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D-Ribonolactone

Alias: DRibonolactone; D Ribonolactone
Cat No.:V38814 Purity: ≥98%
D-Ribonolactone is a sugar lactone and an inhibitor (blocker/antagonist) of E. coli β-galactosidase with Ki of 26 mM.
D-Ribonolactone
D-Ribonolactone Chemical Structure CAS No.: 5336-08-3
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes
Official Supplier of:
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Product Description
D-Ribonolactone is a sugar lactone and an inhibitor (blocker/antagonist) of E. coli β-galactosidase with Ki of 26 mM.
D-Ribonolactone is a sugar lactone and an inhibitor of β-galactosidase in Escherichia coli. It has a molecular formula of C5H8O5 and a molecular weight of 148.11. D-Ribonolactone has a Ki of 26 mM for E. coli β-galactosidase. It is also used as a substrate for enzymes such as lactonases and lactonizing enzymes, which catalyze its hydrolysis to form D-ribose. The compound is utilized in the production of riboflavin (vitamin B2) and other ribose derivatives.
Biological Activity I Assay Protocols (From Reference)
Targets
D-Ribonolactone targets E. coli β-galactosidase, an enzyme that hydrolyzes lactose into glucose and galactose. As a competitive inhibitor, it binds to the enzyme's active site and prevents substrate binding. It is also a substrate for lactonases and lactonizing enzymes, which hydrolyze it to D-ribose. Its role in ribose metabolism makes it a valuable tool for studying carbohydrate metabolism.
ln Vitro
Ki: 26 mM (β-galactosidase)
D-Ribonolactone exhibits in vitro activity as an inhibitor of E. coli β-galactosidase with a Ki of 26 mM. Its activity is assessed in enzyme assays measuring the hydrolysis of a chromogenic or fluorogenic β-galactosidase substrate (e.g., X-gal, ONPG) in the presence of varying concentrations of the inhibitor. It also serves as a substrate for lactonases.
ln Vivo
In vivo, D-ribonolactone is not typically used as a therapeutic agent. It is a sugar lactone that can be hydrolyzed to D-ribose, a fundamental sugar involved in numerous biological processes. It is utilized in the production of riboflavin (vitamin B2) and supports research in genetics, cellular biology, and metabolic regulation.
Enzyme Assay
In vitro enzyme assays for D-ribonolactone involve measuring its inhibition of E. coli β-galactosidase. The enzyme is incubated with a substrate (e.g., ONPG) and varying concentrations of D-ribonolactone. The production of the chromogenic product (o-nitrophenol) is measured spectrophotometrically, and the Ki (26 mM) is determined from the inhibition kinetics. Assays for lactonase activity measure the hydrolysis of D-ribonolactone to D-ribose.
Cell Assay
Cellular assays for D-ribonolactone are limited, as its primary use is as an enzyme inhibitor and substrate in biochemical assays. Its effects on cells can be studied in the context of carbohydrate metabolism. E. coli cultures can be treated with the compound to assess its effects on β-galactosidase activity and bacterial growth.
Animal Protocol
In vivo animal experiments with D-ribonolactone are not extensively documented, as the compound is primarily used as a research reagent. Its role in ribose metabolism and vitamin B2 production may be studied in animal models of metabolic disorders. However, such studies are not common.
ADME/Pharmacokinetics
Pharmacokinetic data for D-ribonolactone are limited. It is a small, polar molecule with a molecular weight of 148.11 and a molecular formula of C5H8O5. It is soluble in water. Its pharmacokinetic properties are related to its role as a sugar lactone; it is hydrolyzed to D-ribose, which is then metabolized via the pentose phosphate pathway. The compound is typically stored at room temperature.
Toxicity/Toxicokinetics
Comprehensive toxicological data for D-ribonolactone are limited. The compound is intended for research use only and is not approved for human therapeutic use. Standard laboratory safety precautions should be followed when handling this compound.
References

[1]. Strong inhibitory effect of furanoses and sugar lactones on beta-galactosidase Escherichia coli. Biochemistry. 1987 Mar 24;26(6):1526-31.

Additional Infomation
D-ribose-1,4-lactone is a five-membered ring structure of ribonucleotide with a D-configuration. It is a metabolite. It is both a ribonucleotide and a buty-4-lactone. Functionally, it is related to D-ribonucleic acid.
Ribonolactone is a sugar lactone and an inhibitor of E. coli β-galactosidase with a Ki of 26 mM. It is a substrate for lactonases and lactonizing enzymes, which hydrolyze it to D-ribose. The compound is utilized in the production of riboflavin (vitamin B2) and other ribose derivatives. It supports research in genetics, cellular biology, and metabolic regulation.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₅H₈O₅
Molecular Weight
148.11
Exact Mass
148.037
CAS #
5336-08-3
PubChem CID
111064
Appearance
White to off-white solid powder
Density
1.7±0.1 g/cm3
Boiling Point
364.3±11.0 °C at 760 mmHg
Melting Point
83-85ºC
Flash Point
162.8±12.8 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.581
LogP
-2.47
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
1
Heavy Atom Count
10
Complexity
145
Defined Atom Stereocenter Count
3
SMILES
C([C@@H]1[C@H]([C@H](C(=O)O1)O)O)O
InChi Key
CUOKHACJLGPRHD-BXXZVTAOSA-N
InChi Code
InChI=1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1
Chemical Name
(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-one
Synonyms
DRibonolactone; D Ribonolactone
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~125 mg/mL (~843.97 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (14.04 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (14.04 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (14.04 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.7517 mL 33.7587 mL 67.5174 mL
5 mM 1.3503 mL 6.7517 mL 13.5035 mL
10 mM 0.6752 mL 3.3759 mL 6.7517 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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