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D-Biotinol (Biotin end modified to hydroxyl group)

Cat No.:V72458 Purity: ≥98%
D-Biotinol is the nutritional component of Lactobacillus arabiensis, Lactobacillus casei or Saccharomyces cerevisiae.
D-Biotinol (Biotin end modified to hydroxyl group)
D-Biotinol (Biotin end modified to hydroxyl group) Chemical Structure CAS No.: 53906-36-8
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
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Product Description
D-Biotinol is the nutritional component of Lactobacillus arabiensis, Lactobacillus casei or Saccharomyces cerevisiae. D-Biotinol can replace D-biotin to restore egg white-induced biotin deficiency in rats. D-Biotinol is orally bioactive and can be converted into biotin by rats.
D-Biotinol is a reduced derivative of biotin, a water-soluble small molecule containing a sulfur-containing heterocycle. It has the molecular formula C10H18N2O2S and a molecular weight of 230.33. D-Biotinol can replace D-biotin to restore biotin deficiency induced by egg whites in rats. It is orally bioactive and can be converted into biotin by rats. This compound is commonly used to study the reaction mechanisms of biotin-dependent enzymes or as a tool molecule in research on chemical modification and labeling.
Biological Activity I Assay Protocols (From Reference)
Targets
D-Biotinol targets biotin-dependent enzymes, including carboxylases such as pyruvate carboxylase, acetyl-CoA carboxylase, propionyl-CoA carboxylase, and β-methylcrotonyl-CoA carboxylase. As a structural analog of biotin, it can participate in carboxylase-related reactions and serve as a coenzyme structural analog.
ln Vitro
In vitro, D-biotinol is used to study the reaction mechanisms of biotin-dependent enzymes. It serves as a tool molecule to investigate the role of biotin in carboxylation reactions and to elucidate the catalytic mechanisms of carboxylases. The compound's structural similarity to biotin allows it to mimic biotin's interactions with enzymes while providing distinct chemical properties for research purposes.
ln Vivo
In vivo, D-biotinol has been shown to restore biotin deficiency induced by egg whites in rats. It is orally bioactive and can be converted into biotin by rats, making it a useful compound for studying biotin metabolism and deficiency disorders. Its ability to replace biotin in vivo highlights its potential as a biotin supplement or prodrug.
Enzyme Assay
In vitro enzyme assays for D-biotinol typically measure the activity of biotin-dependent carboxylases in the presence of the compound. D-Biotinol is used as a substrate analog to study the binding and catalytic mechanisms of these enzymes. The assays involve incubating the enzyme with D-biotinol and other substrates, and the reaction products are quantified by spectrophotometric or chromatographic methods to assess enzyme activity.
Cell Assay
In vitro cell experiments with D-biotinol involve culturing cells in biotin-deficient media supplemented with the compound to study its ability to support biotin-dependent cellular processes. Cells are assessed for growth, proliferation, and metabolic activity. The compound is also used to study biotin transport and metabolism in cell culture models of biotin deficiency.
Animal Protocol
In vivo animal experiments with D-biotinol involve inducing biotin deficiency in rats by feeding them raw egg whites, which contain avidin that binds biotin. D-Biotinol is then administered orally to the deficient animals, and the restoration of biotin-dependent functions is assessed. This model is used to study the bioavailability and efficacy of D-biotinol as a biotin replacement.
ADME/Pharmacokinetics
D-Biotinol is orally bioactive and can be converted into biotin by rats. It is a water-soluble small molecule containing a sulfur-containing heterocycle. The compound's structural similarity to biotin allows it to be recognized by biotin transporters and metabolized to biotin. It is typically stored as a solid at room temperature.
Toxicity/Toxicokinetics
Toxicological data for D-biotinol are limited. As a reduced derivative of biotin, it is expected to have low toxicity similar to biotin, which is a water-soluble vitamin with a high safety margin. The compound is intended for research use only and not for human consumption.
References

[1]. Utilization of d-Biotinol by Microorganisms, the Rat and Human. Proceedings of the Society for Experimental Biology and Medicine, 1951, 78(2): 381-383.

Additional Infomation
D-Biotinol is a research compound with applications in enzymology, biotin metabolism, and chemical biology. It is commonly used to study the reaction mechanisms of biotin-dependent enzymes or as a tool molecule in research on chemical modification and labeling. No clinical trials or approved therapeutic indications exist for this compound. Its mechanism of action involves participation in carboxylase-related reactions as a coenzyme structural analog.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H18N2O2S
Molecular Weight
230.33
Exact Mass
230.109
CAS #
53906-36-8
PubChem CID
10082587
Appearance
White to off-white solid powder
LogP
1.362
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
5
Heavy Atom Count
15
Complexity
238
Defined Atom Stereocenter Count
3
SMILES
C1[C@H]2[C@@H]([C@@H](S1)CCCCCO)NC(=O)N2
InChi Key
RGIKRHKHRAAZIO-CIUDSAMLSA-N
InChi Code
InChI=1S/C10H18N2O2S/c13-5-3-1-2-4-8-9-7(6-15-8)11-10(14)12-9/h7-9,13H,1-6H2,(H2,11,12,14)/t7-,8-,9-/m0/s1
Chemical Name
(3aS,4S,6aR)-4-(5-hydroxypentyl)-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
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: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). 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)
DMSO: 100 mg/mL (434.16 mM)
Methanol: 25 mg/mL (108.54 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (10.85 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.3416 mL 21.7080 mL 43.4160 mL
5 mM 0.8683 mL 4.3416 mL 8.6832 mL
10 mM 0.4342 mL 2.1708 mL 4.3416 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

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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • 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.

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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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