53-79-2

• 常用中文名：嘌呤霉素
• 常用英文名：PUROMYCIN
• CAS号：53-79-2
• 分子式：C₂₂H₂₉N₇O₅
• 分子量：471.510
• 相关类别： 原料药 抗生素类药物 利福霉素类药
• 发布时间：2018-03-07 08:00:00
• 更新时间：2026-07-11 12:15:49
• Puromycin 是从细菌链霉菌中分离的氨基糖苷类抗生素。 它是一种蛋白质合成抑制剂。

名称

• 中文名: 嘌呤霉素
• 英文名: puromycin
• 中文别名: 氘3-嘌呤霉素; 嘌呤霉素二盐酸盐水合物(嘌呤霉素); 嘌呤霉素二盐酸盐水合物; (S)-2-氨基-N-((2S,3S,4R,5R)-5-(6-(二甲胺基)-9H-嘌呤-9-基)-4-羟基-2-(羟甲基)四氢呋喃-3-基)-3-(4-甲氧基苯基)丙酰胺; 嘌呤酶素
• 英文别名: D3-Puromycin; C01610; p-638; nsc-3055; 3123l; 6-dimethylamino-9-(3’-(p-methoxy-l-phenylalanylamino)-beta-d-ribofuranosyl); Adenosine, 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl; puromycinum [INN_la]; 6-Dimethylamino-9-[3-deoxy-3-(p-methoxy-L-phenylalanylamino)-b-D-ribofuranosyl]-b-purine; achromycin(purinederivative); PUROMYCIN(RG); AchroMycin, StilloMycin, StyloMycin, CL 13900, 3123L, P638, BacterenoMycin; 3'-{(E)-[(2S)-2-Amino-1-hydroxy-3-(4-methoxyphenyl)propylidene]amino}-3'-deoxy-N,N-dimethyladenosine; 3123-L; 3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; Stillomycin; achromycin; (s)-3’-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3’-deoxy-n,n-dimethy; Puromycin (CL13900); 3’-(alpha-amino-p-methoxyhydrocinnamamido)-3’-deoxy-n,n-dimethyl-adenosinl; Puromycinpuromycin; PUROMYCIN //BP; stillomycin; Stylomycin; cl13; L-3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; 3’-(l-alpha-amino-p-methoxyhydrocinnamamido)-3’-deoxy-n,n-dimethyladenosine; cl16536; (S)-3'-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine; 1-mm; (S)-2-Amino-N-((2S,3S,4R,5R)-5-(6-(Dimethylamino)-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)-3-(4-methoxyphenyl)propanamide; cl13,900; 3'-Deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine; PHENYLANTHROLINE Hydrate, 1,10-(RG)

物化性质

• 密度: 1.5±0.1 g/cm3
• 熔点: 175.5-177ºC
• 分子式: C₂₂H₂₉N₇O₅
• 分子量: 471.510
• 精确质量: 471.223022
• PSA: 160.88000
• LogP: 0.93
• 折射率: 1.701
• 储存条件: 库房通风低温干燥,与氧化剂、食品添加剂分开存放

生物活性

• 描述: Puromycin 是从细菌链霉菌中分离的氨基糖苷类抗生素。 它是一种蛋白质合成抑制剂。
• 相关类别:
  信号通路 >> 抗感染 >> 细菌
  天然产物 >> 其他
  研究领域 >> 感染
• 体外研究: 嘌呤霉素在氨酰基-sRNA形成后阻断蛋白质合成,同时它导致小肽的积累。这两种效应似乎都是由于核糖体结合的肽基-sRNA的分裂,导致不完整肽链的释放[1]。嘌呤霉素是氨酰基-tRNA的3'末端的类似物,通过与生长的多肽链非特异性连接而导致翻译过早终止。嘌呤霉素具有两种抑制作用模式。第一种是通过作为受体底物,其攻击P位点中的肽基-tRNA以形成新生肽。第二种是通过与氨酰基-tRNA竞争结合A'位点[2]。当以最小量使用时,嘌呤霉素掺入新合成的蛋白质直接反映体外mRNA翻译的速率。嘌呤霉素免疫检测是放射性氨基酸标记的有利替代方案。它允许通过免疫荧光显微镜直接评估单细胞中的翻译活性,并通过荧光激活细胞分选直接评估异质细胞群[3]。
• 参考文献:

  [1]. Nathans D, et al. Puromycin inhibition of protein synthesis: incorporation of puromycin intopeptide chains. Proc Natl Acad Sci U S A. 1964 Apr;51:585-92.

  [2]. Miyamoto-Sato E, et al. Specific bonding of puromycin to full-length protein at the C-terminus. Nucleic Acids Res. 2000 Mar 1;28(5):1176-82.

  [3]. Schmidt EK, et al. SUnSET, a nonradioactive method to monitor protein synthesis. Nat Methods. 2009 Apr;6(4):275-7.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : AU7350000 CHEMICAL NAME : Adenosine, 3'-(alpha-amino-p-methoxyhydrocinnamamido)-3'-deoxy-N ,N-dimethyl-, L- CAS REGISTRY NUMBER : 53-79-2 LAST UPDATED : 199706 DATA ITEMS CITED : 17 MOLECULAR FORMULA : C22-H29-N7-O5 MOLECULAR WEIGHT : 471.58 WISWESSER LINE NOTATION : T56 BN DN FN HNJ IN1&1 D- BT5OTJ CQ DMVYZ1R DO1& E1Q HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 20 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 25 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 500 ug/kg SEX/DURATION : female 1 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Unreported DOSE : 100 mg/kg SEX/DURATION : female 7 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Parenteral DOSE : 5 ug/kg SEX/DURATION : female 1 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - other measures of fertility MUTATION DATA TYPE OF TEST : Mutation test systems - not otherwise specified TEST SYSTEM : Rodent - hamster Cells - not otherwise specified DOSE/DURATION : 50 mg/L REFERENCE : CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year: 14,57,1976

安全

• 危险品运输编码: UN 3249
• 包装等级: III
• 危险类别: 6.1(b)

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