

InChI key

ZEKAXIFHLIITGV-UHFFFAOYSA-N

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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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
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
Marzena Kurzawa-Akanbi et al.
Journal of neurochemistry, 123(2), 298-309 (2012-07-19)
Lewy body disease (LBD) development is enhanced by mutations in the GBA gene coding for glucocerebrosidase (GCase). The mechanism of this association is thought to involve an abnormal lysosomal system and we therefore sought to evaluate if lysosomal changes contribute
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