CAS Number58-58-2
SynonymsPUROMYCIN; EINECS 200-387-8; MFCD00067313; L-3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine Dihydrochloride; PUROMYCIN HYDROCHLORIDE; Puromycin dihydrochloride; L-3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; (S)-3'-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine; puromycinum [INN_la]; 6-Dimethylamino-9-[3-deoxy-3-(p-methoxy-L-phenylalanylamino)-b-D-ribofuranosyl]-b-purine; P 638 dihydrochloride; 3'-{(E)-[(2S)-2-Amino-1-hydroxy-3-(4-methoxyphenyl)propylidene]amino}-3'-deoxy-N,N-dimethyladenosine; 3123-L; 3'-Deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine dihydrochloride; 3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; 3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyl
Molecular FormulaC22H31Cl2N7O5
Molecular Weight544.43
Purity≥98 (HPLC)%
Density1.5±0.1 g/cm3
Melting Point168-170℃
Appearancepowder
EINECS200-387-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 58-58-2 |
| Catalog No. | 2A-9012197 |
| Chinese Name | 嘌呤霉素二盐酸盐 |
| Synonyms | PUROMYCIN; EINECS 200-387-8; MFCD00067313; L-3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine Dihydrochloride; PUROMYCIN HYDROCHLORIDE; Puromycin dihydrochloride; L-3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; (S)-3'-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine; puromycinum [INN_la]; 6-Dimethylamino-9-[3-deoxy-3-(p-methoxy-L-phenylalanylamino)-b-D-ribofuranosyl]-b-purine; P 638 dihydrochloride; 3'-{(E)-[(2S)-2-Amino-1-hydroxy-3-(4-methoxyphenyl)propylidene]amino}-3'-deoxy-N,N-dimethyladenosine; 3123-L; 3'-Deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine dihydrochloride; 3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyladenosine; 3'-(a-Amino-p-methoxyhydrocinnamamido)-3'-deoxy-N,N-dimethyl |
| Molecular Formula | C22H31Cl2N7O5 |
| Molecular Weight | 544.43 |
| Purity | ≥98 (HPLC) |
| Density | 1.5±0.1 g/cm3 |
| Melting Point | 168-170℃ |
| Appearance | powder |
| Water Solubility | H2O: soluble50mg/mL (Sterilize stock solution by f |
| Storage Condition | This product should be sealed with argon gas and s |
| Packaging | III |
| Application | Puromycin dihydrochloride is the dihydrochloride salt of puromycin. Puromycin is an aminoglycoside antibiotic that inhibits protein synthesis. |
| EINECS | 200-387-8 |
| PubChem ID | 24898984 |
| MDL Number | MFCD00012691 |
| SMILES | Cl.Cl.COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)n3cnc4c(ncnc34)N(C)C)cc1 |
| InChI | 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 |
| InChI Key | MKSVFGKWZLUTTO-FZFAUISWSA-N |
| Beilstein/REAXYS | 3853613 |
| NACRES Code | NA.76 |
| UNSPSC | 12352207 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12197_1_58_58_2.pdf |
| Bioactivity | Puromycin dihydrochloride is the dihydrochloride salt of puromycin. Puromycin is an aminoglycoside antibiotic that inhibits protein synthesis. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Natural Products >> Others Research Areas >> Infection In Vitro Puromycin blocks protein synthesis after aminoacyl-sRNA formation, and at the same time it leads to the accumulation of small peptides. Both of these effects appear to be due to the splitting of ribosome-bound peptidyl-sRNA,4 which results in release of incomplete peptide chains.[1]. Puromycin, an analog of the 3' end of aminoacyl-tRNA, causes premature termination of translation by being linked non-specifically to growing polypeptide chains. Puromycin has two modes of inhibitory action. The first is by acting as an acceptor substrate which attacks peptidyl-tRNA in the P site to form a nascent peptide. The second is by competing with aminoacyl-tRNA for binding to the A' site[2]. When used in minimal amounts, puromycin incorporation in neosynthesized proteins reflects directly the rate of mRNA translation in vitro. Puromycin immunodetection is an advantageous alternative to radioactive amino acid labeling. It allows the direct evaluation of translation activity in single cells by immunofluorescence microscopy and in heterogenous populations of cells by fluorescenceactivated cell sorting[3]. References [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. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Melting Point 168-170℃ Molecular Formula C22H31Cl2N7O5 Molecular Weight 544.43 PSA 160.88000 LogP 0.93 Index of Refraction 1.701 InChIKey MXJUOYXSYWPMAR-IHFNEQFUSA-N SMILES COc1ccc(CC(N)C(=O)NC2C(CO)OC(n3cnc4c(N(C)C)ncnc43)C2O)cc1.Cl Storage condition −20°C Stability Stable. Heat sensitive. Incompatible with strong oxidizing agents. Water Solubility H2O: soluble50mg/mL (Sterilize stock solution by filtration using 0.22 μm filter then store in aliquots at 20 °C.) | Soluble in water |
| Use of | Puromycin dihydrochloride is the dihydrochloride salt of puromycin. Puromycin is an aminoglycoside antibiotic that inhibits protein synthesis. Properties Articles88 Name Puromycin dihydrochloride hydrate Synonym More Synonyms Puromycin 2HCl Biological Activity Description Puromycin dihydrochloride is the dihydrochloride salt of puromycin. Puromycin is an aminoglycoside antibiotic that inhibits protein synthesis. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Natural Products >> Others Research Areas >> Infection In Vitro Puromycin blocks protein synthesis after aminoacyl-sRNA formation, and at the same time it leads to the accumulation of small peptides. Both of these effects appear to be due to the splitting of ribosome-bound peptidyl-sRNA,4 which results in release of incomplete peptide chains.[1]. Puromycin, an analog of the 3' end of aminoacyl-tRNA, causes premature termination of translation by being linked non-specifically to growing polypeptide chains. Puromycin has two modes of inhibitory action. The first is by acting as an acceptor substrate which attacks peptidyl-tRNA in the P site to form a nascent peptide. The second is by competing with aminoacyl-tRNA for binding to the A' site[2]. When used in minimal amounts, puromycin incorporation in neosynthesized proteins reflects directly the rate of mRNA translation in vitro. Puromycin immunodetection is an advantageous alternative to radioactive amino acid labeling. It allows the direct evaluation of translation activity in single cells by immunofluorescence microscopy and in heterogenous populations of cells by fluorescenceactivated cell sorting[3]. References [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. Chemical & Physical Properties PSA 160.88000 Index of Refraction 1.701 InChIKey MXJUOYXSYWPMAR-IHFNEQFUSA-N Stability Stable. Heat sensitive. Incompatible with strong oxidizing agents. |
| Transport Info | Product 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)propionamide dihydrochloride |
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