(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 dihydrochloride 3'-[[(2S)-2-氨基-3-(4-甲氧基苯基)-1-氧丙基]氨基]-3'-脱氧-N,N-二甲基-腺苷二盐酸盐

CAS 58-58-2 MFCD00012691

化学结构图

58-58-2
SMILES: COc1ccc(C[C@H](N)C(=O)N[C@@H]2[C@@H](CO)O[C@@H](n3cnc4c(N(C)C)ncnc43)[C@@H]2O)cc1.Cl.Cl

化学属性

Mol. FormulaC22H31Cl2N7O5
Mol. Weight544
TSCANo
Melting Point168-178
SolubilitySoluble in water (50 mg/ml), ethanol (~1 mg/ml), DMSO (~13 mg/ml), DMF (~14 mg/ml), and PBS, pH 7.2 (~10 mg/ml).
Stability对热敏感

别名和识别编码

Chemical Name(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 dihydrochloride
Synonym Puromycin dihydrochloride 二盐酸盐 来源于白色链球菌 3'-[α-Amino-p-methoxyhydrocinnamamido]-3'-deoxy-N,N-dimethyladenosine 二盐酸盐 嘌呤霉素 二盐酸盐 来源于白色链球菌 3′-[α-Amino-p-methoxyhydrocinnamamido]-3′-deoxy-N,N-dimethyladenosine 二盐酸盐 二氢氯化嘌呤毒素 嘌呤霉素盐酸盐 Adenosine, Puromycin 嘌呤霉素二盐酸盐
CAS Number58-58-2
PubChem Substance ID443311
EC Number200-387-8
Beilstein Registry Number3853613
MDL NumberMFCD00012691
Merck Number7943
Chemical Name Translation3'-[[(2S)-2-氨基-3-(4-甲氧基苯基)-1-氧丙基]氨基]-3'-脱氧-N,N-二甲基-腺苷二盐酸盐
InChIKeyMKSVFGKWZLUTTO-FZFAUISWSA-N
Wiswesser Line NotationT56 BN DN FN HNJ IN1&1 D- BT5OTJ CQ DMVYZ1R DO1& E1Q&GH
LabNetwork Molecule IDLN01327184
Reaxys-RN3853613
InChIInChI=1S/C22H29N7O5.2ClH/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12;;/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32);2*1H/t14-,15+,16+,18+,22+;;/m0../s1
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分类

  • {SNA} Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Bioactive Small Molecules, Biochemicals and Reagents, Cell Signaling and Neuroscience, Chemical Structure Class, Gene Regulation and Expression, Genetic Marker Selection, Interferes with Protein Synthesis, L - Z, Mechanism of Action, P, Peptidyl Nucleosides, RNA-Protein Translation Inhibitors, Spectrum of Activity, 细胞生物学
  • {SNA} Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application,
  • {SNA} Antibact

产品应用

  • An aminonuclease antibiotic used for selection and maintenance of cell lines expressing a transfected pac gene.

相关文献及参考

  • Merck: 14,7943
  • Nathans, D., Gottlieb, D., Shaw, P.D. Antibiotics New York, NY , (1967) 1 , 259
  • Barbezier, N., et al., Antiprion Drugs 6-aminophenanthridine And Guanabenz Reduce PABPN1 Toxicity And Aggregation In Oculopharyngeal Muscular Dystrophy. EMBO Mol. Med. 3 , 35-49, (2011) 摘要
  • Potta SP, Liang H, Winkler J, et. al., Isolation and functional characterization of alpha-smooth muscle actin expressing cardiomyocytes from embryonic stem cells. Cell Physiol. Biochem. 25 , 595-604, (2010) 摘要
  • de la Luna, S., Ortin, J., pac gene as efficient dominant marker and reporter gene in mammalian cells. Meth. Enzymol. 216 , 376, (1992) 摘要
  • Schwertz, H., et al., Anucleate Platelets Generate Progeny. Blood 115 , 3801-9, (2010) 摘要
  • Merck: 14,7943 Beilstein: 26,IV,3704
  • Storck, S., et al., Conditional Knockout Of Nucleolin In DT40 Cells Reveals The Functional Redundancy Of Its RNA-binding Domains. Biol. Cell 101 , 153-67, (2009) 摘要
  • Myers, S.A., et al., CD47 Knockout Mice Exhibit Improved Recovery From Spinal Cord Injury. Neurobiol. Aging 42 , 21-34, (2011) 摘要

安全信息

GHS Symbol
WGK Germany3
Hazard Codes Xn
Hazard statements
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves Eyeshields, Faceshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
RTECSAU355000
Signal word
Risk Statements
Safety Statements
Precautionary statements
  • P301+P312+P330
  • P301+P312
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
Storage condition -20℃保存。 -20°C 储存温度-20°C 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 720 mg/kg
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Lungs, Thorax, or Respiration - respiratory depression
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   ABANAE Antibiotics Annual.  (New York, NY)  1953-60.  For publisher
   information, see AMACCQ.  Volume(issue)/page/year: 2,757,1954/1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 580 mg/kg
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Lungs, Thorax, or Respiration - respiratory depression
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   ABANAE Antibiotics Annual.  (New York, NY)  1953-60.  For publisher
   information, see AMACCQ.  Volume(issue)/page/year: 2,757,1954/1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 287 mg/kg
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Behavioral - muscle weakness
REFERENCE :
   ABANAE Antibiotics Annual.  (New York, NY)  1953-60.  For publisher
   information, see AMACCQ.  Volume(issue)/page/year: 2,757,1954/1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 600 mg/kg
TOXIC EFFECTS :
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Behavioral - muscle weakness
REFERENCE :
   ABANAE Antibiotics Annual.  (New York, NY)  1953-60.  For publisher
   information, see A

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 333 mg/kg
REFERENCE :
   JCLBA3 Journal of Cell Biology.  (Rockefeller Univ. Press, 1230 York Ave.,
   New York, NY 10003) V.12-    1962-  Volume(issue)/page/year: 30,13,1966

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 100 mg/kg
REFERENCE :
   FOBLAN Folia Biologica (Prague).  (Academic Press Inc. Ltd., 24-28 Oval Rd.,
   London NW1 7DX, UK) V.1-    1955-  Volume(issue)/page/year: 21,60,1975

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 333 mg/kg
REFERENCE :
   JCLBA3 Journal of Cell Biology.  (Rockefeller Univ. Press, 1230 York Ave.,
   New York, NY 10003) V.12-    1962-  Volume(issue)/page/year: 30,13,1966

其他信息

  • Puromycin 2HCl 是一种氨基核苷抗菌素，其可作为蛋白质合成的抑制剂。

系列性分类

  1. Life Science 生命科学
  2. Antibiotics 抗生素
  1. Life Science 生命科学
  2. Antibiotics 抗生素
  3. Antibiotics A to Z - Antibiotics
  4. Antibiotics N-S - Antibiotics A to Z
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. P - Bioactive Small Molecules
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Pyrroles 吡咯
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Pyrroles 吡咯
  1. Life Science 生命科学
  2. Plant Biotechnology 植物生物技术
  3. Plant Tissue Culture - Plant Biotechnology
  4. Antibiotics and Antimycotics - Plant Tissue Culture
  5. Antibiotics - Antibiotics and Antimycotics
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Antibiotics by Application
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Molecular Biology
  4. Antibiotics and Antimycotics
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Chemical Structure Class
  5. Peptides
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Mechanism of Action
  5. Interferes with DNA Synthesis
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Spectrum of Activity
  5. Antimycobacterial
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Culture
  4. Amino Acids and Vitamins
  5. Vitamins
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Gene Regulation and Expression
  5. PPAR and RXR Regulators
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Plant Biotechnology
  4. Plant Tissue Culture
  5. Antibiotics and Antimycotics
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Reagents and Supplements
  4. Amino Acids and Vitamins
  5. Vitamins
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Antibiotics by Application
  5. Chemical Structure
  6. Tetracyclines
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Antibiotics
  4. Spectrum of Activity
  5. Antibacterial
  6. A - K
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Culture
  4. Reagents and Supplements
  5. Amino Acids and Vitamins
  6. Vitamins

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