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/EAAdd To Favorites		Add To Favorites
45-08445-500MG	500 mg	$398.00 1/EAAdd To Favorites		Add To Favorites

assay	~90% (HPLC)
fluorescence	λ_ex 350 nm; λ_em 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, λ_abs ~350 nm, λ_em ~440 nm
Packaging:	Bottomless glass bottle. Contents are inside inserted fused cone.

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable