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

Name: 7-Amino-4-methyl-3-coumarinylacetic acid
Brand: SIGMA

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

Sinónimos:

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

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Fórmula empírica (notación de Hill):

C₁₂H₁₁NO₄

Número CAS:

106562-32-7

Peso molecular:

233.22

NACRES:

NA.32

PubChem Substance ID:

329748585

UNSPSC Code:

12352106

MDL number:

MFCD00081051

Beilstein/REAXYS Number:

7927205

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product line

BioReagent

Quality Level

100

assay

~90% (HPLC)

form

powder

solubility

DMF: soluble, DMSO: soluble, aqueous base: soluble

fluorescence

λ_ex 350 nm; λ_em 433 nm in methanol

suitability

suitable for fluorescence

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

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Este artículo	235199	5.33001	5.43808
Sigma-Aldrich 08445 7-Amino-4-methyl-3-coumarinylacetic acid	235199 7-Methoxycoumarin-4-acetic acid	Supelco 5.33001 Acetic acid 100%	5.43808 Acetic acid 100%
suitability suitable for fluorescence	suitability -	suitability -	suitability -
fluorescence λ_ex 350 nm; λ_em 433 nm in methanol	fluorescence -	fluorescence -	fluorescence -
form powder	form -	form liquid	form liquid
solubility DMF: soluble, aqueous base: soluble, DMSO: soluble	solubility DMF: soluble 50 mg/mL, clear, colorless to yellow	solubility -	solubility -
assay ~90% (HPLC)	assay 97%	assay ≥99.8% (acidimetric)	assay ≥99.8% (alkalimetric)
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100

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 [1]. Relatively easy to activate and couple to the N-terminal amino group of a peptide resulting in an acid stable amide bond [2][3].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Useful blue fluorophore for immunofluorescence, λ_abs ~350 nm, λ_em ~440 nm[4]

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Two- and three-color immunofluorescence using aminocoumarin, fluorescein, and phycoerythrin-labelled antibodies and single laser flow cytometry.

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

Daratumumab in high-risk relapsed/refractory multiple myeloma patients: adverse effect of chromosome 1q21 gain/amplification and GEP70 status on outcome.

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

Imaging of fluorescent neurons labelled with fluoro-gold and fluorescent axon terminals labelled with AMCA (7-amino-4-methylcoumarine-3-acetic acid) conjugated antiserum using a UV-laser confocal scanning microscope.

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

Dipeptide uptake by adenohypophysial folliculostellate cells.

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

A spectrophotometric method for determination of fluorophore-to-protein ratios in conjugates of the blue fluorophore 7-amino-4-methylcoumarin-3-acetic acid (AMCA)

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

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SKU	GTIN
242942-25G	04061833037874
08445-100MG	04061838652409
08445-500MG	04061838652416

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