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Lactobionic acid

Cat No.:V37688 Purity: ≥98%
Lactobionic acid is a biomimetic acid found in Caspian yogurt, chemically consisting of gluconic acid bonded to galactose.
Lactobionic acid
Lactobionic acid Chemical Structure CAS No.: 96-82-2
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
500mg
Other Sizes

Other Forms of Lactobionic acid:

  • Calcium lactobionate (Lactobionic acid hemicalium)
  • Lactobionic acid calcium dihydrate
  • Levdobutamine lactobionate
  • Erythromycin lactobionate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Lactobionic acid is a biomimetic acid found in Caspian yogurt, chemically consisting of gluconic acid bonded to galactose. Lactobionic acid has antioxidant, antibacterial, chelating, stabilizing, acidifying and moisturizing properties.
Lactobionic acid (CAS#: 96-82-2) is a disaccharide acid formed by the oxidation of lactose. It is a polyhydroxy acid (PHA) used in cosmetics and pharmaceuticals as a chelating agent, moisturizer, and antioxidant. It has been studied for its organ preservation properties and as a component of preservation solutions (e.g., Viaspan). It is not a drug but a pharmaceutical excipient.
Biological Activity I Assay Protocols (From Reference)
Targets
Lactobionic acid does not have a specific pharmacological target. It chelates metal ions (e.g., iron, calcium) via its polyhydroxy groups, reducing oxidative stress by preventing Fenton reactions. It also acts as an osmolyte and protects cells from hypothermic injury. It may modulate cytokine release in certain inflammatory settings by reducing iron-catalyzed free radical production.
ln Vitro
In vitro, lactobionic acid protects hepatocytes and renal cells from cold ischemia-reperfusion injury at concentrations of 10-50 mM. It shows antioxidant activity by scavenging hydroxyl radicals (IC50 ~ 5 mM). It does not exhibit cytotoxicity up to 100 mM in cell culture. It also inhibits elastase and collagenase, contributing to its moisturizing effects.
ln Vivo
In vivo, lactobionic acid is used in organ preservation solutions (e.g., Viaspan) to improve liver and kidney graft survival. In animal models, it reduces oxidative damage and improves organ function after transplantation. It also shows wound-healing effects in rats when applied topically as a gel. No systemic pharmacological effects are noted.
Enzyme Assay
The in vitro metal chelation assay is performed using the ferrozine method. Lactobionic acid (0.1-10 mM) is mixed with Fe²⁺ and ferrozine, and absorbance at 562 nm is measured. The chelating activity is calculated as the percentage of iron bound. For antioxidant assays, hydroxyl radical scavenging is measured by deoxyribose degradation, and superoxide scavenging by NBT reduction.
Cell Assay
For in vitro cell-based assays, primary rat hepatocytes are isolated and cultured with lactobionic acid (10-50 mM) in cold storage medium (4°C) for 24 h, then rewarmed to 37°C. Cell viability is assessed by trypan blue exclusion and LDH release. Apoptosis is measured by caspase-3 activity. For skin cells, keratinocytes are treated with lactobionic acid (1-10 mM) and evaluated for hydration and differentiation markers.
Animal Protocol
In vivo organ preservation studies are performed in rats or pigs. Livers are harvested and perfused with Viaspan solution containing lactobionic acid at 4°C for several hours, then transplanted into recipients. Survival, bile production, and serum ALT/AST are monitored. For wound healing, male Wistar rats are given full-thickness skin wounds and treated topically with 5% lactobionic acid gel daily for 14 days; wound contraction is measured.
ADME/Pharmacokinetics
Lactobionic acid is not absorbed systemically when applied topically. When used in perfusion solutions, it remains in the extracellular space and is washed out after transplantation. It is metabolized to lactose and then to glucose and galactose. Renal clearance is rapid. No significant systemic accumulation occurs.
Toxicity/Toxicokinetics
Lactobionic acid is considered safe and non-toxic. The oral LD50 in rats is >5000 mg/kg. It is not irritating to skin or eyes. No mutagenicity or carcinogenicity has been reported. It is approved as a food additive and cosmetic ingredient. In organ preservation, it is part of FDA-approved solutions.
References

[1]. Lactobionic Acid as a Potential Food Ingredient: Recent Studies and Applications. J Food Sci. 2019 Jul;84(7):1672-1681.

Additional Infomation
Lactobionic acid is a disaccharide formed from β-D-galactose and D-gluconic acid. It has antioxidant properties, is functionally related to lactose, and is the conjugate acid of lactobionic acid.
Lactobionic acid is widely used in cosmetics as a moisturizer and in pharmaceutical formulations as an excipient. It is the key component of Viaspan organ preservation solution. It has also been investigated for its potential in treating iron overload disorders, but no clinical application has been developed. It is available as a research chemical and cosmetic ingredient.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H22O12
Molecular Weight
358.2959
Exact Mass
358.111
CAS #
96-82-2
Related CAS #
5001-51-4 (calcium salt[2:1]);110638-68-1 (calcium salt/solvate);12569-38-9 (calcium glubionate salt/solvate);129388-07-4 (levdobutamine salt/solvate);135326-55-5 (clarithromycin salt/solvate);305831-47-4 (azithromycin salt/solvate);33659-28-8 (calcium bromo salt/solvate);3847-29-8 (erythromycin salt/solvate);69313-67-3 (potassium salt/solvate);97635-31-9 (calcium glubionate salt/solvate)
PubChem CID
7314
Appearance
White to off-white solid powder
Density
1.8±0.1 g/cm3
Boiling Point
864.7±65.0 °C at 760 mmHg
Melting Point
113-118 °C(lit.)
Flash Point
319.1±27.8 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.648
LogP
-4.06
Hydrogen Bond Donor Count
9
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
8
Heavy Atom Count
24
Complexity
406
Defined Atom Stereocenter Count
9
SMILES
C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C(=O)O)O)O)O)O)O)O
InChi Key
JYTUSYBCFIZPBE-AMTLMPIISA-N
InChi Code
InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1
Chemical Name
(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
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)
H2O : ~125 mg/mL (~348.87 mM)
DMSO : ~100 mg/mL (~279.10 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.98 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 (6.98 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (6.98 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.


Solubility in Formulation 4: 100 mg/mL (279.10 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7910 mL 13.9548 mL 27.9096 mL
5 mM 0.5582 mL 2.7910 mL 5.5819 mL
10 mM 0.2791 mL 1.3955 mL 2.7910 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.
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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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