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
• Empirical Formula (Hill Notation): C₁₂H₁₁NO₄
• CAS Number: 106562-32-7
• Molecular Weight: 233.22
• Beilstein: 7927205
• MDL number: MFCD00081051
• UNSPSC Code: 12352106
• PubChem Substance ID: 329748585
• NACRES: NA.32

Properties

• product line: BioReagent
• Assay: ~90% (HPLC)
• form: powder
• solubility: DMF: soluble; DMSO: soluble; aqueous base: soluble
• fluorescence: λ_ex 350 nm; λ_em 433 nm in methanol
• suitability: suitable for fluorescence
• SMILES string: CC1=C(CC(O)=O)C(=O)Oc2cc(N)ccc12
• 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

Description

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, λ_abs ~350 nm, λ_em ~440 nm

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves