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133343-34-7

133343-34-7 structure
133343-34-7 structure
  • Name: Lactacystin
  • Chemical Name: lactacystin
  • CAS Number: 133343-34-7
  • Molecular Formula: C15H24N2O7S
  • Molecular Weight: 376.425
  • Catalog: Biochemical Protein research
  • Create Date: 2018-06-26 18:13:05
  • Modify Date: 2024-01-02 13:00:20
  • Lactacystin, an antibiotic Streptomyces spp. metabolite, is a potent and selective proteasome inhibitor with an IC50 of 4.8 μM for 20S proteasome. Lactacystin also inhibits the lysosomal enzyme cathepsin A[1]. Lactacystin inhibits cell growth and induces neurite outgrowth[2].

Name lactacystin
Synonyms L-Cysteine, N-acetyl-S-[[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinyl]carbonyl]-
(+)-Lactacystin
MFCD01076525
N-Acetyl-S-({(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidin-2-yl}carbonyl)-L-cysteine
L-cysteine, S-[[(2R,3S,4R)-3,4-dihydro-3,5-dihydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-2H-pyrrol-2-yl]carbonyl]-N-(1-hydroxyethylidene)-, (E)-
L-Cysteine, N-acetyl-S-[[(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinyl]carbonyl]-
LACTACYSTIN
N-Acetyl-S-({(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinyl}carbonyl)-L-cysteine
N-Acetyl-S-({(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinyl}carbonyl)-L-cysteine
Description Lactacystin, an antibiotic Streptomyces spp. metabolite, is a potent and selective proteasome inhibitor with an IC50 of 4.8 μM for 20S proteasome. Lactacystin also inhibits the lysosomal enzyme cathepsin A[1]. Lactacystin inhibits cell growth and induces neurite outgrowth[2].
Related Catalog
Target

IC50: 4.8 μM (proteasome)[1]

In Vivo Lactacystin (microinjection; 2 µg) induces a Parkinson’s disease-like motor phenotype 5-7 days after injection in young and adult mice[2]. Animal Model: Male C57Bl/6RccHsd mice with 8-9 weeks (young) and 12-14 months (adult) old[2] Dosage: 2 µg Administration: Microinjection Result: Induced a Parkinson’s disease-like motor phenotype 5-7 days after injection in young and adult mice.
References

[1]. Csizmadia V, et al. Effect of proteasome inhibitors with different chemical structures on the ubiquitin-proteasomesystem in vitro. Vet Pathol. 2010 Mar;47(2):358-67.

[2]. Savolainen MH, et al. Nigral injection of a proteasomal inhibitor, lactacystin, induces widespread glial cell activationand shows various phenotypes of Parkinson's disease in young and adult mouse. Exp Brain Res. 2017 Jul;235(7):2189-2202.

Density 1.4±0.1 g/cm3
Boiling Point 714.9±60.0 °C at 760 mmHg
Melting Point 233-235ºC dec.
Molecular Formula C15H24N2O7S
Molecular Weight 376.425
Flash Point 386.1±32.9 °C
Exact Mass 376.130432
PSA 178.33000
LogP -1.10
Vapour Pressure 0.0±5.2 mmHg at 25°C
Index of Refraction 1.560
Storage condition −20°C
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3