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

カタログ番号GC43251

コレステロール硫酸塩(ナトリウム塩)は重要な調節分子です。

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Cholesterol Sulfate (sodium salt) 化学構造

Cas No.: 2864-50-8

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5mg
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25mg
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100mg
$135.00
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250mg
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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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

コレステロール硫酸塩は、1965年に初めて人間の血漿から単離され、100 mlあたり300µgの濃度で存在することが判明しました[1]。この最初の値の妥当性はすぐに確認され、限られた数の被験者を対象とした血漿中コレステロール硫酸塩レベルは174〜328 µg/100 mlに及ぶ報告がありました[2,3]

コレステロール硫酸塩は、他のステロイド硫酸塩や非結合型コレステロールとは異なり、因子XIIを活性化することで固有の血液凝固系を引き起こす能力があります。 コレステロール硫酸塩は、因子XIIの存在下で前カリクレインを活性化します[4]。 コレステロール硫酸塩は、特にε、Η、およびζアイソフォームの多数の表皮タンパク質キナーゼCアイソフォームを活性化します[5]。 vitroでは、コレステロール硫酸塩はプラセボエステルよりも強力に蛋白質キナーゼCのΗアイソフォームを新規に活性化しました[6]。 血液凝固および線溶に重要な役割を果たすセリンプロテアーゼであるトロンビンおよびプラズミンは、コレステロール硫酸塩によって強力に阻害されます[7]。

コレステロール硫酸ナトリウム塩(100 µM 2 h)の前処理により、抗CD3誘導性のCD3ζリン酸化が著しく減少しました。コレステロール硫酸はTCRと特異的に相互作用して、シグナル伝達の下流成分を妨げることなく細胞膜内シグナル伝達を阻害します[8]。Cholesterol Sulfate処理された5C.C7 T細胞から抽出した(T細胞抗原受容体) TCRナノクラスターが強く減少しました[8]。マウスの胸腺内に20µl 25mMのコレステロール硫酸を注入することで、総胸腺細胞数が減少しました[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
同義語 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
溶解度 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

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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
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