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R4883

Sigma-Aldrich

Resorufin β-D-galactopyranoside

~95%, powder

Synonym(s):

3-Phenoxazone 7-(β-D-galactopyranoside)

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About This Item

Empirical Formula (Hill Notation):
C18H17NO8
CAS Number:
95079-19-9
Molecular Weight:
375.33
Beilstein:
4335306
MDL number:
MFCD00064055
UNSPSC Code:
12352204
PubChem Substance ID:
24899376
NACRES:
NA.32

product name

Resorufin β-D-galactopyranoside, ~95%

Assay

~95%

form

powder

solubility

DMSO: 20 mg/mL, clear, orange to red

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2ccc3N=C4C=CC(=O)C=C4Oc3c2)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C18H17NO8/c20-7-14-15(22)16(23)17(24)18(27-14)25-9-2-4-11-13(6-9)26-12-5-8(21)1-3-10(12)19-11/h1-6,14-18,20,22-24H,7H2/t14-,15+,16+,17-,18-/m1/s1

InChI key

QULZFZMEBOATFS-DISONHOPSA-N

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General description

Resorufin β-D-galactopyranoside is a non-fluorescent compound and is orange-yellow in color. It is hydrolyzed by the enzyme β-galactosidase (β-Gal) to yield fluorescent resorufin.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Immobilized enzyme kinetics analyzed by flow-through microfluorimetry: resorufin-beta-D-galactopyranoside as a new fluorogenic substrate for beta-galactosidase
Hofmann J and Sernetz M
Analytica Chimica Acta, 163, 67-72 (1984)
Microchip device for performing enzyme assays
Hadd AG, et al.
Analytical Chemistry, 69(17), 3407-3412 (1997)
Brian P English et al.
Nature chemical biology, 2(2), 87-94 (2006-01-18)
Enzymes are biological catalysts vital to life processes and have attracted century-long investigation. The classic Michaelis-Menten mechanism provides a highly satisfactory description of catalytic activities for large ensembles of enzyme molecules. Here we tested the Michaelis-Menten equation at the single-molecule
M J Eggertson et al.
Biomedical chromatography : BMC, 13(8), 516-519 (1999-12-28)
beta-Galactosidase was incubated for 60 min with the fluorogenic substrate resorufin-beta-D-galactopyranoside, which is converted by the action of the enzyme into resorufin and galactose. A 160 pL aliquot of reaction mixture was analyzed by capillary electrophoresis utilizing laser-induced fluorescence detection.
K D Wittrup et al.
Cytometry, 9(4), 394-404 (1988-07-01)
A novel assay of single-cell exogenous beta-galactosidase activity in Saccharomyces cerevisiae has been developed. Intracellular fluorescence due to the hydrolysis of resorufin-beta-D-galactopyranoside attains a steady state between production of resorufin and its subsequent leakage from the cell. The cells are
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