Basic information Safety Supplier Related

7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID

Basic information Safety Supplier Related

7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID Basic information

Product Name:
7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID
Synonyms:
  • AMCA (coumarin)
  • AMCA blue
  • 2H-1-Benzopyran-3-acetic acid, 7-amino-4-methyl-2-oxo-
  • AMINO-METHYL-COUMARINACETICACID
  • 7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID BIOCHEMIKA, FOR FLUORESCENCE 90%
  • 2-(7-amino-4-methyl-2-oxochromen-3-yl)acetic acid
  • AMCA-H
  • 7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID
CAS:
106562-32-7
MF:
C12H11NO4
MW:
233.22
Product Categories:
  • AMCA
Mol File:
106562-32-7.mol
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7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID Chemical Properties

Boiling point:
512.2±50.0 °C(Predicted)
Density 
1.391±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMF: soluble
form 
powder to crystal
pka
3.80±0.10(Predicted)
color 
Light yellow to Brown
Appearance
Solid
λmax
344nm(Buffer)(lit.)
BRN 
7927205
InChI
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)
InChIKey
QEQDLKUMPUDNPG-UHFFFAOYSA-N
SMILES
C1(=O)OC2=CC(N)=CC=C2C(C)=C1CC(O)=O
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29322090

MSDS

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7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID Usage And Synthesis

Description

AMCA is fluorescent protein labeling agent. It contains an N-hydroxysuccinimide ester that reacts with lysine residues to form photostable amide links. Upon activation with UV light, AMCA displays emission maxima of 400-460 nm. It has commonly been used in multiplex immunophenotyping applications.

Uses

7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID is a blue fluorescent dye. Its desirable properties include a relatively large Stoke's shift and resistance to photobleaching. 7-AMINO-4-METHYL-3-COUMARINYLACETIC ACID is used as contrasting probes for double and triple labeling in im

Uses

Non-Activated, Amine-Reactive, fluorescent probe

Chemical Reactivity

Primary amines (needs activation)

References

[1] H. KHALFAN. Aminomethyl coumarin acetic acid: A new fluorescent labelling agent for proteins[J]. Journal of Molecular Histology, 1986, 18 9: 497-499. DOI: 10.1007/bf01675617
[2] G L FERRI. Quadruple immunofluorescence: a direct visualization method.[J]. Journal of Histochemistry & Cytochemistry, 1997, 45 2: 155-158. DOI: 10.1177/002215549704500201
[3] P. M. NEDERLOF. Three-color fluorescence in situ hybridization for the simultaneous detection of multiple nucleic acid sequences[J]. Cytometry Part B: Clinical Cytometry, 1989, 10 1: 20-27. DOI: 10.1002/cyto.990100105
[4] ANDRé GOTHOT  Jean M P  Jean Claude Grosdent. A strategy for multiple immunophenotyping by image cytometry: Model studies using latex microbeads labeled with seven streptavidin-bound fluorochromes[J]. Cytometry Part A, 1996, 24 3: 214-225. DOI: 10.1002/(sici)1097-0320(19960701)24:3<214::aid-cyto4>3.0.co;2-h

Abs/Em Maxima

345/450 nm

Extinction Coefficient

19,000 cm-1M-1

Spectrally Similar Dyes

Alexa Fluor® 350, AMCA, DyLight® 350

7-AMINO-4-METHYL-3-COUMARINYLACETIC ACIDSupplier

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