ChemicalBook--->CAS DataBase List--->58-58-2

58-58-2

58-58-2 Structure

58-58-2 Structure
IdentificationBack Directory
[Name]

PUROMYCIN DIHYDROCHLORIDE
[CAS]

58-58-2
[Synonyms]

pdh
l-2hc
PUROMYCIN
PUROMYCIN 2HCL
-9H-purin-9-yl)
-5-(6-(dimethylamino)
tetrahydrofuran-3-yl)
puromycinhydrochloride
stylomycinhydrochloride
PUROMYCINDIHYROCHLORIDE
Puromycin 2hydrochloride
PuroMycin dihydrochlorid
-2-Amino-N-((2S,3S,4R,5R)
dihydrochloride,(s)-ethyl
PUROMYCIN DIHYDROCHLORIDE
propanamide dihydrochloride
-4-hydroxy-2-(hydroxymethyl)
Puromycin.Cellculturedtested
PUROMYCIN READY MADE SOLUTION
PUROMYCIN, CELL CULTURE TESTED
Puromycin hydrate dihydrochloride
Puromycin,Solution,CellCultureTested
Puromycin dihydrochloride hydrate,99%
Puromycin dihydrochloride (animal free)
PUROMYCIN Dihydrochloride Dihydrate 96%
PuroMycin dihydrochloride hydrate, 99% 10MG
PUROMYCIN DIHYDROCHLORIDE CELL*CULTURE T ESTED
PUROMYCIN DIHYDROCHLORIDE CELL CULTURE REAGENT
PUROMYCIN DIHYDROCHLORIDE ULTRA PURE GRADE 98+%
PUROMYCIN DIHYDROCHLORIDE FROM STREPTO-M YCES ALBO-NIGER
3’-(alpha-amino-p-methoxyhydrocinnamamido)-3’-deoxy-n,n-dimethyl-adenosin
3'-(A-AMINO-P-METHOXY-HYDOCINNAMAMIDO)-3'-DEXOY-N,N-DIMETHYLADENOSINE 2HCL
3'-(ALPHA-AMINO-P-METHOXY-HYDROCINNAMINO-3'-DEOXY-N,N-DIMETHY-ADENOSINE) 2HCL
3'-(ALPHA-AMINO-P-METHOXY-HYDROCINNAMIDO-3'-DEOXY-N,N-DIMETHYL-ADENOSINE) 2HCL
adenosine,3’-((2-amino-3-(4-methoxyphenyl)-1-oxopropyl)amino)-3’-deoxy-n,n-dim
3'-(ALPHA-AMINO-P-METHOXYHYDROCINNAMAMIDO)-3'-DEOXY-N,N-DIMETHYLADENOSINE, 2HCL
(S)-3'-[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYLADENOSINE
3'-(A-AMINO-P-METHOXYHYDROCINNAMAMIDO)-3'-DEOXY-N,N-DIMETHYLADENOSINE DIHYDROCHLORIDE
3'-[α-amino-p-methoxyhydrocinnamamido]-3'-deoxy-n,n-dimethyladenosine dihydrochloride
3'-[[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYL-ADENOSINE 2HCL
3'-(ALPHA-AMINO-P-METHOXYHYDROCINNAMADIO)-3'-DEOXY-N,N-DIMETHYLADENOSINE DIHYDROCHLORIDE
3'-[ALPHA-AMINO-P-METHOXYHYDROCINNAMAMIDO]-3'-DEOXY-N,N-DIMETHYLADENOSINE DIHYDROCHLORIDE
3'-[[12-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYL-ADENOSINE 2HCL
(S) 3'-[[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYLADENOSINE 2HCL
StyloMycin dihydrochloride, CL 13900 dihydrochloride, CL16536, NSC 3055, P638 dihydrochloride.
3'-[[2-AMINO-3-(4-METHOXYPHENYL)-1-OXOPROPYL]AMINO]-3'-DEOXY-N,N-DIMETHYLADENOSINE DIHYDROCHLORIDE
Adenosine, 3-(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropylamino-3-deoxy-N,N-dimethyl-, dihydrochloride
(S)-3'-[[2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine dihydrochloride
Puromycin, 3-[[2-Amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3-deoxy-N,N-dimethyladenosine 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
[EINECS(EC#)]

200-387-8
[Molecular Formula]

C22H31Cl2N7O5
[MDL Number]

MFCD00012691
[MOL File]

58-58-2.mol
[Molecular Weight]

544.43
Chemical PropertiesBack Directory
[Appearance]

white powder
[Melting point ]

168-170℃
[storage temp. ]

−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
[Stability:]

Stable. Heat sensitive. Incompatible with strong oxidizing agents.
[Water Solubility ]

Soluble in water
[Merck ]

14,7943
[BRN ]

3853613
[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)
Hazard InformationBack Directory
[Chemical Properties]

white powder
[Uses]

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

antibacterial
[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]

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 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]

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.
[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
[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
Safety DataBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

PUROMYCIN DIHYDROCHLORIDE(58-58-2)MS
PUROMYCIN DIHYDROCHLORIDE(58-58-2)1HNMR
PUROMYCIN DIHYDROCHLORIDE(58-58-2)IR
PUROMYCIN DIHYDROCHLORIDE(58-58-2)Raman
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