(2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol

• ChemBase编号: 133018
• 分子式: C20H37N3O13
• 平均质量: 527.52008
• 单一同位素质量: 527.23263826
• SMILES: CN[C@H]1C[C@H]([C@@H]([C@H]([C@@H]1O)O[C@H]1[C@@H]2[C@H]([C@H]([C@H](O1)CO)O)O[C@]1(O2)[C@@H]([C@H]([C@H]([C@H](O1)[C@@H](CO)N)O)O)O)O)N
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](N)C[C@@H]([C@H]2O)NC)[C@@H]2[C@H]([C@H]1O)O[C@@]1(O2)O[C@H]([C@@H](CO)N)[C@@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C20H37N3O13/c1-23-7-2-5(21)9(26)15(10(7)27)33-19-17-16(11(28)8(4-25)32-19)35-20(36-17)18(31)13(30)12(29)14(34-20)6(22)3-24/h5-19,23-31H,2-4,21-22H2,1H3/t5-,6-,7+,8-,9+,10-,11+,12-,13+,14-,15-,16+,17+,18-,19+,20+/m1/s1
• InChIKey: GRRNUXAQVGOGFE-XKIAHZFYSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
• IUPAC传统名: (2S,3'R,3aS,4S,4'S,5'R,6R,6'R,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1R)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol
• 别名: 潮霉素 B 来源于吸水链霉菌; 潮霉素 B 溶液 来源于吸水链霉菌; Hygromycin B from Streptomyces hygroscopicus; Hygromycin B solution from Streptomyces hygroscopicus

登记号

• CAS号: 31282-04-9
• EC号: 250-545-5
• MDL号: MFCD06795479
• Beilstein号: 6755837
• PubChem SID: 24895568; 24895807; 162227295; 24895698; 24895410
• PubChem CID: 23777801

理论计算性质

• Acid pKa: 11.410827
• 质子受体: 16
• 质子供体: 11
• LogD (pH = 5.5): -14.653606
• LogD (pH = 7.4): -10.57404
• Log P: -6.549424
• 摩尔折射率: 114.0538 cm^3
• 极化性: 48.133503 Å^3
• 极化表面积: 272.06 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: soluble50 mg/mL (As a stock solution. Stock solutions should be stored at 2-8°C. Stable at 37°C for 30 days.)
• 外观: lyophilized powder; powder

安全信息

• RTECS编号: WK2130000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2810; 3462
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 1
• 危险公开号: 26/27/28-41-42/43
• 安全公开号: 22-26-28-36/37/39-45; 23-26-28-36/37/39-45
• GHS危险品标识: GHS05; GHS06; GHS08
• GHS警示词: Danger
• GHS危险声明: H300 +H310 + H330-H318-H334; H301 + H311-H318-H330-H334
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350; P260-P280-P284-P301 + P310-P305 + P351 + P338-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 1; UN 3462 6.1/PG 1
• 保存温度: 2-8°C

产品相关信息

• 纯度: ~65% (HPLC); ≥60% (HPAE); ≥90% (HPLC)
• 浓度: ~100 mg/mL in H2O; 45-60 mg/mL in H2O
• 适用性: plant cell culture tested; suitable for cell culture; suitable for insect cell culture
• 无菌消毒: 0.22 μm filtered; γ-irradiated
• 提纯方法: ion-exchange chromatography
• Empirical Formula (Hill Notation): C20H37N3O13

详细说明

Sigma Aldrich - H0654

Application
在许多细胞培养应用中，潮霉素已用于在转移潮霉素磷酸转移酶基因后选择耐药稳定的转染子。
Hygromycin B is an aminoglycoside antibiotic produced by the bacterium Streptomyces hygroscopicus that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis. It is used for the selection and maintenance of prokaryotic and eukaryotic cells that contain the hygromycin resistance gene. It is used in gene transfer experiments as a selection agent. Product H0654 is a solution that comes ≥60% (HPAE) and 45-60 mg/mL in H2O.
Biochem/physiol Actions
抗菌剂和抗真菌剂。作用方式：在原核生物和真核生物中，通过诱导 mRNA 模板的误读而抑制蛋白质合成。它可选择性透入因病毒感染而变得可渗透的细胞。

Sigma Aldrich - H5527

Application
在许多细胞培养应用中，潮霉素已用于在转移潮霉素磷酸转移酶基因后选择耐药稳定的转染子。
Hygromycin B is an aminoglycoside antibiotic produced by the bacterium Streptomyces hygroscopicus that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis. It is used for the selection and maintenance of prokaryotic and eukaryotic cells that contain the hygromycin resistance gene. It is used in gene transfer experiments as a selection agent. Product H5527 is a solution that is ≥60% (HPAE), 45-60 mg/mL in H2O, and γ-irradiated .
Biochem/physiol Actions
抗菌剂和抗真菌剂。作用方式：在原核生物和真核生物中，通过诱导 mRNA 模板的误读而抑制蛋白质合成。它可选择性透入因病毒感染而变得可渗透的细胞。
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - H3274

Biochem/physiol Actions
Mode of Action: Blocks polypeptide synthesis and inhibits elongation. For use in the selection and maintenance of prokaryotic and eukaryotic cells.
Preparation Note
通过离子交换色谱纯化
Application
Use to study protein synthesis at the level of 70S ribosome translocation and mRNA template misreading. Use as a selection agent for hygromycin resistance gene transformed cells. Recommended for use as a selection agent at 100-800 μg/mL.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - H7772

Biochem/physiol Actions
Mode of Action: Blocks polypeptide synthesis and inhibits elongation. For use in the selection and maintenance of prokaryotic and eukaryotic cells.
Application
Hygromycin B is an aminoglycoside antibiotic produced by the bacterium Streptomyces hygroscopicus that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis. It is used for the selection and maintenance of prokaryotic and eukaryotic cells that contain the hygromycin resistance gene. It is used in gene transfer experiments as a selection agent1,2,3.
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 56685

Biochem/physiol Actions
Mode of Action: Blocks polypeptide synthesis and inhibits elongation. For use in the selection and maintenance of prokaryotic and eukaryotic cells.
Other Notes
Specifically inhibits protein synthesis at translocation1; Purification of hygromycin B phosphotransferase by affinity column chromatography2

Sigma Aldrich - H9773

Biochem/physiol Actions
Mode of Action: Blocks polypeptide synthesis and inhibits elongation. For use in the selection and maintenance of prokaryotic and eukaryotic cells.
Application
Hygromycin B is used in molecular biology as a selection agent for plant cells transformed with selectable marker genes such as hygromycin phosphotransferase (hpt).
Protocols & Applications
Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

Sigma Aldrich - 56682

Application
在许多细胞培养应用中，潮霉素已用于在转移潮霉素磷酸转移酶基因后选择耐药稳定的转染子。
Biochem/physiol Actions
抗菌剂和抗真菌剂。作用方式：在原核生物和真核生物中，通过诱导 mRNA 模板的误读而抑制蛋白质合成。它可选择性透入因病毒感染而变得可渗透的细胞。