Home>>Signaling Pathways>> Proteases>> Endogenous Metabolite>>Cholesterol Sulfate (sodium salt)

Cholesterol Sulfate (sodium salt) (Synonyms: SCS, Sodium Cholesteryl Sulfate)

Catalog No.GC43251

Cholesterol Sulfate (sodium salt) is an important regulatory molecule.

Products are for research use only. Not for human use. We do not sell to patients.

Cholesterol Sulfate (sodium salt) Chemical Structure

Cas No.: 2864-50-8

Size Price Stock Qty
5mg
$23.00
In stock
25mg
$40.00
In stock
100mg
$135.00
In stock
250mg
$282.00
In stock

Tel:(909) 407-4943 Email: sales@glpbio.com

Customer Reviews

Based on customer reviews.

  • GlpBio Citations

    GlpBio Citations
  • Bioactive Compounds Premium Provider

    Bioactive Compounds Premium Provider

Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

View current batch:

Protocol

Cell experiment [1]:

Cell lines

T cells from lymph nodes of 5C.C7 mice

Preparation Method

Cells were stimulated on the second day of culture with 50 units/ml of recombinant mouse IL-2. After 7-9 d of culture, T cell blasts were used for in vitro activation and staining assays. Before stimulation, T cell blasts were incubated with 100 µM Cholesterol Sulfate or DMSO control in RPMI-1640 medium supplemented with 1% lipid-free BSA or 5% lipid-deficient FCS for 2 h at 37 ⊿

Reaction Conditions

100 µM for 2 h

Applications

Flow cytometry data showed that Cholesterol Sulfate pretreatment resulted in substantially attenuated anti-CD3-induced CD3ζ phosphorylation.

Animal experiment [2]:

Animal models

Sult2b1-/- mice were backcrossed onto C57BL/6 genetic background

Preparation Method

For the experiment of intrathymic injection, mice were anesthetized, and 20 µl DMSO or Cholesterol Sulfate (25 mM) was injected into thymus by a Hamilton syringe (10 µl each lobe).

Dosage form

20 µl 25 mM Cholesterol injected into thymus

Applications

Increasing the amount of Cholesterol Sulfate in the thymus by intrathymic injection led to a decrease in the number of total thymocytes.

References:

[1]: Wang F, Beck-GarcÍa K, Zorzin C, et al. Inhibition of T cell receptor signaling by cholesterol sulfate, a naturally occurring derivative of membrane cholesterol[J]. Nature immunology, 2016, 17(7): 844-850.

Background

Cholesterol sulfate was first isolated from human plasma in 1965 and found to be present in a concentration of 300 µg/100 ml [1]. The apparent validity of this initial value was soon confirmed by reports of plasma cholesterol sulfate levels involving a limited number of subjects that ranged from 174 to 328 µg/100 ml [2,3].

Cholesterol sulfate has the ability to trigger the intrinsic blood coagulation system by activating Factor XII, an action that is not shared by other steroid sulfates or by unconjugated cholesterol. Cholesterol sulfate activates prekallikrein in the presence of Factor XII [4]. Cholesterol sulfate activates multiple epidermal protein kinase C isozymes, especially the ε, Η, and ζ isoforms [5].In vitro, cholesterol sulfate is a novel activator of the Η isoform of protein kinase C, and in so doing is more potent than phosphatidylserine plus phorbol ester [6]. Thrombin and plasmin, serine proteases that play essential roles in blood clotting and fibrinolysis, respectively, are potently inhibited by cholesterol sulfate [7].

Cholesterol Sulfate (sodium salt) (100 µM 2 h) pretreatment resulted in substantially attenuated anti-CD3-induced CD3ζ phosphorylation, Cholesterol Sulfate specifically interacts with the TCR to inhibit transmembrane signaling without interfering with downstream components of the signaling pathway [8]. A strong reduction in the (T cell antigen receptor) TCR nanoclusters extracted from Cholesterol Sulfate-treated 5C.C7 T cells [8]. Increasing the amount of Cholesterol Sulfate (20 µl 25 mM) in the thymus of mice by intrathymic injection led to a decrease in the number of total thymocytes [8].

References:
[1]. Drayer NM, Lieberman S. Isolation of cholesterol sulfate from human blood and gallstones. Biochemical and biophysical research communications. 1965 Jan 4;18(1):126-30.
[2]. Gurpide E, Roberts KD, Welch MT, Bandy L, Lieberman S. Studies on the metabolism of blood-borne cholesterol sulfate. Biochemistry. 1966 Oct 1;5(10):3352-62.
[3]. Winter JS, Bongiovanni AM. Identification of cholesterol sulfate in urine and plasma of normal and hypercholesterolemic subjects. The Journal of Clinical Endocrinology & Metabolism. 1968 Jun 1;28(6):927-30.
[4]. Shimada T, Kato H, Iwanaga S, Iwamori M, Nagai Y. Activation of factor XII and prekallikrein with cholesterol sulfate. Thrombosis research. 1985 Apr 1;38(1):21-31.
[5]. Denning MF, Kazanietz MG, Blumberg PM, Yuspa SH. Cholesterol sulfate activates multiple protein kinase C isoenzymes and induces granular cell differentiation in cultured murine keratinocytes. Cell Growth and Differentiation-Publication American Association for Cancer Research. 1995 Dec 1;6(12):1619-26.
[6]. Ikuta T, Chida K, Tajima O, Matsuura Y, Iwamori M, Ueda Y, Mizuno K, Ohno S, Kuroki T. Cholesterol sulfate, a novel activator for the eta isoform of protein kinase C. Cell Growth & Differentiation: the Molecular Biology Journal of the American Association for Cancer Research. 1994 Sep 1;5(9):943-7.
[7]. Iwamori M, Iwamori Y, Ito N. Regulation of the activities of thrombin and plasmin by cholesterol sulfate as a physiological inhibitor in human plasma. The Journal of Biochemistry. 1999 Mar 1;125(3):594-601.
[8]. Wang F, Beck-García K, Zorzin C, et al. Inhibition of T cell receptor signaling by cholesterol sulfate, a naturally occurring derivative of membrane cholesterol[J]. Nature immunology, 2016, 17(7): 844-850.

Chemical Properties

Cas No. 2864-50-8 SDF
Synonyms SCS, Sodium Cholesteryl Sulfate
Canonical SMILES CC(C)CCC[C@@H](C)[C@@]1([H])CC[C@@]2([H])C3CC=C4C[C@@H](OS(=O)([O-])=O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C.[Na+]
Formula C27H45O4S•Na M.Wt 488.7
Solubility 10mg/mL in DMSO Storage Store at -20°C,stored under nitrogen
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.0462 mL 10.2312 mL 20.4625 mL
5 mM 0.4092 mL 2.0462 mL 4.0925 mL
10 mM 0.2046 mL 1.0231 mL 2.0462 mL
  • Molarity Calculator

  • Dilution Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
**When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and MSDS / CoA (available online).

Calculate

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

mg/kg g μL

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

Reviews

Review for Cholesterol Sulfate (sodium salt)

Average Rating: 5 ★★★★★ (Based on Reviews and 15 reference(s) in Google Scholar.)

5 Star
100%
4 Star
0%
3 Star
0%
2 Star
0%
1 Star
0%
Review for Cholesterol Sulfate (sodium salt)

GLPBIO products are for RESEARCH USE ONLY. Please make sure your review or question is research based.

Required fields are marked with *

You may receive emails regarding this submission. Any emails will include the ability to opt-out of future communications.