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

SIGMA/08445 - BioReagent, suitable for fluorescence, ~90% (HPLC)

Synonym: 2H-1-Benzopyran-3-acetic acid; AMCA-H; Aminomethyl coumarin acetic acid

CAS Number: 106562-32-7
Empirical Formula (Hill Notation): C12H11NO4
Molecular Weight: 233.22
MDL Number: MFCD00081051
Linear Formula: C12H11NO4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-08445-100MG 100 mg
 $110.00
1/EA		 Add To Favorites
45-08445-500MG 500 mg
 $398.00
1/EA		 Add To Favorites

 

assay ~90% (HPLC)
fluorescence λex 350 nm; λem 433 nm in methanol
form powder
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
product line BioReagent
Quality Level 100 
SMILES string CC1=C(CC(O)=O)C(=O)Oc2cc(N)ccc12
solubility aqueous base: soluble
  DMF: soluble
  DMSO: soluble
suitability suitable for fluorescence
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 .
Other Notes: Useful blue fluorophore for immunofluorescence, λabs ~350 nm, λem ~440 nm
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Purity ~90% (HPLC)
UNSPSC 12352106

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