(1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.03,8]tetradecan-7-one pentahydrate dihydrochloride

• ChemBase编号: 132811
• 分子式: C14H36Cl2N2O12
• 平均质量: 495.34784
• 单一同位素质量: 494.16452996
• SMILES: C[C@@H]1CC(=O)[C@]2([C@@H](O1)O[C@@H]1[C@H]([C@@H]([C@@H]([C@@H]([C@H]1O2)NC)O)NC)O)O.O.O.O.O.O.Cl.Cl
• Canonical SMILES: CN[C@H]1[C@H](O)[C@H]2O[C@@H]3O[C@H](C)CC(=O)[C@@]3(O[C@@H]2[C@H]([C@H]1O)NC)O.O.O.O.O.O.Cl.Cl
• InChI: InChI=1S/C14H24N2O7.2ClH.5H2O/c1-5-4-6(17)14(20)13(21-5)22-12-10(19)7(15-2)9(18)8(16-3)11(12)23-14;;;;;;;/h5,7-13,15-16,18-20H,4H2,1-3H3;2*1H;5*1H2/t5-,7-,8+,9+,10+,11-,12-,13+,14+;;;;;;;/m1......./s1
• InChIKey: DCHJOVNPPSBWHK-UXXUFHFZSA-N

名称和登记号

名称

• IUPAC标准名: (1R,3S,5R,8R,10R,11S,12S,13R,14S)-8,12,14-trihydroxy-5-methyl-11,13-bis(methylamino)-2,4,9-trioxatricyclo[8.4.0.0^3,^8]tetradecan-7-one pentahydrate dihydrochloride
• IUPAC传统名: prospec pentahydrate dihydrochloride
• 别名: 大观霉素 二盐酸盐 五水合物; 壮观霉素 二盐酸盐 五水合物; Spectinomycin dihydrochloride pentahydrate

登记号

• CAS号: 22189-32-8
• EC号: 244-554-3
• MDL号: MFCD00150886
• Beilstein号: 5684150
• PubChem SID: 24899474; 24899581; 24899822; 24899532; 162227088; 24888387
• PubChem CID: 30971

理论计算性质

• Acid pKa: 8.576982
• 质子受体: 9
• 质子供体: 5
• LogD (pH = 5.5): -5.963829
• LogD (pH = 7.4): -3.421742
• Log P: -2.3693373
• 摩尔折射率: 75.4362 cm^3
• 极化性: 31.587643 Å^3
• 极化表面积: 129.51 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL, clear, faintly yellow
• 外观: powder

安全信息

• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98.0% (AT)
• 级别: Biotechnology Performance Certified; VETRANAL™, analytical standard
• 成盐信息: 2 HCl, 5 H2O
• 药效: ≥603 μg per mg
• 适用性: cell culture tested; suitable for cell culture
• 杂质: endotoxin, tested
• 无菌消毒: γ-irradiated
• Empirical Formula (Hill Notation): C14H24N2O7 · 2HCl · 5H2O
• 分类: Rare Genuine Natural Compounds

详细说明

Sigma Aldrich - 85555

Other Notes
Aminoglycoside antibiotic. Interaction of antibiotics with functional sites in 16S ribosomal RNA5
Application
Spectinomycin is used in antibiotic resistance and sensitivity studies in various species such as Escherichia coli, Borrelia burgdorferi, and Neisseria gonorrhoeae 1,2,3.
Biochem/physiol Actions
Spectinomycin binds to the 30S subunit of the bacterial ribosome thereby inhibiting protein synthesis 4.

Sigma Aldrich - S1317

Biochem/physiol Actions
作用方式：通过干扰肽基 tRNA 的转位抑制蛋白质合成（延伸）。 抗菌谱：革兰氏阴性和革兰氏阳性菌（仅包括淋球菌）。 抗性机理：rpsE（核糖体蛋白 S5 的基因）的突变可阻止壮观霉素的结合。
Spectinomycin is a broad spectrum antibiotic that inhibits protein synthesis (elongation) by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Resistance to spectinomycin is conferred by aminoglycoside-3′-adenyltransferase gene (aadA). It is effective against Gram-negative and Gram-positive bacteria. Mutation in rpsE (the gene for ribosomal protein S5) prevents binding of spectinomycin.
Application
Spectinomycin is an aminocyclitol antibiotic produced by Streptomyces spectabilis. It is used to treat acute gonorrheal urethritis and proctitis in the male and acute gonorrheal cervicitis and proctitis in the female1. It is used to mark cell layers in order to monitor cell fate during leaf development2. Spectinomycin is used as a selection marker in plant related transformation systems for plant cells that contain the marker gene Spcr. Spectinomycin is also used for amplification of low copy number plasmid carrying replicons such as Col E1, pMB1 (pBR322 and its derivatives), and p15A/rep (pACYC and its derivatives). The replication of these plasmids relies on long-lived enzymes supplied by the host. Addition of spectinomycin to the plasmid containing cells inhibits replication of the host, while the plasmids continue to replicate for 10-15 hours. The copy number of the plasmid can increase 100-fold, from 20-30 copies to 3000 copies as in the case of ColE1. Spectinomycin is used to study respiratory tract infections of cattle caused by Pasteurella multocida and Mannheimia haemolytica3. Spectinomycin dihydrochloride pentahydrate has been used to generate plants deficient for the plastid-encoded RNA polymerase (PEP) on MS-agar medium4.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - S4014

Application
Recommended for use in cell culture applications at 7.5-20 mg/L and as a selection agent for transformed plant cells that contain the selectable marker gene Spcr.
Biochem/physiol Actions
作用方式：通过干扰肽基 tRNA 的转位抑制蛋白质合成（延伸）。 抗菌谱：革兰氏阴性和革兰氏阳性菌（仅包括淋球菌）。 抗性机理：rpsE（核糖体蛋白 S5 的基因）的突变可阻止壮观霉素的结合。
Reconstitution
Prepare stock solutions should be prepared (water 10 mg/ml) and filter sterilized. Stock solutions can be stored at 2-8 °C for several weeks or at -20 °C for extended periods.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - S2647

Biochem/physiol Actions
作用方式：通过干扰肽基 tRNA 的转位抑制蛋白质合成（延伸）。 抗菌谱：革兰氏阴性和革兰氏阳性菌（仅包括淋球菌）。 抗性机理：rpsE（核糖体蛋白 S5 的基因）的突变可阻止壮观霉素的结合。
Reconstitution
直接在小瓶中用无菌水配制储存液 (10mg/mL)。储存液在 2-8°C 下可保存数周，在 -20°C 下可长期保存。
Application
Spectinomycin dihydrochloride pentahydrate is an antibiotic used as a selection agent in molecular biological and microbiological applications.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - S9007

Application
Used as a selection agent for transformed plant cells that contain the selectable marker gene Spcr and to inhibit bacterial protein synthesis at the level of peptidy tRNA translocation.
Biochem/physiol Actions
作用方式：通过干扰肽基 tRNA 的转位抑制蛋白质合成（延伸）。 抗菌谱：革兰氏阴性和革兰氏阳性菌（仅包括淋球菌）。 抗性机理：rpsE（核糖体蛋白 S5 的基因）的突变可阻止壮观霉素的结合。
Spectinomycin is a broad spectrum antibiotic that inhibits protein synthesis (elongation) by binding to the bacterial 30S ribosomal subunit and interfering with peptidyl tRNA translocation. Resistance to spectinomycin is conferred by aminoglycoside-3′-adenyltransferase gene (aadA). It is effective against Gram-negative and Gram-positive bacteria. Mutation in rpsE (the gene for ribosomal protein S5) prevents binding of spectinomycin.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 46738

法律信息
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