CAS 133343-34-7

Lattacistina

Descrizione:

Lattacistina è un composto che si verifica naturalmente ed è principalmente noto per il suo ruolo come inibitore del proteasoma. È derivato dal batterio *Streptomyces* e ha suscitato interesse nel campo della biochimica e della farmacologia grazie alla sua capacità di inibire selettivamente il proteasoma, un complesso cellulare responsabile della degradazione delle proteine ubiquitinate. Questa inibizione può portare all'accumulo di proteine regolatrici, influenzando così vari processi cellulari, inclusa la regolazione del ciclo cellulare e l'apoptosi. Lattacistina è spesso utilizzato nella ricerca per studiare il ruolo del proteasoma nelle funzioni cellulari e le sue implicazioni in malattie come il cancro e i disturbi neurodegenerativi. Il composto è caratterizzato dalla sua struttura specifica, che include un anello di lattone, contribuendo alla sua attività biologica. Sebbene abbia potenziali applicazioni terapeutiche, l'uso di Lattacistina in contesti clinici è limitato a causa della sua tossicità e della necessità di ulteriori ricerche per comprendere appieno i suoi effetti e meccanismi.

Formula: C₁₅H₂₄N₂O₇S

InChI: InChI=1S/C15H24N2O7S/c1-6(2)10(19)15(11(20)7(3)12(21)17-15)14(24)25-5-9(13(22)23)16-8(4)18/h6-7,9-11,19-20H,5H2,1-4H3,(H,16,18)(H,17,21)(H,22,23)/t7-,9+,10+,11+,15-/m1/s1

InChI key: InChIKey=DAQAKHDKYAWHCG-RWTHQLGUSA-N

SMILES: C(SC[C@H](NC(C)=O)C(O)=O)(=O)[C@@]1([C@H](C(C)C)O)[C@@H](O)[C@@H](C)C(=O)N1

Sinonimi:

• (2R,3S,4R)-3-Hydroxy-2-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-5-Oxo-2-Pyrrolidinecarboxy-N-Acetyl-L-Cysteine Thioester
• 3S-Hydroxy-2R-(1-Hydroxy-2-Methylpropyl)-4R-Methyl-5-Oxo-2-Pyrrolidinecarboxylate-N-Acetyl-L-Cysteine
• <span class="text-smallcaps">L</smallcap>-Cysteine, N-acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-<smallcap>D</span>-prolyl]-
• <span class="text-smallcaps">L</span>-Cysteine, N-acetyl-, (2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinecarboxylate (ester)
• <span class="text-smallcaps">L</span>-Cysteine, N-acetyl-, 3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxo-2-pyrrolidinecarboxylate (ester), [2R-[2α,2(S*),3α,4α]]-
• Lactacystin (Native)
• Lactacystin, Streptomyces Sp
• Lactacystin, Synthetic
• N-Acetyl-S-[(2R,3S,4R)-3-Hydroxy-2-[(1S)-1-Hydroxy-2-Methylpropyl]-4-Methyl-5-Oxo-2-Pyrrolidinecarbonyl]-L-Cysteine
• N-Acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-<span class="text-smallcaps">D</smallcap>-prolyl]-<smallcap>L</span>-cysteine
• N-acetyl-S-({(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidin-2-yl}carbonyl)-L-cysteine
• N-acetyl-S-({(2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-3-methylbutyl]-4-methyl-5-oxopyrrolidin-2-yl}carbonyl)-L-cysteine
• N-acetyl-S-({(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxopyrrolidin-2-yl}carbonyl)-L-cysteine
• N-Acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-D-prolyl]-L-cysteine
• L-Cysteine, N-acetyl-, 3-hydroxy-2-(1-hydroxy-2-methylpropyl)-4-methyl-5-oxo-2-pyrrolidinecarboxylate (ester), [2R-[2α,2(S*),3α,4α]]-
• (+)-LACTACYSTIN
• L-Cysteine, N-acetyl-S-[(3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-D-prolyl]-
• L-Cysteine, N-acetyl-, (2R,3S,4R)-3-hydroxy-2-[(1S)-1-hydroxy-2-methylpropyl]-4-methyl-5-oxo-2-pyrrolidinecarboxylate (ester)

Lactacystin

CAS: 133343-34-7

Formula: C₁₅H₂₄N₂O₇S

Colore e forma: Solid

Peso molecolare: 376.4253

Ref: IN-DA0014PU

Lactacystin

CAS: 133343-34-7

Lactacystin is a natural non-peptide proteasome inhibitor and anticancer that controls the UPS of cellular protein turnover,, induces neurite outgrowth.

Formula: C₁₅H₂₄N₂O₇S

Purezza: 98%

Colore e forma: White To Off-White Powder

Peso molecolare: 376.43

Ref: TM-T15702

Lactacystin

CAS: 133343-34-7

Formula: C₁₅H₂₄N₂O₇S

Purezza: ≥ 95.0%

Colore e forma: White solid or powder

Peso molecolare: 376.43

Ref: 7W-GK3911

Lactacystin

CAS: 133343-34-7

Lactacystin

Purezza: ≥95%

Peso molecolare: 376.43g/mol

Ref: 54-BUP21500

Lactacystin

CAS: 133343-34-7

Formula: C₁₅H₂₄N₂O₇S

Purezza: 95%~99%

Colore e forma: Powder

Peso molecolare: 376.424

Ref: BP-BPC0121

(+)-Lactacystin

Prodotto controllato

CAS: 133343-34-7

Applications A selective and potent inhibitor of proteasome-mediated degradation of ubiquitin-tagged proteins. A Streptomyces metabolite that acts as a highly specific inhibitor of the 20S proteasome (MCP: multicatalytic proteinase complex).
References Fenteany, G., et al.: Science, 268, 726 (1995), Fenteany, G., et al.: Proc. Natl. Acad. Sci. USA, 91, 3358 (1994),

Formula: C₁₅H₂₄N₂O₇S

Colore e forma: Neat

Peso molecolare: 376.43

Ref: TR-L101000

Lactacystin

CAS: 133343-34-7

Lactacystin is a peptide that acts as an activator of ion channels. It binds to the receptor and activates the ligand-gated ion channel, which then opens the ion channel. This leads to increased influx of ions into the cell and an increase in intracellular calcium concentration. Lactacystin has been used as a research tool for studies on protein interactions, such as antibody-antigen interactions and receptor-ligand interactions. Lactacystin is also used for pharmacological purposes, such as for pain relief or for treatment of epilepsy.

Formula: C₁₅H₂₄N₂O₇S

Purezza: Min. 95%

Peso molecolare: 376.43 g/mol

Ref: 3D-ILC-4368-V

Lactacystin

CAS: 133343-34-7

Formula: C₁₅H₂₄N₂O₇S

Purezza: >95%

Peso molecolare: 376.42

Ref: 10-M02066