放线酰胺素
| 中文名称 | 放线酰胺素 |
|---|---|
| 中文同义词 | 放线酰胺素;(R)-N4- 羟基-N1-((S)-1-((S)-2-(羟甲基)吡咯烷-1-基)-3-甲基-1-氧代丁-2-基)-2-戊基琥珀酰胺;(-)-ACTINONIN |
| 英文名称 | ACTINONIN |
| 英文同义词 | (-)-ACTINONIN;3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]CARBONYL]-2-METHYL-PROPYL]CARBAMOYL]OCTANOHYDROXAMIC ACID;3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]-CARBONYL]-2-METHYLPROPYL]-CARBAMOYL]-OCTONOHYDROXAMIC ACID;N4-HYDROXY-N1-[(1S)-1[[(2S)-2-(HYDROXYMETHYL)-1-PYRROLDINYL]CARBONYL]-2-METHYLPROPYL]-2-PENTYL-,(2R)-(9CI);hylpropyl)carbamoyl)-;octanohydroxamicacid,3-((1-((2-(hydroxymethyl)-1-pyrrolidinyl)carbonyl)-2-met;N'-Hydroxy-N-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide;(2R)-2-[2-(hydroxyamino)-2-keto-ethyl]-N-[(1S)-2-methyl-1-[(2S)-2-methylolpyrrolidine-1-carbonyl]propyl]enanthamide |
| CAS号 | 13434-13-4 |
| 分子式 | C19H35N3O5 |
| 分子量 | 385.5 |
| EINECS号 | |
| 相关类别 | All Inhibitors;Inhibitors;Antibiotic.;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals |
| Mol文件 | 13434-13-4.mol |
| 结构式 |  |
放线酰胺素 性质
| 熔点 | 137-139°C |
|---|---|
| 密度 | 1.139±0.06 g/cm3(Predicted) |
| 储存条件 | -20°C |
| 溶解度 | 可溶于DMSO（高达25mg/ml）或乙醇（高达20mg/ml）。 |
| 酸度系数(pKa) | 9.19±0.20(Predicted) |
| 形态 | 白色至类白色粉末。 |
| 颜色 | 白色 |
| BRN | 1555250 |
| 稳定性 | 可在-20°下的DMSO或乙醇溶液保存长达2个月。 |
| CAS 数据库 | 13434-13-4(CAS DataBase Reference) |
Ki: 0.28 nM (Peptide deformylase (PDF)), 300 nM (MMP-1), 1,700 nM (MMP-3), 190 nM (MMP-8), 330 nM (MMP-9), and 20 nM (hmeprin α)
Apoptosis
Aminopeptidase M, Aminopeptidase N and Leucine aminopeptidase
Actinonin inhibits cell growth in various human tumor cell lines. The IC
50
of 4, 6.9, 12.8, 16.6, 27.4, 15.7 and 49.3 μM for Raji cells, MDA-MB-468 cells,PC3 cells, SK-LC-19 cells, Hela cells, HT-1080 cells and AL67 cells, respectively.
HsPDF is a critical target of actinonin and that the inhibition of this protein in the mitochondria leads to cell death in tumor cells. Actinonin treatment of cells led to a tumor-specific mitochondrial membrane depolarization and ATP depletion in a time- and dose-dependent manner.
Actinonin is a potent inhibitor of all three forms (Zn-, Ni-, and Fe-) of peptide deformylases from both
S. aureus
and
E. coli
bacteria. Under the assay conditions, the IC
50
values for Actinonin are 90, 3, 0.8, and 11 nM for Zn-PDF (
E. coli
), Ni-PDF (
E. coli
), Fe-PDF (
E. coli
), and Ni-PDF (
S. aureus
), respectively.
Actinonin is active against Gram-positive bacteria, including
S. aureus
(MIC value of 8-16 µg/mL),
Streptococcus pyogenes
(MIC value of 8 µg/mL) and
Streptococcus epidermidis
(MIC value of 2-4 µg/mL). Actinonin is also active against fastidious Gramne-gative bacteria, such as
H. influenzae
(MIC value of 1-2 µg/mL),
Moraxella catarrhalis
(MIC value of 0.5 µg/mL), and
Neisseria gonorrheae
(MIC value of 1-4 µg/mL). Actinonin is very active against the
H. influenzae acr
(MIC value of 0.13 µg/mL) and
E. coli acr
(MIC value of 0.25 µg/mL) efflux pump mutants.
Actinonin has been safely administered to mice as an antibiotic at doses up to 400 mg/kg. Actinonin does not appear to have significant toxicity to normal tissues, despite its antitumor activity in vitro. Remarkably, Actinonin exhibits significant antitumor activity when given i.p. or orally in a CWR22 human prostate tumor xenograft model in nude mice. During treatment, the animals show no signs of toxicity.
安全信息
| 安全说明 | 22-24/25 |
|---|---|
| WGK Germany | 3 |
| RTECS号 | RG9900700 |
| 提供商 | 语言 |
|---|---|
|
英文
|
| 更新日期 | 产品编号 | 产品名称 | CAS号 | 包装 | 价格 |
|---|---|---|---|---|---|
| 2024/01/25 | HY-113952 | Actinonin | 1 mg | 454元 | |
| 2024/01/25 | HY-113952 | 放线酰胺素 Actinonin | 13434-13-4 | 5mg | 1000元 |