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

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164545

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Coumarin-3-carboxylic acid 99%

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C85603

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7-Aminocoumarin

Sigma-Aldrich

CDS022443

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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
Meera Mohan et al.
British journal of haematology, 189(1), 67-71 (2019-12-11)
Gain of chromosome 1q21 and the gene expression-based GEP70 risk score are established prognostic markers for newly diagnosed Multiple Myeloma (MM) patients. Here we addressed the prognostic impact of these two markers in 81 relapsed/refractory (RR) MM patients treated with
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
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
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
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