CAS 133343-34-7

Lactacistina

Descrição:

Lactacistina é um composto que ocorre naturalmente e é conhecido principalmente por seu papel como inibidor do proteassoma. É derivado da bactéria *Streptomyces* e tem despertado interesse no campo da bioquímica e farmacologia devido à sua capacidade de inibir seletivamente o proteassoma, um complexo celular responsável pela degradação de proteínas ubiquitinadas. Essa inibição pode levar ao acúmulo de proteínas reguladoras, afetando assim vários processos celulares, incluindo a regulação do ciclo celular e a apoptose. Lactacistina é frequentemente utilizado em pesquisas para estudar o papel do proteassoma nas funções celulares e suas implicações em doenças como câncer e distúrbios neurodegenerativos. O composto é caracterizado por sua estrutura específica, que inclui um anel de lactona, contribuindo para sua atividade biológica. Embora tenha aplicações terapêuticas potenciais, o uso de Lactacistina em ambientes clínicos é limitado devido à sua toxicidade e à necessidade de mais pesquisas para entender completamente seus efeitos e 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

Chave 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

Cor e Forma: 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%

Cor e Forma: White To Off-White Powder

Peso molecular: 376.43

Ref: TM-T15702

Lactacystin

CAS: 133343-34-7

Fórmula: C₁₅H₂₄N₂O₇S

Pureza: ≥ 95.0%

Cor e Forma: 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%

Cor e Forma: Powder

Peso molecular: 376.424

Ref: BP-BPC0121

(+)-Lactacystin

Produto 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

Cor e Forma: 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