Molecular structure of Holomycin, CAS Number: 488-04-0
Holomycin (CAS 488-04-0)
Alternate Names:
N-(4,5-Dihydro-5-oxo-1,2-dithiolo[4,3-b]pyrrol-6-yl)acetamide; 6-Acetamido-1,2-dithiolo[4,3-b]pyrrol-5(4H)-one; 6-(Acetylamino)-1,2-dithiolo[4,3-b]pyrrol-5(4H)-one
Application:
Holomycin is a member of the pyrrothine class of antibiotics and displays broad-spectrum antibacterial activity
CAS Number:
488-04-0
Molecular Weight:
214.26
Molecular Formula:
C7H6N2O2S2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Holomycin is a member of the pyrrothine class of antibiotics and displays broad-spectrum antibacterial activity. It works by binding to DNA and inhibiting the activity of topoisomerase, an enzyme involved in the unwinding of DNA. It also binds to the ribosomal subunit and inhibits protein synthesis. Moreover, it inhibits the activity of other cellular components, such as the cytoplasmic membrane. In addition, it may act to induce apoptosis, or programmed cell death, in certain cell types. Holomycin has a broad spectrum of activity against Gram-positive and Gram-negative bacteria, fungi, and protozoa.
Holomycin (CAS 488-04-0) References
- Antimicrobial properties and mode of action of the pyrrothine holomycin. | Oliva, B., et al. 2001. Antimicrob Agents Chemother. 45: 532-9. PMID: 11158751
- Identification of the gene cluster for the dithiolopyrrolone antibiotic holomycin in Streptomyces clavuligerus. | Li, B. and Walsh, CT. 2010. Proc Natl Acad Sci U S A. 107: 19731-5. PMID: 21041678
- Streptomyces clavuligerus HlmI is an intramolecular disulfide-forming dithiol oxidase in holomycin biosynthesis. | Li, B. and Walsh, CT. 2011. Biochemistry. 50: 4615-22. PMID: 21504228
- Induction of holomycin production and complex metabolic changes by the argR mutation in Streptomyces clavuligerus NP1. | Yin, H., et al. 2012. Appl Environ Microbiol. 78: 3431-41. PMID: 22344669
- A backup plan for self-protection: S-methylation of holomycin biosynthetic intermediates in Streptomyces clavuligerus. | Li, B., et al. 2012. Chembiochem. 13: 2521-6. PMID: 23097183
- The fish pathogen Yersinia ruckeri produces holomycin and uses an RNA methyltransferase for self-resistance. | Qin, Z., et al. 2013. J Biol Chem. 288: 14688-97. PMID: 23572522
- Holomycin, a dithiolopyrrolone compound produced by Streptomyces clavuligerus. | Liras, P. 2014. Appl Microbiol Biotechnol. 98: 1023-30. PMID: 24323287
- Derivatives of Holomycin and Cyclopropaneacetic Acid from Streptomyces sp. DT-A37. | Ding, H., et al. 2017. Chem Biodivers. 14: PMID: 28627048
- Identification and characterization of Streptomyces flavogriseus NJ-4 as a novel producer of actinomycin D and holomycin. | Wei, Z., et al. 2017. PeerJ. 5: e3601. PMID: 28740758
- Reducing Holomycin Thiosulfonate to its Disulfide with Thiols. | Chan, AN., et al. 2019. Chem Res Toxicol. 32: 400-404. PMID: 30523678
- Saccharothrix algeriensis NRRL B-24137, the first non-Streptomyces actinobacterium, produces holomycin after cystine feeding. | Merrouche, R., et al. 2020. Arch Microbiol. 202: 2509-2516. PMID: 32642829
- Holomycin, an Antibiotic Secondary Metabolite, Is Required for Biofilm Formation by the Native Producer Photobacterium galatheae S2753. | Zhang, SD., et al. 2021. Appl Environ Microbiol. 87: PMID: 33771780
- Pharmacological targeting of NLRP3 deubiquitination for treatment of NLRP3-associated inflammatory diseases. | Ren, GM., et al. 2021. Sci Immunol. 6: PMID: 33931568
- Holomycin and an antibiotic (MM 19290) related to tunicamycin, metabolites of Streptomyces clavuligerus. | Kenig, M. and Reading, C. 1979. J Antibiot (Tokyo). 32: 549-54. PMID: 468729
- Holomycin and N-propionylholothin, antibiotics produced by a cephamycin C producer. | Okamura, K., et al. 1977. J Antibiot (Tokyo). 30: 334-6. PMID: 863793
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Holomycin, 5 mg | sc-490291 | 5 mg | $943.00 |