164802-68-0

164802-68-0 structure

Name: BMY 29304
Chemical Name: siamycin I
CAS Number: 164802-68-0
Molecular Formula: C₉₇H₁₃₁N₂₃O₂₆S₄
Molecular Weight: 2163.48000
Catalog: Signaling Pathways Anti-infection HIV
Create Date: 2018-04-02 16:52:40
Modify Date: 2024-02-02 00:47:42
Siamycin I (BMY-29304), a 21-residue tricyclic peptide, is a secondary metabolite in actinomycetes. Siamycin I is a HIV fusion inhibitor with ED50s of 0.05 to 5.7 μM for acute HIV type 1 (HIV-1) and HIV-2 infections. Siamycin I inhibits the gelatinase and gelatinase biosynthesis-activating pheromone (GBAP) signaling via the FsrC-FsrA two-component regulatory system in a noncompetitive manner. Siamycin I suppresses the expression of both fsrBDC and gelE-sprE transcripts. Siamycin I, a lasso peptide, interacts with lipid II and inhibits cell wall biosynthesis. Siamycin I, an antibiotic, has the potential for enterococcal infections research[1][2][3][4].

Name	siamycin I

Description	Siamycin I (BMY-29304), a 21-residue tricyclic peptide, is a secondary metabolite in actinomycetes. Siamycin I is a HIV fusion inhibitor with ED50s of 0.05 to 5.7 μM for acute HIV type 1 (HIV-1) and HIV-2 infections. Siamycin I inhibits the gelatinase and gelatinase biosynthesis-activating pheromone (GBAP) signaling via the FsrC-FsrA two-component regulatory system in a noncompetitive manner. Siamycin I suppresses the expression of both fsrBDC and gelE-sprE transcripts. Siamycin I, a lasso peptide, interacts with lipid II and inhibits cell wall biosynthesis. Siamycin I, an antibiotic, has the potential for enterococcal infections research[1][2][3][4].
Related Catalog	Signaling Pathways >> Anti-infection >> HIV Research Areas >> Infection Research Areas >> Inflammation/Immunology
Target	HIV-1 HIV-2
In Vitro	Siamycin I 浓度为 1 μM 轻微抑制 E. faecalis 的生长 (接种后 5 小时生长 80%)，浓度为 5 μM 时完全抑制生长 (接种后 12 小时无生长)[3]。 siamycin I (0-1 μM; 24 小时) 在 0.25 μM 浓度下轻微抑制生物膜形成，浓度高于 0.5 μM 时抑制作用显着[3]。 Siamycin I 抑制 C8166 细胞与慢性感染 HIV 的 CEM-SS 细胞之间的融合 (ED50=0.08 μM)，但对 Sendai 病毒诱导的融合或小鼠成肌细胞融合没有影响[4]。
References	[1]. Pikyee Ma, et al. Anti-HIV siamycin I directly inhibits autophosphorylation activity of the bacterial FsrC quorum sensor and other ATP-dependent enzyme activities. FEBS Lett. 2011 Sep 2;585(17):2660-4. [2]. Stephanie Tan, et al. The Lasso Peptide Siamycin-I Targets Lipid II at the Gram-Positive Cell Surface. ACS Chem Biol. 2019 May 17;14(5):966-974. [3]. Jiro Nakayama, et al. Siamycin attenuates fsr quorum sensing mediated by a gelatinase biosynthesis-activating pheromone in Enterococcus faecalis. J Bacteriol. 2007 Feb;189(4):1358-65. [4]. M Tsunakawa, et al. Siamycins I and II, new anti-HIV peptides: I. Fermentation, isolation, biological activity and initial characterization. J Antibiot (Tokyo). 1995 May;48(5):433-4.

Molecular Formula	C₉₇H₁₃₁N₂₃O₂₆S₄
Molecular Weight	2163.48000
Exact Mass	2161.85000
PSA	848.94000
LogP	2.16980

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