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D,L-蛋氨酸-(S,R)-亚磺酰亚胺

D,L-蛋氨酸-(S,R)-亚磺酰亚胺用途

D,L-Buthionine-(S,R)-sulfoximine是谷氨酰半胱氨酸合成酶生物合成的有效抑制剂。

D,L-蛋氨酸-(S,R)-亚磺酰亚胺名称

[ CAS 号 ]:
5072-26-4

[ 中文名 ]:
DL-(3-氨基-4-羧丙基)-(S,R)-丁基硫氧亚胺

[ 英文名 ]:
D,L-Buthionine-(S,R)-sulfoximine

[中文别名 ]:

[英文别名 ]:

2-amino-4-(butylsulfonimidoyl)butanoic acid
DL-Buthionine (S,R)-sulfoximine
EINECS 246-685-1
MFCD00070309
D,L-Buthionine-(S,R)-sulfoximine

D,L-蛋氨酸-(S,R)-亚磺酰亚胺生物活性

[ 描述 ]:

D,L-Buthionine-(S,R)-sulfoximine是谷氨酰半胱氨酸合成酶生物合成的有效抑制剂。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 癌症

[ 靶点 ]

glutamylcysteine synthetase[1]

[体外研究]

丁硫氨酸亚砜亚胺是甲硫氨酸亚砜亚胺的类似物,其抑制γ-谷氨酰半胱氨酸合成酶的效率比甲硫氨酸亚砜亚胺高约20倍,并且比甲硫氨酸亚砜亚胺至少高100倍[1]。

[体内研究]

用连续静脉输注无毒剂量的D,L-丁硫氨酸-(S,R)-磺胺亚胺(300和600mg/kg /天)治疗携带HT1080和HT1080/DR4异种移植物的小鼠,产生60％的GSH血浆减少在亲本和多药耐药肿瘤中,GSH肿瘤水平降低95％以上[2]。

[动物实验]

将小鼠[2] D，L-丁硫氨酸 - （S，R） - 亚磺酰亚胺溶于无菌0.9％盐水中，通过0.2-pm聚砜膜过滤器过滤，并通过48小时连续静脉内施用。在多柔比星给药前24小时开始以300mg / kg /天和600mg / kg /天的剂量输注。用D，L-丁硫氨酸 - （S，R） - 亚磺酰亚胺以300mg / kg和600mg / kg的剂量处理24小时后的体内GSH水平。测量在脑组织血浆和HT1080和HT1080 / DR4异种移植物的肿瘤组织中的连续输注[2]。

[参考文献]

[1]. Griffith OW, et al. Potent and specific inhibition of glutathione synthesis by buthionine sulfoximine (S-n-butyl homocysteine sulfoximine). J Biol Chem. 1979 Aug 25;254(16):7558-60.

[2]. Vanhoefer U, et al. d,l-buthionine-(S,R)-sulfoximine potentiates in vivo the therapeutic efficacy of doxorubicin against multidrug resistance protein-expressing tumors. Clin Cancer Res. 1996 Dec;2(12):1961-8.

[相关活性小分子]

D,L-蛋氨酸-(S,R)-亚磺酰亚胺物理化学性质

[ 密度 ]:
1.29g/cm3

[ 沸点 ]:
382.3ºC at 760 mmHg

[ 熔点 ]:
215ºC (dec.)(lit.)

[ 分子式 ]:
C₈H₁₈N₂O₃S

[ 分子量 ]:
222.30500

[ 闪点 ]:
185ºC

[ 精确质量 ]:
222.10400

[ PSA ]:
112.62000

[ LogP ]:
2.30100

[ 折射率 ]:
1.537

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
H2O: 50 mg/mL, clear, colorless

D,L-蛋氨酸-(S,R)-亚磺酰亚胺MSDS

详细MSDS(安全技术说明书)

D,L-蛋氨酸-(S,R)-亚磺酰亚胺毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EK7713435

CHEMICAL NAME :: Butanoic acid, 2-amino-4-(S-butylsulfonimidoyl)-

CAS REGISTRY NUMBER :: 5072-26-4

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C8-H18-N2-O3-S

MOLECULAR WEIGHT :: 222.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 1 gm/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Maternal Effects - other effects

REFERENCE :: REPTED Reproductive Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1987- Volume(issue)/page/year: 6,133,1992

D,L-蛋氨酸-(S,R)-亚磺酰亚胺安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi

[ 风险声明 (欧洲) ]:
36/37/38

[ 安全声明 (欧洲) ]:
26-36

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
EK7713435

D,L-蛋氨酸-(S,R)-亚磺酰亚胺文献

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Inhibition of glutathione synthesis distinctly alters mitochondrial and cytosolic redox poise.

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Isoliquiritigenin attenuates oxidative hepatic damage induced by carbon tetrachloride with or without buthionine sulfoximine.

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