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Key Documents

08445

Sigma-Aldrich

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

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

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H11NO4
Numéro CAS:
Poids moléculaire :
233.22
Numéro Beilstein :
7927205
Numéro MDL:
Code UNSPSC :
12352106
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Pureté

~90% (HPLC)

Forme

powder

Solubilité

DMF: soluble
DMSO: soluble
aqueous base: soluble

Fluorescence

λex 350 nm; λem 433 nm in methanol

Adéquation

suitable for fluorescence

Chaîne SMILES 

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)

Clé InChI

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 .

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Les clients ont également consulté

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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