L2913

Leptomycin B

from Streptomyces sp., ≥95% (HPLC), solution, nuclear transport inhibitor

• Synonyme(s) : Antibiotic CI 940, Elactocin, LMB, Mantuamycin
• Formule empirique (notation de Hill) : C₃₃H₄₈O₆
• CAS Number: 87081-35-4
• Poids moléculaire : 540.73
• Numéro MDL: MFCD06795848
• Code UNSPSC : 12352200
• ID de substance PubChem : 24896330
• Nomenclature NACRES : NA.77

Propriétés

• Product Name: Leptomycin B solution from Streptomyces sp., ≥95% (HPLC), Supplied in methanol: water (7:3)
• Niveau de qualité: 300
• Essai: ≥95% (HPLC)
• Conditions de stockage: protect from light
• Spectre d'activité de l'antibiotique: fungi
• Mode d’action: protein synthesis | interferes
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• Chaîne SMILES: CCC(\C=C\[C@@H]1OC(=O)C=C[C@@H]1C)=C\[C@H](C)C\C=C\C(C)=C\[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C\C(C)=C\C(O)=O
• InChI: 1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1
• Clé InChI: YACHGFWEQXFSBS-XYERBDPFSA-N

Description

Description générale

Leptomycin B is an anti-fungal antibiotic, anti-tumor cytotoxin that inhibits CRM1-dependent, NES-dependent nucleo-cytoplasmic translocation (nuclear export inhibitor). NES containing proteins include HIV-1 REV; actin, c-Abl, cyclin B1, MDM2/p53, I?B, MPF, PKA and MEK.

Actions biochimiques/physiologiques

Leptomycin B is an unsaturated, branched-chain fatty acid, and is an important tool in the study of nuclear export. Leptomycin B is a specific inhibitor of proteins containing nuclear export signal. Leptomycin B inhibits nucleo-cytoplasmic translocation of molecules such as the HIV-1 Rev protein and Rev-dependent export of mRNA. The addition of very small amounts to fibroblasts causes accumulation of MEK in the nucleus. Other proteins that are influenced by leptomycin B are actin, c-Abl, cyclin B1, MDM2/p53, IκB, MPF, and PKA. The suggested inhibition mechanism involves the direct binding of leptomycin B to CRM1, which blocks the binding of CRM1 to proteins containing the nuclear export signal, via the interaction with cysteine residue in CRM1 control conserved region.

Informations sur la sécurité

• Pictogrammes: GHS02,GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H225,H301 + H311 + H331,H370
• Conseils de prudence: P210 - P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311
• Classification des risques: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• Organes cibles: Eyes
• Code de la classe de stockage: 3 - Flammable liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 64.4 °F - closed cup
• Point d'éclair (°C): 18 °C - closed cup