L-硒甲基硒代半胱氨酸

中文名称:

L-硒甲基硒代半胱氨酸

中文同义词:

3-甲基硒代-L-丙氨酸;3-甲基硒代-L-D-Α-氨基羧酸;3-(甲基硒基)-L-氨基丙羧酸;3-(甲基硒基)-L-丙氨酸;甲基硒代半胱氨酸;甲基硒代半胱胺酸;SE-甲基硒代-L-半胱氨酸;SE-(甲基)硒基-L-半胱氨酸

英文名称:

3-(Methylseleno)-L-alanine

英文同义词:

Se-methylseleno-L-cysteine,98%;Se-methylseleno-L-cysteine2-Amino-3-methylselanyl propionic acid3-(Methylseleno)-L-alanine;3-(Methylselanyl)-L-alanine;(R)-2-Amino-3-(methylselanyl)propanoic acid;L- selenium - methyl selenocysteine;SE-METHYLSELENO-L-CYSTEINE;SEMC;(R)-2-AMINO-3-(METHYLSELENO)PROPIONIC ACID

CAS号:

26046-90-2

分子式:

C4H9NO2Se

分子量:

182.08

EINECS号:

相关类别:

原料药;营养强化剂;有机原料;胺;其他化工产品;医药原料药;Antioxidant and Free Radical ScavengersApoptosis and Cell Cycle;Cell Cycle;Cell Cycle Regulators;AntioxidantCancer Research;Biochemicals Found in Plants;Chemopreventive Agents;Nutrition Research;氨基酸;food additives;功能性物质-硒代蛋氨酸;食品添加剂;有机化工原料

Mol文件:

26046-90-2.mol

熔点 

177 °C(dec.)

沸点 

314.1±37.0 °C(Predicted)

储存条件 

−20°C

形态

Powder

酸度系数(pKa)

2.17±0.10(Predicted)

颜色

White to slightly yellow

应用

3-(甲基硒基)-L-丙氨酸又叫L-硒甲基硒代半胱氨酸，常用作硒营养强化剂。它是第21种人体必需氨基酸—L-硒代半胱氨酸的硒甲基化衍生物，它广泛存在于黄芪、大蒜、洋葱和椰菜等植物以及富硒酵母中，具有化学结构明确、毒性小、生物利用率高、补硒效果好等优点，不仅对多种肿瘤（如乳腺癌，前列腺癌，肝癌等）有预防作用，而且对癌症治疗有辅助作用，具有广阔的应用前景。 2002年，硒-甲基硒代半胱氨酸被美国FDA认定为最新一代硒源类饮食补充剂；2009年3-(甲基硒基)-L-丙氨酸被我国卫生部批准为新型营养强化剂（食品添加剂新品种2009年第11号公告）。

生物活性

Se-Methylselenocysteine，甲基硒的前体，具有强大的癌症化学预防活性和抗氧化活性。Se-Methylselenocysteine 具有口服生物活性，可诱导细胞凋亡 (apoptosis)。

体外研究

Se-Methylselenocysteine (100-400 μM; 3 days) induces apoptosis in SKOV-33 cells. Se-Methylselenocysteine (100-400 μM; 3 days) induces caspase-3 mediated apoptosis. Apoptosis Analysis Cell Line: SKOV-3 cells Concentration: 100, 200, 400 μM Incubation Time: 3 days Result: Resulted in a markedly increased accumulation of Sub-G1 phase, which occurred in both SeMSC concentration and culture time-dependent. Western Blot Analysis Cell Line: SKOV-3 cells Concentration: 100, 200, 400 μM Incubation Time: 3 days Result: Resulted in a decrease in the expression of the 32 kDa form of procaspase-3.

Cell Line:

SKOV-3 cells

Concentration:

100, 200, 400 μM

Incubation Time:

3 days

Result:

Resulted in a markedly increased accumulation of Sub-G1 phase, which occurred in both SeMSC concentration and culture time-dependent.

Cell Line:

SKOV-3 cells

Concentration:

100, 200, 400 μM

Incubation Time:

3 days

Result:

Resulted in a decrease in the expression of the 32 kDa form of procaspase-3.

体内研究

Se-Methylselenocysteine (0.2 mg/mouse; p.o.; daily for 14 days) potentiates the antitumour activity of CDDP and Cyclophosphamide in nude mice bearing human FaDu and A253 head and neck xenografts. Alzheimers disease (AD) mice are treats with Se-Methylselenocysteine (0.75 mg/kg BW per day) in their drinking water for 10 months. Se-Methylselenocysteine reduces oxidative stress and neuro-inflammation; Se-Methylselenocysteine modulates the distribution and levels of several metal ions; Se-Methylselenocysteine decreases amyloid-β peptide (Aβ) generation by inhibiting the expression of its precursor protein APP and β-secretase (BACE1), and attenuates tau hyperphosphorylation and neurofibrillary tangles (NFT) formation via promoting protein phosphatase 2A (PP2A) activity, thereby preserving synaptic proteins and neuron activities and finally improving spatial learning and memory deficits in AD model mice. Animal Model: Female athymic nude mice (bearing human A253 and FaDu squamous cell carcinoma xenografts) Dosage: 0.2 mg/mouse Administration: p.o.; daily for 14 days (7 days before and 7 days after Cyclophosphamide or CDDP in a total of 14 days) Result:

Animal Model:

Female athymic nude mice (bearing human A253 and FaDu squamous cell carcinoma xenografts)

Dosage:

0.2 mg/mouse

Administration:

p.o.; daily for 14 days (7 days before and 7 days after Cyclophosphamide or CDDP in a total of 14 days)

Result:

危险品标志 

T,N

危险类别码 

23/25-33-50/53

安全说明 

20/21-28-45-60-61-28A

危险品运输编号 

UN 3283 6.1/PG 2

WGK Germany 

3

F 

10-23

海关编码 

29319090