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PUROMYCIN DIHYDROCHLORIDE

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PUROMYCIN DIHYDROCHLORIDE Basic information

Product Name:
PUROMYCIN DIHYDROCHLORIDE
Synonyms:
  • Puromycin dihydrochloride hydrate,99%
  • 3’-(alpha-amino-p-methoxyhydrocinnamamido)-3’-deoxy-n,n-dimethyl-adenosin
  • adenosine,3’-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3’-deoxy-n,n-dim
  • dihydrochloride,(s)-ethyl
  • PUROMYCIN Dihydrochloride Dihydrate 96%
  • 3'-[[12-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYL-ADENOSINE 2HCL
  • 3'-[[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYLADENOSINE DIHYDROCHLORIDE
  • 3'-[[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYL-ADENOSINE 2HCL
CAS:
58-58-2
MF:
C22H30ClN7O5
MW:
507.98
EINECS:
200-387-8
Product Categories:
  • Halogenated Heterocycles ,Thiophenes ,Thiazolines/Thiazolidines
  • antibiotic
  • Bases & Related Reagents
  • Intermediates & Fine Chemicals
  • Nucleotides
  • MERREM
  • Antibiotics
  • Pharmaceuticals
  • Protein Kinase Inhibitors and Activators
Mol File:
58-58-2.mol
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PUROMYCIN DIHYDROCHLORIDE Chemical Properties

Melting point:
168-170℃
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: soluble50mg/mL (Sterilize stock solution by filtration using 0.22 μm filter then store in aliquots at 20 °C.)
form 
solution
color 
yellow-white
Water Solubility 
Soluble in water
Merck 
14,7943
BRN 
3853613
Stability:
Stable. Heat sensitive. Incompatible with strong oxidizing agents.
InChIKey
MKSVFGKWZLUTTO-NGOAXYITSA-N
EPA Substance Registry System
Adenosine, 3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-, dihydrochloride (58-58-2)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-40
Safety Statements 
24/25
RIDADR 
3249
WGK Germany 
3
RTECS 
AU7355000
3-8-10
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29419090
Toxicity
LD50 oral in guinea pig: 600mg/kg

MSDS

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PUROMYCIN DIHYDROCHLORIDE Usage And Synthesis

Description

Puromycin (58-58-2) is an aminonucleoside antibiotic derived from Streptomyces alboniger. It is a protein synthesis inhibitor that disrupts peptide transfer on ribosomes causing premature chain termination.1 It is an inhibitor of dipeptidyl-peptidase II and cytosolic alanyl aminopeptidase.2 Puromycin also inhibits protein transport in mitochondria.3

Chemical Properties

white powder

Uses

Puromycin is an aminonucleoside antibitotic. Puromycin acts as a protein synthesis inhibitor which interferes with translation by inhibiting ribosome functions. Puromycin is also a reversible inhibitor of dipeptidyl-peptidase II (serine peptidase) and cytosol alanyl aminopeptidase.

Uses

antibacterial

Uses

Puromycin dihydrochloride is the salt of puromycin, a nucleoside antibiotic isolated from Streptomyces alboniger in the 1950s as an anti-trypansomal agent with antibiotic activity. While the salt shares the same pharmacological properties as puromycin free base, its greater water solubility offers advantages in some in vitro applications. Physicochemical properties and chromatographic behaviour will depend on whether the pH is buffered. In non-pH controlled systems, the free base and salt may behave differently.

Uses

Puromycin dihydrochloride is a salt of puromycin, a nucleoside antibiotic isolated from Streptomyces alboniger in the 1950s as an anti-trypansomal agent with antibiotic activity. While the salt shares the same pharmacological properties as puromycin free base, its greater water solubility offers advantages in some in vitro applications. Physicochemical properties and chromatographic behaviour will depend on whether the pH is buffered. In non-pH controlled systems, the free base and salt may behave differently.

Uses

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

Uses

Research tool for studying protein synthesis; cell line selection agent in gene transfer experiments.

General Description

White powder.

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.

storage

-20°C

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

PUROMYCIN DIHYDROCHLORIDESupplier

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