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08445

Sigma-Aldrich

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

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

Sinônimo(s):

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

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100 MG
R$ 1.062,00
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R$ 3.646,00

About This Item

Fórmula empírica (Notação de Hill):
C12H11NO4
Número CAS:
106562-32-7
Peso molecular:
233.22
Beilstein:
7927205
Número MDL:
MFCD00081051
Código UNSPSC:
12352106
ID de substância PubChem:
329748585
NACRES:
NA.32

R$ 1.062,00

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linha de produto

BioReagent

Ensaio

~90% (HPLC)

Formulário

powder

solubilidade

DMF: soluble
DMSO: soluble
aqueous base: soluble

fluorescência

λex 350 nm; λem 433 nm in methanol

adequação

suitable for fluorescence

cadeia de caracteres SMILES

CC1=C(CC(O)=O)C(=O)Oc2cc(N)ccc12
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)

chave InChI

QEQDLKUMPUDNPG-UHFFFAOYSA-N

Aplicação

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].

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Outras notas

Useful blue fluorophore for immunofluorescence, λabs ~350 nm, λem ~440 nm[4]

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
BCCG2244
BCCG2235
BCCD4043
BCBW7473
BCBT3244

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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.

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

Sigma-Aldrich

01673

Acriflavine

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
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
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
Melissa J Leyva et al.
Chemistry & biology, 17(11), 1189-1200 (2010-11-26)
Huntington's Disease (HD) is characterized by a mutation in the huntingtin (Htt) gene encoding an expansion of glutamine repeats on the N terminus of the Htt protein. Numerous studies have identified Htt proteolysis as a critical pathological event in HD postmortem
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