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08445

Sigma-Aldrich

7-Amino-4-methyl-3-cumarinylessigsäure

BioReagent, suitable for fluorescence, ~90% (HPLC)

Synonym(e):

2H-1-Benzopyran-3-essigsäure, AMCA-H

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€ 69,20
500 MG
€ 234,00

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100 MG
€ 69,20
500 MG
€ 234,00

About This Item

Empirische Formel (Hill-System):
C12H11NO4
CAS-Nummer:
106562-32-7
Molekulargewicht:
233.22
Beilstein:
7927205
MDL-Nummer:
MFCD00081051
UNSPSC-Code:
12352106
PubChem Substanz-ID:
329748585
NACRES:
NA.32

€ 69,20

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Produktlinie

BioReagent

Assay

~90% (HPLC)

Form

powder

Löslichkeit

DMF: soluble
DMSO: soluble
aqueous base: soluble

Fluoreszenz

λex 350 nm; λem 433 nm in methanol

Eignung

suitable for fluorescence

SMILES String

CC1=C(CC(O)=O)C(=O)Oc2cc(N)ccc12
CC1=C(CC(O)=O)C(=O)Oc2cc(N)ccc12

InChI

1S/C12H11NO4/c1-6-8-3-2-7(13)4-10(8)17-12(16)9(6)5-11(14)15/h2-4H,5,13H2,1H3,(H,14,15)

InChIKey

QEQDLKUMPUDNPG-UHFFFAOYSA-N

Anwendung

AMCA is a useful agent for labeling proteins. Demonstrates a characteristic absorption peak at 345 nm with a fluorescence emission at 440-460 nm (blue region); however, when conjugated with proteins the absorption peak shifts to 355 nm with a fluorescence emission at 440-460 nm. It has a high fluorescence yield with a sufficient Stokes shift (100 nm) and is relatively photostable [1]. Relatively easy to activate and couple to the N-terminal amino group of a peptide resulting in an acid stable amide bond [2][3].

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

Blauer Fluorophor für die Immunfluoreszenz, λabs ~350 nm, λem ~440 nm[4]

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCCG2244
BCCG2235
BCCD4043
BCBW7473
BCBT3244

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Slide 1 of 4

1 of 4

7-Amino-4-methylcoumarin Reagent used to prepare fluorogenic 7-amido-4-methylcoumarin (AMC) based substrates for the detection of proteolytic enzyme activity.

Sigma-Aldrich

164545

7-Amino-4-methylcoumarin

Cumarin-3-carbonsäure 99%

Sigma-Aldrich

C85603

Cumarin-3-carbonsäure

7-Aminocoumarin

Sigma-Aldrich

CDS022443

7-Aminocoumarin

Acriflavin BioReagent, suitable for fluorescence, ≥90% (AT)

Sigma-Aldrich

01673

Acriflavin

Melissa J Leyva et al.
Chemistry & biology, 17(11), 1189-1200 (2010-11-26)
Huntington's Disease (HD) is characterized by a mutation in the huntingtin (Htt) gene encoding an expansion of glutamine repeats on the N terminus of the Htt protein. Numerous studies have identified Htt proteolysis as a critical pathological event in HD postmortem
C Otto et al.
The American journal of physiology, 271(1 Pt 1), C210-C217 (1996-07-01)
Dipeptide uptake was studied in primary cultures from rat anterior pituitaries by use of radiolabeled carnosine and the fluorescent dipeptide derivative beta-Ala-Lys-N epsilon-AMCA (AMCA is 7-amino-4-methylcoumarin-3-acetic acid). Fluorescence microscopic studies revealed that the reporter peptide specifically accumulated in the S-100
M W Wessendorf et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 38(1), 87-94 (1990-01-01)
7-Amino-4-methylcoumarin-3-acetic acid (AMCA) has been found to be a useful fluorophore for immunofluorescence. The present study describes a spectrophotometric method for determining the ratio of moles AMCA to moles protein (or the f/p ratio) in an AMCA-conjugated IgG. The concentration
B Ulfhake et al.
Journal of neuroscience methods, 40(1), 39-48 (1991-11-01)
This paper describes the implementation of an ultraviolet (UV) laser (Spectra Physics 171-18 with 3 lines: 334, 351 and 364 nm in UV) as light source for fluorescence confocal scanning microscopy. With this instrument it is possible to use fluorophores
D Delia et al.
Cytometry, 12(6), 537-544 (1991-01-01)
Antibodies coupled to 7-aminocoumarin (AMCA) emit a bright blue fluorescence under ultraviolet (UV) excitation and are therefore ideal for three-color immunofluorescence (IF) with fluorescein (FITC) and phycoerythrin (PE) labeled reagents; however, due to the different absorption spectra, the use of
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