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Merck

08445

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

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

Sinonimo/i:

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

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100 MG

CHF 85.10

500 MG

CHF 310.00

CHF 85.10

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C12H11NO4
Numero CAS:
106562-32-7
Peso molecolare:
233.22
NACRES:
NA.32
PubChem Substance ID:
329748585
UNSPSC Code:
12352106
MDL number:
MFCD00081051
Beilstein/REAXYS Number:
7927205

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InChI key

QEQDLKUMPUDNPG-UHFFFAOYSA-N

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)

product line

BioReagent

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

Quality Level

100

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Questo articolo
2351995.330015.43808
7-Amino-4-methyl-3-coumarinylacetic acid BioReagent, suitable for fluorescence, ~90% (HPLC)

Sigma-Aldrich

08445

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

7-Methoxycoumarin-4-acetic acid 97%

Sigma-Aldrich

235199

7-Methoxycoumarin-4-acetic acid

Acetic acid 100% for LC-MS LiChropur™

Supelco

5.33001

Acetic acid 100%

Acetic acid 100% for HPLC LiChropur™

Supelco

5.43808

Acetic acid 100%

suitability

suitable for fluorescence

suitability

-

suitability

-

suitability

-

fluorescence

λex 350 nm; λem 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, λabs ~350 nm, λem ~440 nm[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Classe di stoccaggio

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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Certificati d'analisi (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
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
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
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