(3S6R)-Lateritin
Product Code: AG-CN2-0042
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0042-M001 | 1 mg | £155.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Documents
Further Information
Alternate Names/Synonyms:
(3S,6R)-Bassiatin; Antibiotic PI290
Appearance:
Off-white solid.
CAS:
65454-13-9
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from light.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C15H19NO3/c1-10(2)13-14(17)16(3)12(15(18)19-13)9-11-7-5-4-6-8-11/h4-8,10,12-13H,9H2,1-3H3/t12-,13+/m0/s1
InChiKey:
YOKBTBNVNCFOBF-QWHCGFSZSA-N
Long Description:
Chemical. CAS: 65454-13-9. Formula: C15H19NO3. MW: 261.3. Isolated from fungus Gibberella sp. N-methylated peptide that is structurally equivalent to a monomer of beauvericin (Prod. No. AG-CN2-0043). Acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor. Platelet aggregation inhibitor. Antimicrobial. Note: The (3R,6R)-stereoisomer was shown to have anti-cancer and apoptosis inducing activity.
MDL:
MFCD00925641
Molecular Formula:
C15H19NO3
Molecular Weight:
261.3
Package Type:
Vial
Precautions:
P261, P301, P312, P302, P352, P304, P340
Product 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].
Purity:
>97% (HPLC)
Signal Word:
Warning
SMILES:
CC(C)[C@H]1OC(=O)[C@H](CC2=CC=CC=C2)N(C)C1=O
Solubility Chemicals:
Soluble in ethanol or DMSO.
Source / Host:
Isolated from fungus Gibberella sp.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.
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 17beta-oestradiol-treated MCF-7 cells: L. Meng, et al.; Cell Biol. Int. 35, 599 (2011)