Name: Aspirochlorine
Brand: Biolinks K.K.
SKU: BLK-1600

For Research Use Only. Not for human or veterinary use.

Aspirochlorine (CAS: 59978-04-0) Product ID: BLK-1600 CAS 59978-04-0 Mechanism Protein synthesis inhibitor Primary Target Eukaryotic ribosome Pathway Fungal protein translation
Structure
CAS	59978-04-0
Molecular Formula	C12H9ClN2O5S2
Molecular Weight	360.8
UN (Transport)	UN 2811
Price	1mg: USD 360.00 / 5mg: - / 25mg: -
Storage	-20°C
Solubility	1mg/ml ethanol, methanol, DMSO
Purity	>95%
NMR Data	1H NMR (DMSO-d6, 500 MHz) [View] 13C NMR (DMSO-d6, 125 MHz) [View]
Source Organism	Aspergillus sp.
Summary	Aspirochlorine is an Aspergillus-derived epipolythiodioxopiperazine (ETP) that inhibits fungal protein synthesis and overcomes azole resistance.
Details	Aspirochlorine is a fungal epidithiodiketopiperazine (ETP) metabolite originally isolated from Aspergillus species. It selectively inhibits fungal protein synthesis in Candida albicans without affecting bacterial or mammalian translation systems. Aspirochlorine is active against azole-resistant Candida strains, highlighting its therapeutic potential. Structurally, it features a ring-enlarged disulfide bridge and a spiroaminal system formed through a specialized oxidoreductase-mediated sulfur migration. Its biosynthesis involves unusual peptide editing, including retro-aldol conversion of phenylalanine to glycine, expanding the chemical diversity of ETP natural products.
Browse Related	Mechanism Protein synthesis inhibitor Open full index Primary Target Eukaryotic ribosome Open full index Pathway Fungal protein translation Open full index Chemical Class Epidithiodiketopiperazine (ETP) Open full index
Mechanism	Protein synthesis inhibitor
Primary Target	Eukaryotic ribosome
Pathway	Fungal protein translation
Chemical Class	Epidithiodiketopiperazine (ETP)
Discovery Year	1999
Keywords	epidithiodiketopiperazine fungal protein synthesis inhibitor azole-resistant antifungal candida albicans inhibitor sulfur-containing diketopiperazine spiroaminal scaffold fungal secondary metabolite antifungal research tool
References	Kudo Y et al., J Antibiot (Tokyo), 1999, 52:311-318 DOI: 10.7164/antibiotics.52.311 Todd JS et al., J Nat Prod, 2006, 69:344-348 DOI: 10.1021/np050141k Schneider P et al., J Am Chem Soc, 2020, 142:18987-18996 DOI: 10.1021/jacs.0c08879 Schneider P et al., Angew Chem Int Ed, 2018, 57:15403-15407 DOI: 10.1002/anie.201806740
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Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.
Representative NMR Data 1H NMR (DMSO-d6, 500 MHz) 13C NMR (DMSO-d6, 125 MHz) Representative spectral data. Actual batch data may vary.

Aspirochlorine (CAS: 59978-04-0)