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AdipoGen Life Sciences
(3S,6R)-Lateritin
230
CHF
CHF 230.00
In stock
AG-CN2-0042-M0011 mgCHF 230.00
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
- 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)
- Bassiatin, a new platelet aggregation inhibitor produced by Beauveria bassiana K-717: T. Kagamizono, et al.; J. Antibiot. (Tokyo). 48, 1407 (1995)
- 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)
- 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)
- Isolation of human cancer cell growth inhibitory, antimicrobial lateritin from a mixed fungal culture: R.K. Pettit, et al.; Planta Med. 76, 500 (2010)
- (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)
- 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)