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  4. 5β-Cholanic acid

5β-Cholanic acid is a hydrophobic modifier used to modify polymer carriers. 5β-Cholanic acid can improve the acid stability, cell penetration efficiency and drug sustained release ability of nanocarriers, and optimize the oral effectiveness of delivered molecules. 5β-Cholanic acid can covalently bind to Glycol chitosan (GC) to form a GC-CA conjugate, which optimizes the hydrophobic anchoring ability of nanoparticles and enables them to be stably adsorbed on the surface of PLGA nanoparticles. Such nanoparticles can resist dissociation in the gastric acid environment and maintain positive charge to enhance endocytic uptake by intestinal epithelial cells (such as Caco-2 cells). 5β-Cholanic acid can be used in the development of drug delivery systems.

For research use only. We do not sell to patients.

5β-Cholanic acid Chemical Structure

5β-Cholanic acid Chemical Structure

CAS No. : 546-18-9

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10 mM * 1 mL in DMSO
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Based on 1 publication(s) in Google Scholar

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Description

5β-Cholanic acid is a hydrophobic modifier used to modify polymer carriers. 5β-Cholanic acid can improve the acid stability, cell penetration efficiency and drug sustained release ability of nanocarriers, and optimize the oral effectiveness of delivered molecules. 5β-Cholanic acid can covalently bind to Glycol chitosan (GC) to form a GC-CA conjugate, which optimizes the hydrophobic anchoring ability of nanoparticles and enables them to be stably adsorbed on the surface of PLGA nanoparticles. Such nanoparticles can resist dissociation in the gastric acid environment and maintain positive charge to enhance endocytic uptake by intestinal epithelial cells (such as Caco-2 cells). 5β-Cholanic acid can be used in the development of drug delivery systems[1][2].

Cellular Effect
Cell Line Type Value Description References
CHO EC50
6.08 μM
Compound: 12
Agonist activity at human TGR5 expressed in CHO cells by luciferase assay
Agonist activity at human TGR5 expressed in CHO cells by luciferase assay
[PMID: 18307294]
In Vitro

5β-Cholanic acid-modified Glycol chitosan conjugate significantly improves the endocytic uptake efficiency of insulin by Caco-2 cells by enhancing the acid stability and positive charge characteristics of PLGA nanoparticles, increasing the bioavailability of oral insulin to 30.43% and achieving sustained and stable release of the drug in the gastrointestinal tract[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Glycol chitosan nanoparticles modified with 5β-Cholanic acid are used as a sustained release carrier for proteins. In the study of mouse embryonic limb bone formation, they show advantages such as efficient loading and sustained release, precise implantation and biocompatibility, bioactivity retention and functional verification[2].
HGC nanoparticles (particle size of about 211-360 nm) efficiently load proteins such as bovine serum albumin (BSA) and recombinant Noggin, and possess good stability and sustained release ability. 80%-90% of the protein is continuously released within 48 hours, and the cumulative release rate reaches 94% within 72 hours. Additionally, the released proteins such as Noggin still maintain their biological activity, effectively regulating the bone morphogenetic protein (BMP) signaling pathway and affecting mesenchymal cell aggregation and cartilage differentiation[2].
When HGC nanoparticles are precisely implanted into specific areas of mouse embryos through a microinjection system, they do not interfere with the bone development process or cause inflammatory reactions, showing excellent biocompatibility[2].
Moreover, compared with traditional agarose microbead carriers, HGC nanoparticles are smaller in size and have controlled release properties, making them more suitable for the detailed study of embryonic microstructures[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

360.57

Formula

C24H40O2

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

C[C@@]12[C@](CC[C@]2([H])[C@H](C)CCC(O)=O)([H])[C@@]3([H])[C@]([C@@]4([C@](CCCC4)([H])CC3)C)([H])CC1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (277.34 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.7734 mL 13.8669 mL 27.7339 mL
5 mM 0.5547 mL 2.7734 mL 5.5468 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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  • Dilution Calculator

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    90% Corn Oil

    Solubility: ≥ 2.5 mg/mL (6.93 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

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(per animal)

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Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
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+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).
The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.60%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 2.7734 mL 13.8669 mL 27.7339 mL 69.3347 mL
5 mM 0.5547 mL 2.7734 mL 5.5468 mL 13.8669 mL
10 mM 0.2773 mL 1.3867 mL 2.7734 mL 6.9335 mL
15 mM 0.1849 mL 0.9245 mL 1.8489 mL 4.6223 mL
20 mM 0.1387 mL 0.6933 mL 1.3867 mL 3.4667 mL
25 mM 0.1109 mL 0.5547 mL 1.1094 mL 2.7734 mL
30 mM 0.0924 mL 0.4622 mL 0.9245 mL 2.3112 mL
40 mM 0.0693 mL 0.3467 mL 0.6933 mL 1.7334 mL
50 mM 0.0555 mL 0.2773 mL 0.5547 mL 1.3867 mL
60 mM 0.0462 mL 0.2311 mL 0.4622 mL 1.1556 mL
80 mM 0.0347 mL 0.1733 mL 0.3467 mL 0.8667 mL
100 mM 0.0277 mL 0.1387 mL 0.2773 mL 0.6933 mL
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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5β-Cholanic acid
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