7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxazin-3-one, CAS No. 95079-19-9

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95079-19-9

Catalog No. EBD123752

CAS 95079-19-9

Name 7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxazin-3-one

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Basic Information

Synonyms: 7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxyphenoxazin-3-one 7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenoxazin-3-one resorufin-beta-D-galactopyranoside Resorufin-D-galactopyranoside 3-oxo-3H-phenoxazin-7-ylbeta-D-galactopyranoside res-gal resorufinbeta-d-galactopyranoside resorufinbeta-d-galactopyranside 3-phenoxazone7-[beta-d-galactopyranoside] resorufinb-d-galactopyranoside resorufin-beta-d-galactopyranoside,forfluorescence resorufin-d-galactopyranside(res-gal) 3-phenoxazone7-(β-d-galactopyranoside) Resorufin-beta

Molecular Formula: C18H17NO8

Molecular Weight: 375.33

MDL Number: MFCD00064055

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Drug Impurities and Reference Standards > Drug Metabolite References

Product Description:

Phenoxazinone-β-D-galactopyranoside is a synthetic chromogenic and fluorogenic substrate designed for enzymatic assays. Its core structure consists of a phenoxazinone moiety linked to a β-D-galactopyranoside sugar via a glycosidic bond. This compound is specifically engineered to be cleaved by the enzyme β-galactosidase. The primary application of this compound is in biochemical and cell-based research as a sensitive probe for detecting β-galactosidase activity. Upon enzymatic hydrolysis of the galactoside bond, the aglycone (phenoxazinone) is released, resulting in a pronounced color change and/or fluorescence emission. This property makes it invaluable for reporter gene assays (e.g., lacZ), monitoring gene expression, studying lysosomal function, and developing diagnostic kits. It serves as a reference standard or metabolite analog in pharmaceutical research related to glycosidase activity. As a specialized biochemical tool, its use is confined to analytical and research laboratories. Handling requires standard laboratory safety precautions, including the use of personal protective equipment, as it is intended for research purposes only.

Physical Properties

Boiling Point: 651.6ºCat 760 mmHg

Flash Point: 347.9ºC

Density: 1.71 g/cm3