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08445

Sigma-Aldrich

7-Amino-4-methyl-3-coumarinylacetic acid

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

Sinónimos:

2H-1-Benzopyran-3-acetic acid, AMCA-H, Aminomethyl coumarin acetic acid

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About This Item

Fórmula empírica (notación de Hill):
C12H11NO4
Número de CAS:
106562-32-7
Peso molecular:
233.22
Beilstein/REAXYS Number:
7927205
MDL number:
MFCD00081051
UNSPSC Code:
12352106
PubChem Substance ID:
329748585
NACRES:
NA.32

product line

BioReagent

assay

~90% (HPLC)

form

powder

solubility

DMF: soluble
DMSO: soluble
aqueous base: soluble

fluorescence

λex 350 nm; λem 433 nm in methanol

suitability

suitable for fluorescence

SMILES string

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)

InChI key

QEQDLKUMPUDNPG-UHFFFAOYSA-N

Application

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 . Relatively easy to activate and couple to the N-terminal amino group of a peptide resulting in an acid stable amide bond .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Useful blue fluorophore for immunofluorescence, λabs ~350 nm, λem ~440 nm

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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7-Aminocoumarin

Sigma-Aldrich

CDS022443

7-Aminocoumarin

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

Sigma-Aldrich

01673

Acriflavine

P A Muraro et al.
The Journal of clinical investigation, 100(2), 339-349 (1997-07-15)
The pathogenesis of multiple sclerosis (MS) is currently ascribed in part to a T cell-mediated process targeting myelin components. The T cell response to one candidate autoantigen, myelin basic protein (MBP), in the context of HLA-DR15Dw2, has been previously studied
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
H Khalfan et al.
The Histochemical journal, 18(9), 497-499 (1986-09-01)
A new fluorescent protein labelling agent, 7-amino-4-methyl coumarin-3-acetic acid (AMCA), emits in the blue region (440-460 nm) on activation with UV light (350 nm). The active reagent is the N-hydroxysuccinimide ester which reacts with lysine residues under mild conditions to
P M Nederlof et al.
Cytometry, 10(1), 20-27 (1989-01-01)
A method is described for visualizing three nucleic acid sequences simultaneously by in situ hybridization using a new blue immunofluorescent label, amino methyl coumarin acetic acid (AMCA), in combination with green and red fluorescing FITC and TRITC. Three chromosome-specific repetitive
V A Botchkarev et al.
Archives of dermatological research, 289(5), 292-302 (1997-04-01)
Close contacts between mast cells (MC) and nerve fibers have previously been demonstrated in normal and inflamed skin by light and electron microscopy. A key step for any study in MC-nerve interactions in situ is to simultaneously visualize both communication
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