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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:
106562-32-7
Poids moléculaire :
233.22
Numéro Beilstein :
7927205
Numéro MDL:
MFCD00081051
Code UNSPSC :
12352106
ID de substance PubChem :
329748585
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
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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