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)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-40

Safety Statements 

24/25

RIDADR 

3249

WGK Germany 

3

RTECS 

AU7355000

F 

3-8-10

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29419090

Toxicity

LD50 oral in guinea pig: 600mg/kg

MSDS

• Language:English Provider:SigmaAldrich

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

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