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MedKoo Cat#: 574009 | Name: Resorufin β-D-Galactopyranoside
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Resorufin β-D-Galactopyranoside is a fluorogenic substrate for β-galactosidase. Upon enzymatic cleavage by β-galactosidase, the fluorescent moiety resorufin is released and its fluorescence can be used to quantify β-galactosidase activity. Resorufin displays excitation/emission maxima of 570/580 nm, respectively.

Chemical Structure

Resorufin β-D-Galactopyranoside
Resorufin β-D-Galactopyranoside
CAS#95079-19-9

Theoretical Analysis

MedKoo Cat#: 574009

Name: Resorufin β-D-Galactopyranoside

CAS#: 95079-19-9

Chemical Formula: C18H17NO8

Exact Mass: 375.0954

Molecular Weight: 375.33

Elemental Analysis: C, 57.60; H, 4.57; N, 3.73; O, 34.10

Price and Availability

Size Price Availability Quantity
5mg USD 235.00
10mg USD 385.00
25mg USD 620.00
50mg USD 950.00
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Related CAS #
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Synonym
Resorufin β-D-Galactopyranoside
IUPAC/Chemical Name
7-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-3H-phenoxazin-3-one
InChi Key
QULZFZMEBOATFS-DISONHOPSA-N
InChi Code
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
SMILES Code
O=C1C=CC2=NC(C=CC(O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)=C4)=C4OC2=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, DMF, and ethanol
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO, DMF, and ethanol
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Emission: 580 nm Excitation: 570 nm λmax: 245, 458 nm
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Resorufin β-D-galactopyranoside is a fluorogenic substrate for β-galactosidase.1 Upon enzymatic cleavage by β-galactosidase, the fluorescent moiety resorufin is released and its fluorescence can be used to quantify β-galactosidase activity. Resorufin displays excitation/emission maxima of 570/580 nm, respectively.
In vitro activity:
This study used a resorufin-based fluorescence probe to sense various biogenic amines (Bas). Upon nucleophilic substitution reaction with BAs, the probe released resorufin, affording to strong fluorescence emission at 592 nm with rapid response (<8 min), good selectivity and a low detection limit (LOD = 0.47 μM). Resorufin has low cytotoxicity and good membrane permeability; it has been successfully used to visualize BAs in living cells and zebrafish with good performance. Reference: RSC Adv. 2022 Nov 25;12(52):33870-33875. https://pubmed.ncbi.nlm.nih.gov/36505703/
In vivo activity:
An iodinated resorufin derivative (R1) induced photocytotoxicity after being triggered by endogenous monoamine oxidase (MAO) enzyme in cancer cells. R1 displayed differential cytotoxicity between cancer and normal cells, without any considerable dark toxicity. R1 marks the first example of a resorufin-based photosensitizer as well as the first anticancer drug that is activated by a MAO enzyme. Reference: ACS Med Chem Lett. 2020 Nov 23;11(12):2491-2496. https://pubmed.ncbi.nlm.nih.gov/33335672/
Solvent mg/mL mM
Solubility
DMF 2.0 5.33
DMSO 25.0 66.61
Ethanol 1.0 2.66
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 375.33 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Almammadov T, Atakan G, Leylek O, Ozcan G, Gunbas G, Kolemen S. Resorufin Enters the Photodynamic Therapy Arena: A Monoamine Oxidase Activatable Agent for Selective Cytotoxicity. ACS Med Chem Lett. 2020 Nov 23;11(12):2491-2496. doi: 10.1021/acsmedchemlett.0c00484. PMID: 33335672; PMCID: PMC7734820. 2. Sandholt IS, Olsen BB, Guerra B, Issinger OG. Resorufin: a lead for a new protein kinase CK2 inhibitor. Anticancer Drugs. 2009 Apr;20(4):238-48. doi: 10.1097/CAD.0b013e328326472e. PMID: 19177021. 3. Pei SL, Zhang J, Ge W, Liu C, Sheng R, Zeng L, Pan LH. A resorufin-based fluorescence probe for visualizing biogenic amines in cells and zebrafish. RSC Adv. 2022 Nov 25;12(52):33870-33875. doi: 10.1039/d2ra06482k. PMID: 36505703; PMCID: PMC9693732. 4. Su H, Wang N, Wang J, Wang H, Zhang J, Zhao W. A resorufin-based red-emitting fluorescent probe with high selectivity for tracking endogenous peroxynitrite in living cells and inflammatory mice. Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 5;252:119502. doi: 10.1016/j.saa.2021.119502. Epub 2021 Jan 30. PMID: 33578120.
In vitro protocol:
1. Almammadov T, Atakan G, Leylek O, Ozcan G, Gunbas G, Kolemen S. Resorufin Enters the Photodynamic Therapy Arena: A Monoamine Oxidase Activatable Agent for Selective Cytotoxicity. ACS Med Chem Lett. 2020 Nov 23;11(12):2491-2496. doi: 10.1021/acsmedchemlett.0c00484. PMID: 33335672; PMCID: PMC7734820. 2. Sandholt IS, Olsen BB, Guerra B, Issinger OG. Resorufin: a lead for a new protein kinase CK2 inhibitor. Anticancer Drugs. 2009 Apr;20(4):238-48. doi: 10.1097/CAD.0b013e328326472e. PMID: 19177021.
In vivo protocol:
1. Pei SL, Zhang J, Ge W, Liu C, Sheng R, Zeng L, Pan LH. A resorufin-based fluorescence probe for visualizing biogenic amines in cells and zebrafish. RSC Adv. 2022 Nov 25;12(52):33870-33875. doi: 10.1039/d2ra06482k. PMID: 36505703; PMCID: PMC9693732. 2. Su H, Wang N, Wang J, Wang H, Zhang J, Zhao W. A resorufin-based red-emitting fluorescent probe with high selectivity for tracking endogenous peroxynitrite in living cells and inflammatory mice. Spectrochim Acta A Mol Biomol Spectrosc. 2021 May 5;252:119502. doi: 10.1016/j.saa.2021.119502. Epub 2021 Jan 30. PMID: 33578120.
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