Framycetin (Neomycin B; Fradiomycin B)

别名: Neomycin B Fradiomycin B Actilin Soframycin 新霉素B六乙酸酯; 硫酸弗兰西汀;新霉素 B;新霉素标液;新霉素乙硫酸(硫酸新霉素B);新霉素溶液;硫酸弗兰西汀(新霉素B);新霉素B
目录号: V19868 纯度: ≥98%
Framycetin(Neomycin B;Fradiomycin B)是氨基糖苷类抗生素,是一种有效的 RNase P 裂解活性抑制剂,Ki 为 35 μM。
Framycetin (Neomycin B; Fradiomycin B) CAS号: 119-04-0
产品类别: New1
产品仅用于科学研究,不针对患者销售
规格 价格
500mg
1g
Other Sizes

Other Forms of Framycetin (Neomycin B; Fradiomycin B):

  • 新霉素 B 硫酸盐
  • 硫酸新霉素
点击了解更多
InvivoChem产品被CNS等顶刊论文引用
纯度/质量控制文件

纯度: ≥98%

产品描述
新霉素 B(Neomycin B;Fradiomycin B)是一种氨基糖苷类抗生素,是一种有效的 RNase P 裂解活性抑制剂,Ki 为 35 μM。它是由弗拉迪链霉菌产生的新霉素的成分。它可以增强腺样体炎局部抗菌治疗的效果。它也用于烧伤治疗。
生物活性&实验参考方法
体外研究 (In Vitro)
pH值对新霉素B(又称新霉素B或夫雷霉素B)对RNase P RNA的抑制作用有影响,pH值升高会抵消其他系统的抑制作用[1]。人类和细胞核糖体翻译被新霉素B抑制。 5"-其氮基新霉素Fold B和新霉素B选择性抑制成熟miRNA的产生,增强转录因子,抑制HCC细胞系的右侧[2]。新霉素B与RNA的结构基序序列基序有主要同源性目标是16S rRNA解码位点,但它也与HIV-1锤头核酶、Rev反应元件和I族内含子结合,抑制它们的生物学功能[3]。这个过程导致误读遗传密码并抑制核糖体靶位点是 16 S rRNA 的 1400 至 1500 区域[4]。
药代性质 (ADME/PK)
Metabolism / Metabolites
Neomycin undergoes minimal biotransformation after parenteral administration. Elimination Pathway: The small amount of absorbed drug is rapidly distributed in tissues and excreted via the kidneys, depending on renal function. Half-life: 2 to 3 hours
毒性/毒理 (Toxicokinetics/TK)
Toxicity Summary
Aminoglycoside antibiotics such as neomycin can bind "irreversibly" to specific 30S subunit proteins and 16S rRNA. Specifically, neomycin binds to four nucleotides of the 16S rRNA and one amino acid of the S12 protein. This interferes with the decoding site near nucleotide 1400 in the 30S subunit 16S rRNA. This region interacts with the wobble base in the tRNA anticodon. This leads to interference with the initiation complex, mRNA misreading, resulting in the insertion of incorrect amino acids into the polypeptide chain, leading to the production of nonfunctional or toxic peptides, and the breakdown of polyribosomes into nonfunctional monomeric ribosomes. Pregnancy and Lactation Effects ◉ Overview of Lactation Use While there is currently no information regarding the secretion of neomycin into breast milk, the amount of other aminoglycoside antibiotics secreted into breast milk is minimal. Newborns appear to absorb small amounts of aminoglycoside antibiotics, but their serum concentrations are far lower than those achieved when treating neonatal infections, making systemic effects of neomycin unlikely. Older infants are expected to absorb less neomycin. Closely monitor the infant's gut microbiota for potential effects such as diarrhea, candidiasis (e.g., thrush, diaper rash), or rare hematochezia, which may indicate antibiotic-associated colitis. Oral, topical, ophthalmic, or otopathic neomycin concentrations in breast milk should be extremely low, posing negligible risk to the infant; however, nipple application may increase the risk of diarrhea in the infant. Only water-soluble creams or gels should be applied to the breast, as ointments may expose the infant to high concentrations of mineral oil through licking. ◉ Effects on breastfed infants: No published information found as of the revision date. ◉ Effects on lactation and breast milk: No published information found as of the revision date.
Toxicity Data
LD50: 200 mg/kg (rat) (A308)
参考文献

[1]. Inhibition of RNase P RNA Cleavage by Aminoglycosides. Proc Natl Acad Sci U S A. 1999 May 25;96(11):6155-60.

[2]. Small Molecule Targeting of a MicroRNA Associated with Hepatocellular Carcinoma. ACS Chem Biol. 2016 Feb 19;11(2):375-80.

[3]. Monovalent ion dependence of neomycin B binding to an RNA aptamer characterized by spectroscopic methods. Chembiochem. 2007 Jul 9;8(10):1137-45.

[4]. Antibiotic inhibition of RNA catalysis: neomycin B binds to the catalytic core of the td group I intron displacing essential metal ions. J Mol Biol. 1998 Sep 25;282(3):557-69.

其他信息
Framycetin is a tetracyclic antibacterial agent derived from neomycin, and is a glycoside ester of neomycin amine and neomycin B. It possesses multiple functions, including antibacterial activity, allergen status, and being a metabolite of E. coli. It is the conjugate base of Framycetin (6+). Neomycin is produced by Streptomyces fradiae. Hydrolysis yields neomycin amine and neomycin B. (From Merck Index, 11th edition) Neomycin has also been reported in soybean (Glycine max), Streptomyces albus, and other microorganisms with relevant data. Framycetin is an aminoglycoside antibiotic isolated from Streptomyces lavendulae (decaris), with neomycin B as its main component, exhibiting broad-spectrum antibacterial activity. Framycetin is primarily used as a topical preparation, with low absorption. Parenteral administration can cause nephrotoxicity and ototoxicity. Neomycin is a component of Streptomyces fradiae. Hydrolysis yields neomycin amine and neomycin B. (From Merck Index, 11th edition). Neomycin is a bactericidal aminoglycoside antibiotic that binds to the 30S ribosomes of susceptible bacteria. This binding interferes with both the mRNA binding site and the receptor tRNA site, resulting in the production of nonfunctional or toxic peptides. See also: Neomycin (note moved to) Neomycin sulfate (note moved to).
Indications
For the treatment of bacterial blepharitis, bacterial conjunctivitis, corneal injury, corneal ulceration, and meibomianitis. For the prevention of ocular infection after foreign body removal. Mechanism of Action Flamexetine binds to specific 30S subunit proteins and 16S rRNA, binding four nucleotides of the 16S rRNA and one amino acid of the S12 protein. This interferes with the decoding site near nucleotide 1400 in the 30S subunit 16S rRNA. This region interacts with the wobble base in the tRNA anticodon. This leads to interference with the initiation complex, misreading of the mRNA, inserting incorrect amino acids into the polypeptide chain, producing nonfunctional or toxic peptides, and causing polyribosomes to break down into nonfunctional monomeric ribosomes. Pharmacodynamics Flamexetine is used to treat bacterial eye infections, such as conjunctivitis. Flamexetine is an antibiotic. It is ineffective against fungi, viruses, and most anaerobes. Flamexetine's mechanism of action is to bind to the bacterial 30S ribosomal subunit, causing tRNA misreading and preventing the bacteria from synthesizing proteins essential for their growth. Flamexetine is primarily used to treat aerobic bacterial infections.
*注: 文献方法仅供参考, InvivoChem并未独立验证这些方法的准确性
化学信息 & 存储运输条件
分子式
C23H46N6O13
分子量
614.64374
精确质量
614.312
CAS号
119-04-0
相关CAS号
Framycetin sulfate;4146-30-9;Neomycin sulfate;1405-10-3
PubChem CID
8378
外观&性状
Colorless to light yellow liquid
密度
1.61 g/cm3
沸点
927.1ºC at 760 mmHg
熔点
6 °C (sulfate form)
闪点
514.5ºC
折射率
1.6000 (estimate)
LogP
-9
tPSA
353.11
氢键供体(HBD)数目
13
氢键受体(HBA)数目
19
可旋转键数目(RBC)
9
重原子数目
42
分子复杂度/Complexity
872
定义原子立体中心数目
19
SMILES
C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)N)O[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O[C@@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CN)O)O)N)O)O)N
InChi Key
PGBHMTALBVVCIT-KNSIFCLBSA-N InChi Code
InChi Code
InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1
化学名
(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((2R,3S,4R,5S)-5-(((1R,2R,3S,5R,6S)-3,5-diamino-2-(((2R,3R,4R,5R,6R)-3-amino-6-(aminomethyl)-4,5-dihydroxytetrahydro-2H-pyran-2-yl)oxy)-6-hydroxycyclohexyl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)tetrahydro-2H-pyran-3,4-diol
别名
Neomycin B Fradiomycin B Actilin Soframycin
HS Tariff Code
2934.99.9001
存储方式

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

运输条件
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
溶解度数据
溶解度 (体外实验)
H2O : ~100 mg/mL (~162.70 mM)
DMSO : ~50 mg/mL (~81.35 mM)
溶解度 (体内实验)
配方 1 中的溶解度: ≥ 2.5 mg/mL (4.07 mM) (饱和度未知) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液。
例如,若需制备1 mL的工作液,可将100 μL 25.0 mg/mL澄清DMSO储备液加入到400 μL PEG300中,混匀;然后向上述溶液中加入50 μL Tween-80,混匀;加入450 μL生理盐水定容至1 mL。
*生理盐水的制备:将 0.9 g 氯化钠溶解在 100 mL ddH₂O中,得到澄清溶液。

配方 2 中的溶解度: ≥ 2.5 mg/mL (4.07 mM) (饱和度未知) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液。
例如,若需制备1 mL的工作液,可将 100 μL 25.0 mg/mL澄清DMSO储备液加入900 μL 20% SBE-β-CD生理盐水溶液中,混匀。
*20% SBE-β-CD 生理盐水溶液的制备(4°C,1 周):将 2 g SBE-β-CD 溶解于 10 mL 生理盐水中,得到澄清溶液。

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配方 3 中的溶解度: ≥ 2.5 mg/mL (4.07 mM) (饱和度未知) in 10% DMSO + 90% Corn Oil (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液。
例如,若需制备1 mL的工作液,可将 100 μL 25.0 mg/mL 澄清 DMSO 储备液加入到 900 μL 玉米油中并混合均匀。


配方 4 中的溶解度: 120 mg/mL (195.24 mM) in PBS (这些助溶剂从左到右依次添加,逐一添加), 澄清溶液; 超声助溶.

请根据您的实验动物和给药方式选择适当的溶解配方/方案:
1、请先配制澄清的储备液(如:用DMSO配置50 或 100 mg/mL母液(储备液));
2、取适量母液,按从左到右的顺序依次添加助溶剂,澄清后再加入下一助溶剂。以 下列配方为例说明 (注意此配方只用于说明,并不一定代表此产品 的实际溶解配方):
10% DMSO → 40% PEG300 → 5% Tween-80 → 45% ddH2O (或 saline);
假设最终工作液的体积为 1 mL, 浓度为5 mg/mL: 取 100 μL 50 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中,混合均匀/澄清;向上述体系中加入50 μL Tween-80,混合均匀/澄清;然后继续加入450 μL ddH2O (或 saline)定容至 1 mL;

3、溶剂前显示的百分比是指该溶剂在最终溶液/工作液中的体积所占比例;
4、 如产品在配制过程中出现沉淀/析出,可通过加热(≤50℃)或超声的方式助溶;
5、为保证最佳实验结果,工作液请现配现用!
6、如不确定怎么将母液配置成体内动物实验的工作液,请查看说明书或联系我们;
7、 以上所有助溶剂都可在 Invivochem.cn网站购买。
制备储备液 1 mg 5 mg 10 mg
1 mM 1.6270 mL 8.1348 mL 16.2697 mL
5 mM 0.3254 mL 1.6270 mL 3.2539 mL
10 mM 0.1627 mL 0.8135 mL 1.6270 mL

1、根据实验需要选择合适的溶剂配制储备液 (母液):对于大多数产品,InvivoChem推荐用DMSO配置母液 (比如:5、10、20mM或者10、20、50 mg/mL浓度),个别水溶性高的产品可直接溶于水。产品在DMSO 、水或其他溶剂中的具体溶解度详见上”溶解度 (体外)”部分;

2、如果您找不到您想要的溶解度信息,或者很难将产品溶解在溶液中,请联系我们;

3、建议使用下列计算器进行相关计算(摩尔浓度计算器、稀释计算器、分子量计算器、重组计算器等);

4、母液配好之后,将其分装到常规用量,并储存在-20°C或-80°C,尽量减少反复冻融循环。

计算器

摩尔浓度计算器可计算特定溶液所需的质量、体积/浓度,具体如下:

  • 计算制备已知体积和浓度的溶液所需的化合物的质量
  • 计算将已知质量的化合物溶解到所需浓度所需的溶液体积
  • 计算特定体积中已知质量的化合物产生的溶液的浓度
使用摩尔浓度计算器计算摩尔浓度的示例如下所示:
假如化合物的分子量为350.26 g/mol,在5mL DMSO中制备10mM储备液所需的化合物的质量是多少?
  • 在分子量(MW)框中输入350.26
  • 在“浓度”框中输入10,然后选择正确的单位(mM)
  • 在“体积”框中输入5,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案17.513 mg出现在“质量”框中。以类似的方式,您可以计算体积和浓度。

稀释计算器可计算如何稀释已知浓度的储备液。例如,可以输入C1、C2和V2来计算V1,具体如下:

制备25毫升25μM溶液需要多少体积的10 mM储备溶液?
使用方程式C1V1=C2V2,其中C1=10mM,C2=25μM,V2=25 ml,V1未知:
  • 在C1框中输入10,然后选择正确的单位(mM)
  • 在C2框中输入25,然后选择正确的单位(μM)
  • 在V2框中输入25,然后选择正确的单位(mL)
  • 单击“计算”按钮
  • 答案62.5μL(0.1 ml)出现在V1框中
g/mol

分子量计算器可计算化合物的分子量 (摩尔质量)和元素组成,具体如下:

注:化学分子式大小写敏感:C12H18N3O4  c12h18n3o4
计算化合物摩尔质量(分子量)的说明:
  • 要计算化合物的分子量 (摩尔质量),请输入化学/分子式,然后单击“计算”按钮。
分子质量、分子量、摩尔质量和摩尔量的定义:
  • 分子质量(或分子量)是一种物质的一个分子的质量,用统一的原子质量单位(u)表示。(1u等于碳-12中一个原子质量的1/12)
  • 摩尔质量(摩尔重量)是一摩尔物质的质量,以g/mol表示。
/

配液计算器可计算将特定质量的产品配成特定浓度所需的溶剂体积 (配液体积)

  • 输入试剂的质量、所需的配液浓度以及正确的单位
  • 单击“计算”按钮
  • 答案显示在体积框中
动物体内实验配方计算器(澄清溶液)
第一步:请输入基本实验信息(考虑到实验过程中的损耗,建议多配一只动物的药量)
第二步:请输入动物体内配方组成(配方适用于不溶/难溶于水的化合物),不同的产品和批次配方组成不同,如对配方有疑问,可先联系我们提供正确的体内实验配方。此外,请注意这只是一个配方计算器,而不是特定产品的确切配方。
+
+
+

计算结果:

工作液浓度 mg/mL;

DMSO母液配制方法 mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL)。如该浓度超过该批次药物DMSO溶解度,请首先与我们联系。

体内配方配制方法μL DMSO母液,加入 μL PEG300,混匀澄清后加入μL Tween 80,混匀澄清后加入 μL ddH2O,混匀澄清。

(1) 请确保溶液澄清之后,再加入下一种溶剂 (助溶剂) 。可利用涡旋、超声或水浴加热等方法助溶;
            (2) 一定要按顺序加入溶剂 (助溶剂) 。

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CTID: null
Phase: Phase 4    Status: Completed
Date: 2012-03-14
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CTID: null
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