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
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C12H11NO4
CAS Number:
Molecular Weight:
233.22
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352106
MDL number:
Beilstein/REAXYS Number:
7927205
product line
BioReagent
Quality Level
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
signalword
Warning
hcodes
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
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
B Ulfhake et al.
Journal of neuroscience methods, 40(1), 39-48 (1991-11-01)
This paper describes the implementation of an ultraviolet (UV) laser (Spectra Physics 171-18 with 3 lines: 334, 351 and 364 nm in UV) as light source for fluorescence confocal scanning microscopy. With this instrument it is possible to use fluorophores
M W Wessendorf et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 38(1), 87-94 (1990-01-01)
7-Amino-4-methylcoumarin-3-acetic acid (AMCA) has been found to be a useful fluorophore for immunofluorescence. The present study describes a spectrophotometric method for determining the ratio of moles AMCA to moles protein (or the f/p ratio) in an AMCA-conjugated IgG. The concentration
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