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

CAS 106562-32-7C12H11NO4Biochemicals & Reagents

7-Amino-4-methyl-3-coumarinylacetic acid (CAS: 106562-32-7), a derivative of coumarin, is a fluorescent labeling reagent. With molecular formula C12H11NO4 and a molecular weight of 233.22 g/mol, it exhibits blue fluorescence. This compound is primarily employed in bioconjugation for labeling proteins and peptides via its reactive amine group, forming stable amide bonds. Its spectral properties make it suitable for various detection and imaging applications in research and diagnostics.

IUPAC
2H-1-Benzopyran-3-acetic acid,AMCA-H,Aminomethyl coumarin acetic acid
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7-Amino-4-methyl-3-coumarinylacetic acid (C12H11NO4) — chemical structure, CAS 106562-32-7; Life Science, fine chemical supplied by Tech Serve Solutions
Biochemicals and ReagentsDetectionFluorescent LabelsFluorescent ProbesLabelsParticles and StainsFluorescent StainsLipophilic and Membrane Prob
01 /Applications

Protein Labeling

7-Amino-4-methyl-3-coumarinylacetic acid is used to covalently label proteins. The amine group readily reacts to form an acid-stable amide bond, typically with the N-terminal amino group of peptides, facilitating protein detection and tracking.

Fluorescent Probe Development

Its inherent blue fluorescence (λex 350 nm; λem 433 nm in methanol) and good photostability make it a valuable precursor for developing fluorescent probes used in microscopy, flow cytometry, and spectroscopy.

Biochemical Detection

As a fluorescent indicator, it can be used in biochemical assays to detect the presence or activity of specific molecules, especially when conjugated to biomolecules.

02 /Properties
Molecular weight233.22
Empirical formulaC12H11NO4
Assay~90% (HPLC)
SolubilityDMF: solubleDMSO: solubleaqueous base: soluble
ApplicationAMCA 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.
Suitabilitysuitable for fluorescence
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
106562-32-7
MDL number
MFCD00081051
Beilstein registry
7927205
05 /Additional specifications
Product LineBioReagent
Fluorescenceλex 350 nm; λem 433 nm in methanol
06 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

07 /Frequently asked questions

What is 7-Amino-4-methyl-3-coumarinylacetic acid used for?

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7-Amino-4-methyl-3-coumarinylacetic acid is primarily used as a fluorescent labeling agent for proteins and peptides, forming stable amide bonds and enabling their detection and study in various biological applications.

What are the CAS number and formula for 7-Amino-4-methyl-3-coumarinylacetic acid?

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The CAS number is 106562-32-7, and the empirical formula is C12H11NO4.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with an assay of ~90% (HPLC). TSS does not represent this product as USP, EP, BP, or any other pharmacopoeia grade.

What are the safety considerations when handling this chemical?

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This compound is a Warning (GHS07) substance causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment including a dust mask (N95), eyeshields, and gloves should be used. Ensure adequate ventilation.

How is 7-Amino-4-methyl-3-coumarinylacetic acid shipped and exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, handling international shipments in compliance with all relevant regulations.

How can I request a sample or quote?

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To request a sample or a quote for 7-Amino-4-methyl-3-coumarinylacetic acid, please contact the Tech Serve Solutions sales team via our website or direct inquiry.

Need 7-Amino-4-methyl-3-coumarinylacetic acid in a specific grade or volume?