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7-Amino-4-methyl-3-coumarinacetic acid N-succinimidyl ester

Name: 7-Amino-4-methyl-3-coumarinacetic acid <I>N</I>-succinimidyl ester
Brand: SIGMA
Price: 336 USD

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

Synonym(s):

7-(Dimethylamino)coumarin-4-acetic acid-NHS, 7-Amino-4-methyl-3coumarinylacetyl, N-Succinimidyl 7-amino-4-methyl-3-coumarinylacetate, AMCA-NHS, Succinimidyl-7-amino-4-methylcoumarin-3-acetate

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Pack Size	SKU	Availability	Price
5 mg		Check Cart for Availability	$336.00

About This Item

Empirical Formula (Hill Notation):

C₁₆H₁₄N₂O₆

CAS Number:

113721-87-2

Molecular Weight:

330.29

NACRES:

NA.32

PubChem Substance ID:

329748586

UNSPSC Code:

12352108

MDL number:

MFCD00036170

Beilstein/REAXYS Number:

9007679

$336.00

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product line

BioReagent

Quality Level

100

assay

≥90% (HPLC)

solubility

DMF: soluble, DMSO: soluble

fluorescence

λ_ex 354 nm; λ_em 440 nm in methanol

suitability

suitable for fluorescence

storage temp.

−20°C

InChI

1S/C16H14N2O6/c1-8-10-3-2-9(17)6-12(10)23-16(22)11(8)7-15(21)24-18-13(19)4-5-14(18)20/h2-3,6H,4-5,7,17H2,1H3

InChI key

ILKQVTIMOGNSAS-UHFFFAOYSA-N

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This Item	36801	55156	03-32-1501
Sigma-Aldrich 08450 7-Amino-4-methyl-3-coumarinacetic acid N-succinimidyl ester	Sigma-Aldrich 36801 7-(Diethylamino)coumarin-3-carboxylic acid N-succinimidyl ester	Sigma-Aldrich 55156 7-Hydroxycoumarin-3-carboxylic acid N-succinimidyl ester	Sigma-Aldrich 03-32-1501 Z-Phe-Arg-7-amido-4-methylcoumarin, Hydrochloride
suitability suitable for fluorescence	suitability -	suitability suitable for fluorescence	suitability -
fluorescence λ_ex 354 nm; λ_em 440 nm in methanol	fluorescence λ_ex 445 nm; λ_em 482 nm in 0.1 M phosphate pH 7.0	fluorescence λ_ex 386 nm; λ_em 448 nm in 0.1 M Tris pH 9.0	fluorescence -
solubility DMF: soluble, DMSO: soluble	solubility DMF: soluble, DMSO: soluble, acetonitrile: soluble	solubility DMF: soluble, DMSO: soluble	solubility 5% acetic acid: 1 mg/mL, DMSO: 1 mg/mL, water: 1 mg/mL
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 200
assay ≥90% (HPLC)	assay ≥96.0% (HPLC)	assay ≥95.0% (coupling assay to aminopropyl silica gel)	assay ≥98% (HPLC)

Application

AMCA-NHS has been utilized in the development of a donor europium chelate fluorochrome for use in LRET based analyses by first reacting with an amino group and then with DTPA anhydride . Utilized in FRET based studies, acting as the donor dye and can be paired with fluorescein-5-isothiocyanate as the acceptor dye . A blue fluorescent dye reactive towards primary amine groups on proteins, peptides, antibodies, and other biomolecules (at pH 7.0-9.0).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Labeling of lysyl residues in proteins[1]

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

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

BCCC8914

BCCB8681

423080/1

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Reactivity of lysyl residues on the (Ca(2+)-Mg2+)-ATPase to 7-amino-4-methylcoumarin-3-acetic acid succinimidyl ester.

H I Stefanova et al.

Biochemistry, 32(1), 356-362 (1993-01-12)

The (Ca(2+)-Mg2+)-ATPase of sarcoplasmic reticulum was labeled with the succinimidyl ester of 7-amino-4-methylcoumarin-3-acetic (AMCA). Although a large number of residues were labeled, it was found that Lys-492 was labeled preferentially at pH values between 6 and 8, consistent with an

Global Trade Item Number

SKU	GTIN
234966-25G	04061836683344
234966-5G	04061836683351
08450-5MG	04061833276686

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