58-58-2

Basic information

• Product Name: PUROMYCIN DIHYDROCHLORIDE
• Synonyms: Puromycin dihydrochloride hydrate,99%;PuroMycin dihydrochloride hydrate, 99% 10MG;PuroMycin dihydrochlorid;Puromycin dihydrochloride (animal free);StyloMycin dihydrochloride, CL 13900 dihydrochloride, CL16536, NSC 3055, P638 dihydrochloride.;3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-adenosine,hydrochloride (1:2);Puromycin 2HCl (S)-3'-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine dihydrochloride;Puromycin dihydrochloride (S)-3'-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine dihydrochloride
• CAS NO: 58-58-2
• Molecular Formula: C₂₂H₂₉N₇O₅*2ClH
• Molecular Weight: 544.43
• EINECS: 200-387-8
• Product Categories: Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Protein Kinase Inhibitors and Activators;MERREM;antibiotic;Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines;Antibiotics
• Mol File: 58-58-2.mol
• Article Data: 0

Chemical Properties

• Melting Point: 168-170℃
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: white powder
• Density: g/cm³
• Storage Temp.: −20°C
• Solubility: H2O: soluble50mg/mL (Sterilize stock solution by filtration usin
• Water Solubility: Soluble in water
• Stability: Stable. Heat sensitive. Incompatible with strong oxidizing agents.
• Merck: 14,7943
• BRN: 3853613
• CAS DataBase Reference: PUROMYCIN DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PUROMYCIN DIHYDROCHLORIDE(58-58-2)
• EPA Substance Registry System: PUROMYCIN DIHYDROCHLORIDE(58-58-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-40
• Safety Statements: 24/25
• RIDADR: 3249
• WGK Germany: 3
• RTECS: AU7355000
• F: 3-8-10
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 58-58-2(Hazardous Substances Data)

Usage

Description

Puromycin dihydrochloride is an aminonucleoside antibiotic derived from Streptomyces alboniger. It is a protein synthesis inhibitor that disrupts peptide transfer on ribosomes, causing premature chain termination. Puromycin dihydrochloride is also a reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase. It is a white powder and shares the same pharmacological properties as puromycin free base, with the added advantage of greater water solubility for some in vitro applications.

Uses

1. Used in Antibacterial Applications:
Puromycin dihydrochloride is used as an antibacterial agent for inhibiting bacterial growth and treating infections.
2. Used in Antitrypanosomal Applications:
Puromycin dihydrochloride is used as an anti-trypansomal agent for treating trypanosomiasis, a disease caused by the protozoan parasite Trypanosoma.
3. Used in Research and Development:
Puromycin dihydrochloride is used as a research tool for studying protein synthesis and as a cell line selection agent in gene transfer experiments.
4. Used in Cell Line Selection:
Puromycin dihydrochloride is used as a selection and maintenance agent for cell lines expressing a transfected pac gene.
5. Used in Drug Delivery Systems:
Puromycin dihydrochloride is used in the development of drug delivery systems to improve its delivery, bioavailability, and therapeutic outcomes.
6. Used in Pharmaceutical Industry:
Puromycin dihydrochloride is used as an active pharmaceutical ingredient in the development of new drugs and therapies.
7. Used in Diagnostic Applications:
Puromycin dihydrochloride is used in diagnostic applications to study the effects of protein synthesis inhibition on various cellular processes.
8. Used in Biochemical Research:
Puromycin dihydrochloride is used in biochemical research to investigate the mechanisms of protein synthesis and the role of ribosomes in translation.

Air & Water Reactions

Water soluble.

Reactivity Profile

PUROMYCIN DIHYDROCHLORIDE is sensitive to prolonged exposure to heat. . Behaves as a very weak acid in solution.

Fire Hazard

Flash point data for PUROMYCIN DIHYDROCHLORIDE are not available, but PUROMYCIN DIHYDROCHLORIDE is probably combustible.

Purification Methods

Puromycin dihydrochloride is purified by recrystallisation from H2O. The free base, [58-60-6] M 294.3, has m 175.5-177o (172-173o) (from H2O). The sulfate has m 180-187o dec (from H2O), and the picrate monohydrate has m 146-149o (from H2O). [Baker et al. J Am Chem Soc 77 1 1955, Fryth et al. J Am Chem Soc 80 3736 1958.] It is an inhibitor of aminopeptidase and terminates protein synthesis [Reboud et al. Biochemistry 20 5281 1981]. [Beilstein 26 III/IV 3704.]

References

1) Azzam and Algranati; (1973) Mechanism of puromycin action: fate of ribosomes after release of nascent polypeptide chains from polysomes; Proc. Nat. Acad. Sci. USA, 70 3866 2) Bhutani et al. (2007) Puromycin-sensitive aminopeptidase is the major peptidase responsible for digesting polyglutamine sequences by proteasomes during protein degradation; EMBO J., 26 1385 3) Price and Verner (1993) Puromycin inhibits protein import into mitochondria by interfering with an intramitochondrial ATP-dependent reaction; Biochim. Biophys. Acta, 1150 89

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