AdipoGen Life Sciences

16-epi-Latrunculin B

CHF 220.00
In stock
AG-CN2-0034-C100100 µgCHF 220.00
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Product Details
Synonyms 16-epi-LatB
Product Type Chemical
Properties
Formula

C20H29NO5S

MW 395.5
CAS 444911-05-1
Source/Host Chemicals Isolated from marine sponge Negombata magnifica.
Purity Chemicals ≥95% (HPLC)
Appearance Colorless viscous film.
Solubility Soluble in DMSO or ethanol.
InChi Key NSHPHXHGRHSMIK-WAXGXQFOSA-N
Smiles [H][C@@]1(CSC(=O)N1)[C@@]1(O)C[C@H]2C[C@@H](CC[C@H](C)\C=C/CC\C(C)=C/C(=O)O2)O1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antiviral (against herpes simplex type 1 virus (HSV-1)) [1].
  • Cytotoxic [1, 5].
  • Depolymerizes actin filaments (F-actin) [2, 3, 4].
Product References
  1. Toward computing relative configurations: 16-epi-latrunculin B, a new stereoisomer of the actin polymerization inhibitor latrunculin B: T.R. Hoye, et al.; JACS 124, 7405 (2002) Abstract
  2. A new dimension to the biosynthetic products isolated from the sponge Negombata magnifica: B. Vilozny, et al.; J. Nat. Prod. 67, 1055 (2004)
  3. Diverted total synthesis: Preparation of a focused library of latrunculin analogues and evaluation of their actin-binding properties: A. Fürstner, et al.; PNAS 102, 8103 (2005)
  4. Total syntheses of the actin-binding macrolides latrunculin A, B, C, M, S and 16-epi-latrunculin B: A. Fürstner, et al.; Chemistry 13, 115 (2007)
  5. Interrogating the Bioactive Pharmacophore of the Latrunculin Chemotype by Investigating the Metabolites of Two Taxonomically Unrelated Sponges: T. Amagata, et al.; J. Med. Chem. 51, 7234 (2008)
  6. Differential binding of Latrunculins to G‑Actin: A molecular dynamics study: M. A. Helal, et al. J. Chem. Inf. Model. 53, 2369 (2013)
  7. Marine Drugs: A hidden wealth and a new epoch for cancer management: S. Eram, et al.; Curr. Drug. Metab. 19, (2018)
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