Chemical Structure
Siamycin I [164802-68-0]
AG-CN2-0146
Overview
- SupplierAdipoGen Life Sciences
- Product NameSiamycin I
- Delivery Days Customer10
- CAS Number164802-68-0
- CertificationResearch Use Only
- Estimated Purity>85%
- Hazard InformationWarning
- Molecular FormulaC97H131N23O26S4
- Molecular Weight2163.5
- Scientific DescriptionAntibiotic [1]. Lariat peptide antiviral [1]. Anti-HIV and anti-HSV (Herpes simplex virus) agent [4-6]. Fsr quorum sensing inhibitor [7-9]. Calmodulin-activated myosin light chain kinase (MLCK) inhibitor [2, 3]. - Chemical. CAS: 164802-68-0. Formula: C97H131N23O26S4. MW: 2163.5. Isolated from Streptomyces sp. Antibiotic. Lariat peptide antiviral. Anti-HIV and anti-HSV (Herpes simplex virus) agent. Fsr quorum sensing inhibitor. Calmodulin-activated myosin light chain kinase (MLCK) inhibitor.
- SMILES[H]OC(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]1([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)C([H])([H])N([H])C(=O)[C@@]2([H])N([H])C(=O)C([H])([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]3([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)C([H])([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)C([H])([H])N([H])C(=O)[C@@]([H])(N([H])C(=O)[C@@]([H])(N([H])C(=O)C3([H])[H])C([H])([H])SSC2([H])[H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])O[H])C([H])([H])SSC1([H])[H])C([H])([H])C(=O)N([H])[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H])C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12
- Storage Instruction-20°C,2°C to 8°C
- UNSPSC12352200
References
- Siamycins I and II, new anti-HIV peptides: I. Fermentation, isolation, biological activity and initial characterization: M. Tsunakawa, et al.; J. Antibiot. 48, 433 (1995)
- MS-271, a novel inhibitor of calmodulin-activated myosin light chain kinase from Streptomyces sp.--I. Isolation, structural determination and biological properties of MS-271: K. Yano, et al.; Bioorg. Med. Chem. 4, 115 (1996)
- MS-271, A Novel Inhibitor of Calmodulin-Activated Myosin Light Chain Kinase from Streptomyces sp.--II. Solution Structure of MS-271: Characteristic Features of the 'Lasso' Structure: R. Katahira, et al.; Bioorg. & Med. Chem. 4, 121 (1996)
- FR901724, a novel anti-human immunodeficiency virus (HIV) peptide produced by Streptomyces, shows synergistic antiviral activities with HIV protease inhibitor and 2',3'-dideoxynucleosides: H. Nakashima, et al.; Biol. Pharm. Bull. 19, 405 (1996)
- Characterization of siamycin I, a human immunodeficiency virus fusion inhibitor: P.F. Lin, et al.; Antimicrob. Agents Chemother. 40, 133 (1996)
- Current Lead Natural Products for the Chemotherapy of Human Immunodeficiency Virus (HIV) Infection: E. De Clercq; Med. Res. Rev. 20, 323 (2000)
- Siamycin Attenuates fsr Quorum Sensing Mediated by a Gelatinase Biosynthesis-Activating Pheromone in Enterococcus faecalis: J. Nakayama, et al.; J. Bacteriol. 189, 1358 (2007)
- Two-component signal transduction as potential drug targets in pathogenic bacteria: Y. Gotoh, et al.; Curr. Opin. Microbiol. 13, 232 (2010)
- Anti-HIV siamycin I directly inhibits autophosphorylation activity of the bacterial FsrC quorum sensor and other ATP-dependent enzyme activities: P. Ma, et al.; FEBS Lett. 585, 2660 (2011)