CAS 137686-92-1

4-Methylumbelliferyl3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-a-D-glucopyranoside

Description:

4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside is a synthetic compound primarily used as a substrate in biochemical assays, particularly for the detection of glycosidase enzymes. This compound features a 4-methylumbelliferone moiety, which is a fluorescent marker, allowing for sensitive detection when the glycosidase cleaves the glycosidic bond. The presence of multiple acetyl groups enhances the compound's stability and solubility in organic solvents, while the trifluoroacetamido group contributes to its chemical reactivity and specificity in enzymatic reactions. The compound is typically characterized by its fluorescence properties, which can be measured using spectrophotometry, and its structure can be confirmed through techniques such as NMR and mass spectrometry. Due to its specific reactivity, it is valuable in research and diagnostic applications, particularly in studying carbohydrate-active enzymes. Safety data should be consulted, as the trifluoroacetamido group may pose certain hazards.

Formula: C₂₄H₂₄F₃NO₁₁

InChI: InChI=1S/C24H24F3NO11/c1-10-7-18(32)38-16-8-14(5-6-15(10)16)37-22-19(28-23(33)24(25,26)27)21(36-13(4)31)20(35-12(3)30)17(39-22)9-34-11(2)29/h5-8,17,19-22H,9H2,1-4H3,(H,28,33)/t17-,19-,20-,21-,22+/m1/s1

InChI key: InChIKey=MGLRSUPYLXVODY-FYKMYLNBSA-N

SMILES: N(C(C(F)(F)F)=O)[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H]1OC=2C=C3C(=CC2)C(C)=CC(=O)O3

Synonyms:

• 2H-1-Benzopyran-2-one, 4-methyl-7-[[3,4,6-tri-O-acetyl-2-deoxy-2-[(trifluoroacetyl)amino]-α-D-glucopyranosyl]oxy]-
• 4-Methyl-7-[[3,4,6-tri-O-acetyl-2-deoxy-2-[(trifluoroacetyl)aMino]-.alpha.-D-glucopyranosyl]oxy]-2H-1-benzopyran-2-one
• 4-Methylumbelliferyl 2-Trifluoroacetyl-3,4,6-O-triacetyl-2-deoxy-α-D-glucopyranoside
• 4-Methylumbelliferyl3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-a-D-glucopyranoside
• 4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-a-D-glucopyranoside

CAS: 137686-92-1

Ref: 7W-GC6176

4-Methylumbelliferyl 2-Trifluoroacetyl-3,4,6-O-triacetyl-2-deoxy-α-D-glucopyranoside

Controlled Product

CAS: 137686-92-1

Stability Store in Freezer
Applications 4-Methylumbelliferyl 2-Trifluoroacetyl-3,4,6-O-triacetyl-2-deoxy-α-D-glucopyranoside (cas# 137686-92-1) is a compound useful in organic synthesis.

Formula: C₂₄H₂₄F₃NO₁₁

Color and Shape: Neat

Molecular weight: 559.44

Ref: TR-M337625

4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-a-D-glucopyranoside

CAS: 137686-92-1

4-Methylumbelliferyl 3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-a-D-glucopyranoside (4MUAA) is a fluorescent dye that is used for the detection of envelopment in cells. This dye binds to cell membranes and can be detected with a fluorescence microscope. 4MUAA can be used to determine the efficiency of an experimental methodology or algorithm by measuring the change in fluorescence intensity as a result of experimental treatment. The use of 4MUAA has been shown to be effective in determining whether or not there is an association between nationwide environmental pollution and cancer rates in Japan.

Purity: Min. 95%

Molecular weight: 559.44 g/mol

Ref: 3D-EM05984