yingweiwo

D-arabinose

Cat No.:V34099 Purity: ≥98%
D-arabinose is an endogenously produced metabolite.
D-arabinose
D-arabinose Chemical Structure CAS No.: 10323-20-3
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
10g
Other Sizes

Other Forms of D-arabinose:

  • L-(+)-Lyxose-13C
  • L-(+)-Lyxose-13C-1
  • Lyxose, L-
  • D-Arabinose-13C5
  • D-Arabinose-13C-1
  • D-Arabinose-13C-3
  • D-Arabinose-d2
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Product Description
D-arabinose is an endogenously produced metabolite.
D-arabinose is a rare sugar (unusual monosaccharide) whose biological activities had largely remained unstudied until this report. This study first demonstrated that D-arabinose exerts a potent growth inhibitory effect against the nematode Caenorhabditis elegans. The IC50 value for D-arabinose was estimated to be 7.5 mM, which surpassed that of the potent glycolytic inhibitor 2-deoxy-D-glucose (19.5 mM) used as a positive control. The inhibitory effect was observed both in monoxenic culture (with E. coli as food) and in axenic culture (chemically defined medium), excluding indirect effects via bacterial metabolism. Rescue experiments suggested that D-arabinose may disturb D-ribose and D-fructose metabolism. This is the first report of biological activity of free D-arabinose. [1]
Biological Activity I Assay Protocols (From Reference)
ln Vivo
- In monoxenic culture (liquid S medium containing E. coli OP50 as food), D-arabinose at 42 mM caused strong growth inhibition of C. elegans first-stage larvae (L1) after 3 days of incubation. The relative body size was 7.8% (0.446×10⁴ ± 1430 μm²) compared to untreated controls (5.73×10⁴ ± 2980 μm²). The treated animals remained nearly the same size as L1 larvae, and motility decreased, but no deaths were observed. The IC50 value for D-arabinose was estimated as 7.5 mM from the dose‑response curve (concentrations 2.6–20.8 mM). In comparison, the positive control 2-deoxy-D-glucose showed an IC50 of 19.5 mM. D‑arabitol (42 mM) had no significant effect, ruling out osmotic effects. [1]
- In axenic culture (chemically defined CeMM medium containing 90 mM D-glucose instead of the original 180 mM to avoid osmotic toxicity), D-arabinose at 16 mM inhibited growth after 7 days. The relative body size was 15.2% (0.521×10⁴ ± 2130 μm²) compared to untreated controls (3.43×10⁴ ± 1.01×10⁴ μm²). This confirmed that the inhibitory effect is direct and not due to metabolites produced by E. coli from D-arabinose. [1]
- Rescue experiments: Simultaneous treatment with 10 mM D-arabinose and increasing concentrations of D-ribose dose‑dependently abolished the growth inhibition. D-fructose also canceled the inhibitory effect similarly to D-ribose. In contrast, D-glucose (up to 125 mM) did not recover nematode growth. [1]
Animal Protocol
- C. elegans strain N2 (wild‑type) was maintained at 20°C on nematode growth medium (NGM) seeded with E. coli OP50. Eggs were collected from egg‑bearing adults by alkaline hypochlorite treatment and shaken in S basal medium at 20°C for 24 h to obtain first‑stage larvae (L1). [1]
- Monoxenic growth inhibition assay: About 20 L1 larvae were transferred into each well of a 24‑well plate containing 200 µL of S liquid medium with E. coli OP50 (2.8 mg wet weight/mL, approx. 1.7×10⁹ cells/mL) and the test sugar(s). Control wells received no sugar. After incubation at 20°C for 3 days, worms were anesthetized with 25 mM sodium azide. Individual images of 10 randomly selected worms per group were taken using a digital CCD camera attached to a microscope. The projected area of each worm was calculated using ImageJ software. Each experiment was repeated twice. Statistical analysis was performed by one‑way ANOVA followed by Tukey‑Kramer multiple comparisons test. IC50 values were estimated by nonlinear regression using GraphPad Prism. [1]
- Axenic growth inhibition assay: The same procedure as monoxenic assay was used except that CeMM (chemically defined C. elegans maintenance medium) was used instead of S medium with E. coli, and the incubation period was 7 days. The original CeMM contains 180 mM D-glucose, but the concentration was reduced to 90 mM to avoid osmotic toxicity when test sugars were added. [1]
References

[1]. Growth inhibitory effect of D-arabinose against the nematode Caenorhabditis elegans: Discovery of a novel bioactive monosaccharide. Bioorg Med Chem Lett. 2016 Feb 1;26(3):726-729.

Additional Infomation
Aldehyde-D-arabinose is an aldehyde-arabinose, and also a D-arabinose. It is the enantiomer of aldehyde-L-arabinose. (2S,3R,4R)-2,3,4,5-Tetrahydroxypentanal has been reported in Ascochyta medicaginicola, Codonopsis pilosula, and other organisms with relevant data. D-arabinose is a metabolite found or produced in Saccharomyces cerevisiae. See also: D-arabinopyranose (note moved here).
- D-arabinose is the C2 epimer of D-ribose. It is a rare sugar that scarcely occurs in free form in nature, although D-arabinose‑containing glycosides are found in the plant genus Aloe and as minor components of bacterial glycans. D‑arabinose is used as a sugar unit in nucleoside analogs such as the antiviral drug vidarabine (ara‑A) and the anticancer drug cytarabine (ara‑C), where it substitutes for D‑ribose in natural ribonucleosides. Those drugs act as antimetabolites in nucleic acid biosynthesis. However, no biological activity of free D-arabinose had been previously reported. [1]
- Structural similarities: D-arabinose and D-ribose differ in configuration only at C2; the furanose form of D-arabinose is identical to that of D-fructose except for substituted groups at the anomeric carbon (C1 for D-arabinose, C2 for D-fructose). These structural resemblances may explain why D-arabinose acts as an antimetabolite interfering with D-ribose and D-fructose metabolism. [1]
- The study suggests that the growth inhibition induced by D-arabinose could be mediated by multiple mechanisms, for example disturbance of D-ribose and D-fructose metabolism. The detailed mechanism is currently unclear and under investigation. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H10O5
Molecular Weight
150.1299
Exact Mass
150.052
CAS #
10323-20-3
Related CAS #
L-(+)-Lyxose;1949-78-6;D-Arabinose-13C;D-Arabinose-13C-1;139657-60-6;D-arabinose-13C-2;D-Arabinose-13C-3;101615-87-6;D-Arabinose-d2;2419933-20-1;D-Arabinose-d5;D-Arabinose-d6
PubChem CID
66308
Appearance
White to off-white solid powder
Density
1.8±0.1 g/cm3
Boiling Point
333.2±42.0 °C at 760 mmHg
Melting Point
152-160ºC
Flash Point
155.3±27.9 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.646
LogP
-0.83
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
C([C@H]([C@H]([C@@H](C=O)O)O)O)O
InChi Key
PYMYPHUHKUWMLA-WDCZJNDASA-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,3R,4R)-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

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 : ~100 mg/mL (~666.09 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (16.65 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 25.0 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: ≥ 2.5 mg/mL (16.65 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 25.0 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.

View More

Solubility in Formulation 3: ≥ 2.5 mg/mL (16.65 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 25.0 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 6.6609 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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.
/

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.)
+
+
+

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.

Contact Us