CAS 133343-34-7

Lactacystina

Descripción:

Lactacystina es un compuesto que se encuentra de forma natural y que es conocido principalmente por su papel como inhibidor del proteasoma. Se deriva de la bacteria *Streptomyces* y ha despertado interés en el campo de la bioquímica y la farmacología debido a su capacidad para inhibir selectivamente el proteasoma, un complejo celular responsable de degradar proteínas ubiquitinadas. Esta inhibición puede llevar a la acumulación de proteínas reguladoras, afectando así varios procesos celulares, incluyendo la regulación del ciclo celular y la apoptosis. Lactacystina se utiliza a menudo en investigaciones para estudiar el papel del proteasoma en las funciones celulares y sus implicaciones en enfermedades como el cáncer y trastornos neurodegenerativos. El compuesto se caracteriza por su estructura específica, que incluye un anillo de lactona, lo que contribuye a su actividad biológica. Aunque tiene aplicaciones terapéuticas potenciales, el uso de Lactacystina en entornos clínicos es limitado debido a su toxicidad y la necesidad de más investigaciones para comprender completamente sus efectos y mecanismos.

Fórmula: 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

Clave InChI: 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

Sinónimos:

• (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

Fórmula: C₁₅H₂₄N₂O₇S

Forma y color: Solid

Peso molecular: 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.

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: 98%

Forma y color: White To Off-White Powder

Peso molecular: 376.43

Ref: TM-T15702

Lactacystin

CAS: 133343-34-7

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: ≥ 95.0%

Forma y color: White solid or powder

Peso molecular: 376.43

Ref: 7W-GK3911

Lactacystin

CAS: 133343-34-7

Lactacystin

Pureza: ≥95%

Peso molecular: 376.43g/mol

Ref: 54-BUP21500

Lactacystin

CAS: 133343-34-7

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: 95%~99%

Forma y color: Powder

Peso molecular: 376.424

Ref: BP-BPC0121

(+)-Lactacystin

Producto controlado

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),

Fórmula: C₁₅H₂₄N₂O₇S

Forma y color: Neat

Peso molecular: 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.

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: Min. 95%

Peso molecular: 376.43 g/mol

Ref: 3D-ILC-4368-V

Lactacystin

CAS: 133343-34-7

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: >95%

Peso molecular: 376.42

Ref: 10-M02066