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Merck

08445

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

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H11NO4
CAS Number:
106562-32-7
Molecular Weight:
233.22
NACRES:
NA.32
PubChem Substance ID:
329748585
UNSPSC Code:
12352106
MDL number:
MFCD00081051
Beilstein/REAXYS Number:
7927205

Key Documents

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product line

BioReagent

Quality Level

100

assay

~90% (HPLC)

form

powder

solubility

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

fluorescence

λex 350 nm; λem 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

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 .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2244
BCCG2235
BCCD4043
BCBW7473
BCBT3244

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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
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
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
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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Global Trade Item Number

SKUGTIN
242942-25G04061833037874
08445-500MG04061838652416
08445-100MG04061838652409

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