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L-Ribose

Cat No.:V90752 Purity: ≥98%
L-Ribose is a non-natural pentose sugar that is used as a starting material for the synthesis of L-nucleoside analogs.
L-Ribose
L-Ribose Chemical Structure CAS No.: 24259-59-4
Product category: Disease Research Fields
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
Other Sizes
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Product Description
L-Ribose is a non-natural pentose sugar that is used as a starting material for the synthesis of L-nucleoside analogs. Many anticancer and antiviral drugs can be synthesized based on the skeleton of L-Ribose and its derivatives.
L-Ribose is a non-naturally occurring pentose monosaccharide with the molecular formula C5H10O5. Unlike D-ribose, which is abundant in nature and essential for RNA synthesis, L-ribose is the enantiomer found primarily in synthetic contexts. It is a white to off-white crystalline powder with a melting point of approximately 81-88degC and a specific optical rotation of +19deg to +21deg. L-Ribose serves as an ideal starting material for the synthesis of L-nucleoside analogues, which are important building blocks for antiviral and anticancer drugs.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Ribose does not have a specific biological target in mammalian systems, as it is not a naturally occurring sugar. It is not metabolized by conventional pathways and is generally not recognized by most carbohydrate-processing enzymes, which exhibit stereospecificity for D-ribose. However, it can be used as a scaffold for synthesizing L-nucleosides such as L-cytidine and L-thymidine, which then target viral polymerases (e.g., HBV and HCV) by acting as chain terminators.
ln Vitro
L-Ribose itself exhibits no significant intrinsic biological activity or cytotoxicity in standard in vitro assays. It is not a substrate for ribokinase or other carbohydrate-metabolizing enzymes, and it does not inhibit D-ribose metabolism at concentrations up to 10 mM. Its primary utility is as a chiral building block in synthetic organic chemistry. When incorporated into L-nucleoside analogues, the resulting compounds show antiviral activity against hepatitis B virus and hepatitis C virus. No direct cellular activity has been reported for L-ribose alone.
ln Vivo
L-Ribose is not administered as a therapeutic agent and has no reported in vivo pharmacological activity. When ingested, L-ribose is poorly absorbed and likely not metabolized, as mammals lack the necessary enzymes for L-sugar catabolism. It is excreted unchanged in urine. In animal studies, L-ribose has been used as a non-metabolizable control for D-ribose experiments. No therapeutic effects (antiviral, anticancer) are attributed to L-ribose itself; instead, it serves as a precursor for active drug synthesis.
Enzyme Assay
A cell‑free assay for testing L-ribose as a substrate is not applicable due to its inactivity. However, it can be used in enzyme specificity studies. For example, incubate purified ribokinase (0.1 U/mL) with 1 mM L-ribose or D-ribose, 1 mM ATP, 50 mM Tris-HCl pH 7.5, and 10 mM MgCl2 for 30 min at 37degC. Measure ADP production using a coupled pyruvate kinase/lactate dehydrogenase assay (NADH oxidation at 340 nm). D-ribose shows activity; L-ribose shows negligible activity (<5% of D-ribose), confirming enzyme stereospecificity. For purity analysis, use HPLC with refractive index detection.
Cell Assay
L-Ribose is not typically used in cell-based assays for pharmacological activity. It may serve as a negative control in experiments investigating D-ribose metabolism. For cytotoxicity screening, culture HeLa or HepG2 cells in 96-well plates (5,000 cells/well). Treat with L-ribose at concentrations of 0.1-50 mM for 48 hours. Measure cell viability by MTT assay. L-ribose typically shows no cytotoxicity up to 50 mM. It can also be used as a non-metabolizable sugar in transport studies to measure passive diffusion across cell membranes.
Animal Protocol
L-Ribose is not used in standard animal efficacy studies as it lacks intrinsic activity. However, it may be used as a negative control in metabolic tracer studies. For example, administer L-ribose (1 g/kg) by oral gavage to rats and compare with D-ribose. Collect blood at 0, 15, 30, 60, 120, and 240 min. Measure plasma sugar levels by HPLC or enzymatic assays. L-ribose shows minimal absorption and rapid urinary excretion. No therapeutic endpoints are evaluated. This protocol is for studying sugar stereospecificity in absorption and metabolism.
ADME/Pharmacokinetics
No dedicated pharmacokinetic studies are available for L-ribose. Based on physicochemical properties (log P ~-2.5, high water solubility, MW 150.13), it is expected to have very low passive diffusion across cell membranes and is unlikely to be absorbed from the gastrointestinal tract. Any absorbed L-ribose would be rapidly excreted unchanged in urine. It is not metabolized by humans, as mammals lack L-sugar dehydrogenases. For research applications, L-ribose is typically stored as a solid at room temperature or 2-8degC in a dry, dark place. Solutions can be prepared in water at ≥100 mg/mL.
Toxicity/Toxicokinetics
L-Ribose has low toxicity. The acute oral LD50 in rats is expected to be >5000 mg/kg based on its similarity to other monosaccharides. No skin or eye irritation is expected. It is not classified as a hazardous substance. However, as with all fine chemicals, standard laboratory safety precautions should be followed (use of gloves, safety glasses). No carcinogenicity, mutagenicity, or reproductive toxicity data are available, but it is considered safe for laboratory use. Avoid inhalation of dust.
References

[1]. Microbial and enzymatic strategies for the production of L-ribose. Appl Microbiol Biotechnol. 2020 Apr;104(8):3321-3329.

Additional Infomation
Aldehyde-L-ribose is an L-ribose, and also an aldehyde-ribose. It is the enantiomer of aldehyde-D-ribose. L-ribose is found in or produced by Escherichia coli (K12 strain, MG1655 strain). It has been reported that alfalfa contains L-ribose, and relevant data are available for reference.
L-Ribose is not a drug and has no approved clinical indications. It is a research-grade specialty chemical used primarily as a building block for the synthesis of L-nucleoside analogues, which have applications as antiviral and anticancer agents. Many L-nucleoside drugs (e.g., telbivudine for hepatitis B) are synthesized from L-ribose. It is also used as an analytical standard in carbohydrate chemistry. L-Ribose is a white to off-white crystalline powder with purity ≥98% (HPLC). Molecular formula: C5H10O5, molecular weight: 150.13 g/mol. Store at room temperature in a cool, dry place protected from light.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H10O5
Molecular Weight
150.13
Exact Mass
150.052
CAS #
24259-59-4
PubChem CID
90428
Appearance
Solid powder
Density
1.5±0.1 g/cm3
Boiling Point
415.5±38.0 °C at 760 mmHg
Melting Point
81-84ºC
Flash Point
219.2±23.3 °C
Vapour Pressure
0.0±2.2 mmHg at 25°C
Index of Refraction
1.544
LogP
-2.39
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
10
Complexity
104
Defined Atom Stereocenter Count
3
SMILES
O([H])[C@]([H])([C@@]([H])(C([H])=O)O[H])[C@]([H])(C([H])([H])O[H])O[H]
InChi Key
PYMYPHUHKUWMLA-MROZADKFSA-N
InChi Code
InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m1/s1
Chemical Name
(2S,3S,4S)-2,3,4,5-tetrahydroxypentanal
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.6609 mL 33.3045 mL 66.6089 mL
5 mM 1.3322 mL 6.6609 mL 13.3218 mL
10 mM 0.6661 mL 3.3304 mL 6.6609 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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