AdipoGen Life Sciences

(3S,6R)-Lateritin

CHF 230.00
In stock
AG-CN2-0042-M0011 mgCHF 230.00
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Product Details
Synonyms (3S,6R)-Bassiatin; Antibiotic PI290
Product Type Chemical
Properties
Formula C15H19NO3
MW 261.3
CAS 65454-13-9
Source/Host Chemicals Isolated from fungus Gibberella sp.
Purity Chemicals ≥97% (HPLC)
Appearance Off-white solid.
Solubility Soluble in ethanol or DMSO.
Identity Determined by 1H-NMR.
InChi Key YOKBTBNVNCFOBF-QWHCGFSZSA-N
Smiles CC(C)[C@H]1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • N-methylated peptide that is structurally equivalent to a monomer of beauvericin (Prod. No. AG-CN2-0043) [3, 4].
  • Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor [1, 5].
  • Platelet aggregation inhibitor [2, 5].
  • Antimicrobial [5].
  • Note: The (3R,6R)-stereoisomer was shown to have anti-cancer and apoptosis inducing activity [5-7].
Product References
  1. Lateritin, a new inhibitor of acyl-CoA:cholesterol acyltransferase produced by Gibberella lateritium IFO 7188: K. Hasumi, et al.; J. Antibiot. (Tokyo). 46, 1782 (1993)
  2. Bassiatin, a new platelet aggregation inhibitor produced by Beauveria bassiana K-717: T. Kagamizono, et al.; J. Antibiot. (Tokyo). 48, 1407 (1995)
  3. Beauvericin induces cytotoxic effects in human acute lymphoblastic leukemia cells through cytochrome c release, caspase 3 activation: the causative role of calcium: G.M. Jow, et al.; Cancer Lett. 216, 165 (2004)
  4. Beauvericin activates Ca2+-activated Cl- currents and induces cell deaths in Xenopus oocytes via influx of extracellular Ca2+: C.Y. Tang, et al.; Chem. Res. Toxicol. 18, 825 (2005)
  5. Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture: R.K. Pettit, et al.; Planta Med. 76, 500 (2010)
  6. (3R,6R)-4-methyl-6-(1-methylethyl)-3-phenylmethyl-perhydro-1,4-oxazine-2,5-dione: an apoptosis-inducer from the fruiting bodies of Isaria japonica: H. Oh, et al.; Planta Med. 68, 345 (2002)
  7. A novel antioestrogen agent (3R,6R)-bassiatin inhibits cell proliferation and cell cycle progression by repressing cyclin D1 expression in 17β-oestradiol-treated MCF-7 cells: L. Meng, et al.; Cell Biol. Int. 35, 599 (2011)
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