Accéder au contenu
Merck
Toutes les photos(1)

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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

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".

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

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

Coumarin-3-carboxylic acid 99%

Sigma-Aldrich

C85603

Coumarin-3-carboxylic acid

7-Aminocoumarin

Sigma-Aldrich

CDS022443

7-Aminocoumarin

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

Sigma-Aldrich

01673

Acriflavine

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
S Callaci et al.
Molecular cell, 3(2), 229-238 (1999-03-17)
Luminescence resonance energy transfer measurements were used to show that binding of E. coli core RNA polymerase induced major changes in interdomain distances in the sigma 70 subunit. The simplest model describing core-induced changes in sigma 70 involves a movement
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
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique