N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸

N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸

中文名称N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸
中文同义词N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸;化合物 T16830
英文名称S-METHYL-L-THIOCITRULLINE
英文同义词S-METHYL-L-THIOCITRULLINE;S-METHYL-L-THIOCITRULLINE ACETATE;H-THIOCIT(S-ME)-OH ACOH;s-methylthiocitrulline;L-Thiocitrulline2HCl;(2S)-2-amino-5-[[amino(methylsulfanyl)methylidene]amino]pentanoic acid;(2S)-2-amino-5-[[amino-(methylthio)methylene]amino]valeric acid;(2S)-2-azanyl-5-[[azanyl(methylsulfanyl)methylidene]amino]pentanoic acid
CAS号156719-41-4
分子式C7H15N3O2S
分子量205.28
EINECS号
相关类别
Mol文件156719-41-4.mol
结构式N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸 结构式

N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸 性质

沸点369.4±52.0 °C(Predicted)
密度1.35±0.1 g/cm3(Predicted)
储存条件Store at 0°C
溶解度溶于二甲基亚砜
酸度系数(pKa)2.48±0.24(Predicted)

N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸 用途与合成方法

S-MTC 是一种选择性的 I 型一氧化氮合酶 (NOS) 抑制剂。

NOS

S-MTC (10 or 100 μM) reduces cellular NO release in the absence of Aβ 1-42 . At 100 μM, S-MTC decreases cell viability. S-MTC (100 μM) significantly lowers nitrite production (11.2±1.1 μM) when compared to control (no NOS inhibitor exposure; 19.6±1.2 μM). Nitrite productions after Aβ 1-42 and L-NOARG (100 μM) or Aβ 1-42 and S-MTC (100 μM) treatments are significantly lower than Aβ 1-42 alone (33.5±2.0 and 34.5±1.6 μM, respectively). S-MTC (100 μM) is able to significantly reduce nitrite production (25.2±1.1 μM) as compared to Aβ 1-42 treatment alone (38.3±2.7 μM), when administered after Aβ 1-42 at the 1 h time point. S-MTC (100 μM) concentration decreases both MTT (87±1% of control) and NR (80±1% of control, respectively) levels. The co-administration of S-MTC (100 μM) and Aβ 1-42 significantly reverses the effects of Aβ 1-42 alone (72±2% vs 61±2% of control).

S-MTC (S-methyl-L-thiocitrulline) is a selective neuronal NOS-inhibitor. Following pretreatment with S-MTC (i.c.v.), the HBO 2 -induced antinociception is significantly antagonized. In Experiment #2, different groups of mice are pretreated with naltrexone hydrochloride (NTX) (3.0 mg/kg, i.p.), L-NAME (1.0 μg/mouse, i.c.v.), S-MTC (1.0 μg/mouse, i.c.v.) or N 5 -(1-iminoethyl)-L-ornithine (L-NIO) (3.0 mg/kg, s.c.) 15-30 min prior to HBO 2 treatment. The antinociceptive effect assessed 90 min after HBO 2 treatment is completely abolished by NTX and L-NAME, antagonized by two-thirds by S-MTC and largely unaffected by L-NIO (F=25.57, p<0.0001). At a dose of 0.3 mg/kg, S-MTC (SMTC) causes a rise in mean blood pressure (BP). At doses of 1.0, 3.0 and 10 mg/kg, S-MTC causes falls in heart rate, rises in BP and vasoconstriction in all three vascular beds.

安全信息

MSDS信息

N5-[亚氨基(甲硫基)甲基]-L-鸟氨酸 上下游产品信息

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