Se-Methylselenocysteine

别名: Se-Methylselenocysteine Se-MSC MSeCSeMCys SeMSCSe MSC 3-(甲基硒基)-L-丙氨酸; L-硒-甲基硒代半胱氨酸; Se-(甲基)硒基-L-半胱氨酸; Se-(Methyl)seleno-L-cysteine Se-(甲基)硒基-L-半胱氨酸;S e-甲基硒代-L-半胱氨酸; 3-甲基硒代-L-D-Α-氨基羧酸;3-甲基硒代-L-丙氨酸
目录号: V7418 纯度: ≥98%
Se-甲基硒代半胱氨酸是甲基硒的前体,具有有效的癌症化学预防和抗氧化作用。
Se-Methylselenocysteine CAS号: 26046-90-2
产品类别: New1
产品仅用于科学研究,不针对患者销售
规格 价格 库存 数量
5mg
10mg
50mg
100mg
250mg
Other Sizes

Other Forms of Se-Methylselenocysteine:

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InvivoChem产品被CNS等顶刊论文引用
产品描述
Se-甲基硒代半胱氨酸是甲基硒的前体,具有有效的癌症化学预防和抗氧化作用。 Se-Mmethylselenocysteine 具有口服生物活性,可引起细胞凋亡。
生物活性&实验参考方法
体外研究 (In Vitro)
在 SKOV-33 细胞中,硒(100–400 μM;3 天)可促进惰性 [1]。 caspase-3 介导的细胞惰性由 100–400 μM 硒甲酯诱导三天 [1]。考试 [1]
体内研究 (In Vivo)
接受 FaDu 和 A253 头颈异种移植肿瘤活性的裸鼠在接受硒治疗(0.2 mg/小鼠;面部;每天一次,持续 14 天)时,CDDP 和环磷酰胺耐药性增加[2]。在十个月的时间里,对患有阿尔茨海默氏病(AD)的小鼠进行腹膜内(IT)注射甲基酪氨酸(每天0.75毫克/公斤体重)。减少氧化中间体、神经通路和各种金属离子的水平。它还抑制前体蛋白 APP 和 β 酶 (BACE1) 的表达,从而降低淀粉样蛋白 β 肽 (Aβ) 的产生,形成片段化 tau 过度磷酸化,并通过促进蛋白磷酸酶 2A (PP2A) 活性形成神经原纤维缠结 (NFT) )。这可以保护突触蛋白和神经元活动,进而改善 AD 模型中的空间学习和记忆缺陷 [3]。
细胞实验
细胞凋亡分析[1]
细胞类型: SKOV-3 细胞
测试浓度: 100、200、400 μM
孵育时间: 3天
实验结果:导致Sub-G1期的积累显着增加,这发生在SeMSC浓度和培养时间依赖性上。

蛋白质印迹分析[1]
细胞类型: SKOV-3 细胞
测试浓度: 100、200、400 μM
孵育时间:3 天
实验结果:导致 32 kDa 形式的 procaspase-3 表达减少。
动物实验
Animal/Disease Models: Female athymic nude mice (bearing human A253 and FaDu squamous cell carcinoma xenografts) [ 2]
Doses: 0.2mg/only
Route of Administration: po; ]. one time/day for 14 days (7 days before and 7 days after cyclophosphamide or CDDP, 14 days total) Experimental Results:
参考文献

[1]. Se-methylselenocysteine induces apoptosis through caspase activation and Bax cleavage mediated by calpain in SKOV-3 ovarian cancer cells. Cancer Lett. 2002 Aug 8;182(1):83-92.

[2]. Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models. Br J Cancer. 2014 Apr 2;110(7):1733-43.

[3]. Se-Methylselenocysteine Ameliorates Neuropathology and Cognitive Deficits by Attenuating Oxidative Stress and Metal Dyshomeostasis in Alzheimer Model Mice. Mol Nutr Food Res. 2018 Jun;62(12):e1800107.

其他信息
Se-methyl-L-selenocysteine is an L-alpha-amino acid compound having methylselanylmethyl as the side-chain. It has a role as an antineoplastic agent. It is a Se-methylselenocysteine, a non-proteinogenic L-alpha-amino acid and a L-selenocysteine derivative. It is a conjugate base of a Se-methyl-L-selenocysteinium. It is a conjugate acid of a Se-methyl-L-selenocysteinate. It is an enantiomer of a Se-methyl-D-selenocysteine. It is a tautomer of a Se-methyl-L-selenocysteine zwitterion.
Methylselenocysteine has been used in trials studying the prevention of Prostate Carcinoma and No Evidence of Disease.
Se-Methylselenocysteine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Se-methylselenocysteine has been reported in Bos taurus, Astragalus bisulcatus, and Euglena gracilis with data available.
Methylselenocysteine is a naturally occurring organoselenium compound found in many plants, including garlic, onions, and broccoli, with potential antioxidant and chemopreventive activities. Se-Methyl-seleno-L-cysteine (MSC) is an amino acid analogue of cysteine in which a methylselenium moiety replaces the sulphur atom of cysteine. This agent acts as an antioxidant when incorporated into glutathione peroxidase and has been shown to exhibit potent chemopreventive activity in animal models.
*注: 文献方法仅供参考, InvivoChem并未独立验证这些方法的准确性
化学信息 & 存储运输条件
分子式
C4H9NO2SE
分子量
182.081
精确质量
182.979
CAS号
26046-90-2
相关CAS号
Se-Methylselenocysteine hydrochloride;863394-07-4
PubChem CID
147004
外观&性状
White to off-white solid powder
沸点
314.1±37.0 °C at 760 mmHg
熔点
177 °C(dec.)
闪点
143.7±26.5 °C
蒸汽压
0.0±1.4 mmHg at 25°C
LogP
-0.89
tPSA
63.32
氢键供体(HBD)数目
2
氢键受体(HBA)数目
3
可旋转键数目(RBC)
3
重原子数目
8
分子复杂度/Complexity
86.1
定义原子立体中心数目
1
SMILES
C[Se]C[C@@H](C(=O)O)N
InChi Key
XDSSPSLGNGIIHP-VKHMYHEASA-N
InChi Code
InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
化学名
(2R)-2-amino-3-methylselanylpropanoic acid
别名
Se-Methylselenocysteine Se-MSC MSeCSeMCys SeMSCSe MSC
HS Tariff Code
2934.99.9001
存储方式

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

运输条件
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
溶解度数据
溶解度 (体外实验)
H2O : ~83.33 mg/mL (~457.66 mM)
DMSO :< 1 mg/mL
溶解度 (体内实验)
配方 1 中的溶解度: 50 mg/mL (274.60 mM) in PBS (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液; 超声助溶。

请根据您的实验动物和给药方式选择适当的溶解配方/方案:
1、请先配制澄清的储备液(如:用DMSO配置50 或 100 mg/mL母液(储备液));
2、取适量母液,按从左到右的顺序依次添加助溶剂,澄清后再加入下一助溶剂。以 下列配方为例说明 (注意此配方只用于说明,并不一定代表此产品 的实际溶解配方):
10% DMSO → 40% PEG300 → 5% Tween-80 → 45% ddH2O (或 saline);
假设最终工作液的体积为 1 mL, 浓度为5 mg/mL: 取 100 μL 50 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀/澄清;向上述体系中加入50 μL Tween-80,混合均匀/澄清;然后继续加入450 μL ddH2O (或 saline)定容至 1 mL;

3、溶剂前显示的百分比是指该溶剂在最终溶液/工作液中的体积所占比例;
4、 如产品在配制过程中出现沉淀/析出,可通过加热(≤50℃)或超声的方式助溶;
5、为保证最佳实验结果,工作液请现配现用!
6、如不确定怎么将母液配置成体内动物实验的工作液,请查看说明书或联系我们;
7、 以上所有助溶剂都可在 Invivochem.cn网站购买。
制备储备液 1 mg 5 mg 10 mg
1 mM 5.4921 mL 27.4605 mL 54.9209 mL
5 mM 1.0984 mL 5.4921 mL 10.9842 mL
10 mM 0.5492 mL 2.7460 mL 5.4921 mL

1、根据实验需要选择合适的溶剂配制储备液 (母液):对于大多数产品,InvivoChem推荐用DMSO配置母液 (比如:5、10、20mM或者10、20、50 mg/mL浓度),个别水溶性高的产品可直接溶于水。产品在DMSO 、水或其他溶剂中的具体溶解度详见上”溶解度 (体外)”部分;

2、如果您找不到您想要的溶解度信息,或者很难将产品溶解在溶液中,请联系我们;

3、建议使用下列计算器进行相关计算(摩尔浓度计算器、稀释计算器、分子量计算器、重组计算器等);

4、母液配好之后,将其分装到常规用量,并储存在-20°C或-80°C,尽量减少反复冻融循环。

计算器

摩尔浓度计算器可计算特定溶液所需的质量、体积/浓度,具体如下:

  • 计算制备已知体积和浓度的溶液所需的化合物的质量
  • 计算将已知质量的化合物溶解到所需浓度所需的溶液体积
  • 计算特定体积中已知质量的化合物产生的溶液的浓度
使用摩尔浓度计算器计算摩尔浓度的示例如下所示:
假如化合物的分子量为350.26 g/mol,在5mL DMSO中制备10mM储备液所需的化合物的质量是多少?
  • 在分子量(MW)框中输入350.26
  • 在“浓度”框中输入10,然后选择正确的单位(mM)
  • 在“体积”框中输入5,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案17.513 mg出现在“质量”框中。以类似的方式,您可以计算体积和浓度。

稀释计算器可计算如何稀释已知浓度的储备液。例如,可以输入C1、C2和V2来计算V1,具体如下:

制备25毫升25μM溶液需要多少体积的10 mM储备溶液?
使用方程式C1V1=C2V2,其中C1=10mM,C2=25μM,V2=25 ml,V1未知:
  • 在C1框中输入10,然后选择正确的单位(mM)
  • 在C2框中输入25,然后选择正确的单位(μM)
  • 在V2框中输入25,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案62.5μL(0.1 ml)出现在V1框中
g/mol

分子量计算器可计算化合物的分子量 (摩尔质量)和元素组成,具体如下:

注:化学分子式大小写敏感:C12H18N3O4  c12h18n3o4
计算化合物摩尔质量(分子量)的说明:
  • 要计算化合物的分子量 (摩尔质量),请输入化学/分子式,然后单击“计算”按钮。
分子质量、分子量、摩尔质量和摩尔量的定义:
  • 分子质量(或分子量)是一种物质的一个分子的质量,用统一的原子质量单位(u)表示。(1u等于碳-12中一个原子质量的1/12)
  • 摩尔质量(摩尔重量)是一摩尔物质的质量,以g/mol表示。
/

配液计算器可计算将特定质量的产品配成特定浓度所需的溶剂体积 (配液体积)

  • 输入试剂的质量、所需的配液浓度以及正确的单位
  • 单击“计算”按钮
  • 答案显示在体积框中
动物体内实验配方计算器(澄清溶液)
第一步:请输入基本实验信息(考虑到实验过程中的损耗,建议多配一只动物的药量)
第二步:请输入动物体内配方组成(配方适用于不溶/难溶于水的化合物),不同的产品和批次配方组成不同,如对配方有疑问,可先联系我们提供正确的体内实验配方。此外,请注意这只是一个配方计算器,而不是特定产品的确切配方。
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+
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计算结果:

工作液浓度 mg/mL;

DMSO母液配制方法 mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL)。如该浓度超过该批次药物DMSO溶解度,请首先与我们联系。

体内配方配制方法μL DMSO母液,加入 μL PEG300,混匀澄清后加入μL Tween 80,混匀澄清后加入 μL ddH2O,混匀澄清。

(1) 请确保溶液澄清之后,再加入下一种溶剂 (助溶剂) 。可利用涡旋、超声或水浴加热等方法助溶;
            (2) 一定要按顺序加入溶剂 (助溶剂) 。

临床试验信息
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04952129 ACTIVE, NOT RECRUITING Drug: Selenomethionine
Drug: Methylselenocysteine
Colorectal Adenoma University of Auckland, New Zealand 2022-05-06 Phase 1
NCT00489372 COMPLETED Drug: Se-methyl-seleno-L-cysteine
Other: placebo
Other: pharmacological study
Other: laboratory biomarker analysis
Healthy, no Evidence of Disease National Cancer Institute (NCI) 2007-07 Phase 1
NCT01497431 COMPLETED Dietary Supplement: Selenium
Other: Placebo
Other: Laboratory Biomarker Analysis
No Evidence of Disease
Prostate Carcinoma
National Cancer Institute (NCI) 2011-11 Phase 1
NCT01611038 COMPLETED Dietary Supplement: Methylselenocysteine
Dietary Supplement: Placebo
Breast Cancer
Prostate Cancer
Rutgers, The State University of New Jersey 2011-10 Not Applicable
NCT00829205 WITHDRAWN Biological: filgrastim
Biological: rituximab
Dietary Supplement: Se-methyl-seleno-L-cysteine
Lymphoma Cancer Research UK 2009-01 Phase 1
Phase 2
生物数据图片
  • Protective effects of MSC on CTX-induced rat bladder toxicity. Photomicrographs show rat bladder with untreated control, MSC alone, CTX alone, or CTX plus MSC. Cyclophosphamide was administered as a single i.v. injection at 150 mg kg−1 (toxic dose) and MSC at 0.75 mg per rat per day by p.o. daily for 14 days before CTX treatment. The bladders were removed at 4 and 24 h after CTX treatment. Conventional formalin-fixed paraffin-embedded sections were stained with haematoxylin and eosin. In order to see large parts of the bladder mucosa, (A, B, and E) are × 100; in order to see more histological details, (C, D, and F) are × 200. (A) Histologic picture of an untreated normal bladder with preserved histological features. (B) No change with MSC alone. Photomicrograph of rat bladder treated with CTX shows an acute mucosal oedema (arrow) at 2 h (C) that progressed to characteristic, severe haemorrhagic cystitis (arrows) at 24 h (D). Se-methylselenocysteine protected from CTX-induced acute mucosal oedema as seen on a long bladder segment with preserved normal histological structure.[2]. Cao S, et al. Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models. Br J Cancer. 2014 Apr 2;110(7):1733-43.
  • Se-methylselenocysteine (MSC) protects against myelotoxicity in bone marrow induced by oxaliplatin, histopathological study in Fischer rats. The rats were treated with oxaliplatin at the MTD (15 mg kg−1 i.v. × 1) with or without MSC at 0.75 mg per rat per day by p.o. daily for 21 days, with the first dose having started 14 days before oxaliplatin treatment. The sternums were removed on days 8 and 24 after oxaliplatin treatment and conventional formalin–paraffin sections of the bone marrow from sternum were decalcified and stained with haematoxylin and eosin. Representative photomicrographs of rat bone marrow are shown. All photographs were taken at × 200 magnification. (1) histomorphology of untreated normal bone marrow between bone trabeculae (B). The bone marrow (arrows) is infiltrated with fat .[2]. Cao S, et al. Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models. Br J Cancer. 2014 Apr 2;110(7):1733-43.
  • Antitumour activity of CDDP, oxaliplatin, and irinotecan alone and in combination with MSC in rats bearing advanced Ward colorectal carcinoma (A) and CTX and CDDP alone and in combination with MSC in nude mice bearing advanced human A253 and FaDu squamous cell carcinoma xenografts (B). (A) CDDP and oxaliplatin (OXAL) were administered by a single i.v. injection and irinotecan by weekly for 4 weeks. Se-methylselenocysteine at 0.75 mg per rat per day p.o. daily for 21 days, with the first dose having started 14 days before CDDP or oxaliplatin treatment. For irinotecan group (16 rats) , MSC was administered daily for 14 days before and during irinotecan treatment for a total of 35 days. All treatments were initiated 14 days after tumour transplantation when the tumours reached ∼2500–3000 mg. In the oxaliplatin-alone (10 mg kg−1) group, 12 rats were evaluated, and in all other treatment groups, 4 rats were used. (B) ○ Untreated control; ● MSC 0.2 mg per mouse per day × 14; ▴ CTX 100 mg kg−1 or CDDP 8 mg kg−1, i.v. × 1; ▪ CTX 100 mg kg−1 or CDDP 8 mg kg−1 (i.v. × 1) + MSC (0.2 mg per mouse per day × 14). The treatment of CTX and CDDP was initiated on day 0 (7 days after tumour transplantation when the tumours reached ∼200–220 mg) and MSC by p.o. 7 days before and 7 days after CTX or CDDP in a total of 14 days. The mice were humanely killed when tumours reached ∼2000 mg. The numbers in parenthesis indicate the number of rats that achieved CR over the total number of rats treated.[2]. Cao S, et al. Se-methylselenocysteine offers selective protection against toxicity and potentiates the antitumour activity of anticancer drugs in preclinical animal models. Br J Cancer. 2014 Apr 2;110(7):1733-43.
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