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MedKoo Cat#: 584398 | Name: Ficellomycin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ficellomycin is an aziridine antibiotic produced by Streptomyces ficellus, which displays high in vitro activity against Gram-positive bacteria including multidrug resistant strains of Staphylococcus aureus. Compared to currently available antibiotics, ficellomycin exhibits a unique mechanism of action-it impairs the semiconservative DNA replication by inducing the formation of deficient 34S DNA fragments, which lack the ability to integrate into larger DNA pieces and eventually the complete bacterial chromosome.

Chemical Structure

Ficellomycin
Ficellomycin
CAS#59458-27-4

Theoretical Analysis

MedKoo Cat#: 584398

Name: Ficellomycin

CAS#: 59458-27-4

Chemical Formula: C13H24N6O3

Exact Mass: 312.1910

Molecular Weight: 312.37

Elemental Analysis: C, 49.99; H, 7.74; N, 26.90; O, 15.37

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Ficellomycin; Antibiotic U 47929; U 47929
IUPAC/Chemical Name
2-[(2-amino-3-methylbutanoyl)amino]-2-[2-(diaminomethylideneamino)-5-azabicyclo[3.1.0]hexan-4-yl]acetic acid
InChi Key
DGIHWRUPUISVIZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H24N6O3/c1-5(2)9(14)11(20)18-10(12(21)22)7-3-6(17-13(15)16)8-4-19(7)8/h5-10H,3-4,14H2,1-2H3,(H,18,20)(H,21,22)(H4,15,16,17)
SMILES Code
O=C(O)C(NC(C(N)C(C)C)=O)C1CC(/N=C(N)\N)C2CN12
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 312.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: He X, Li M, Song S, Wu X, Zhang J, Wu G, Yue R, Cui H, Song S, Ma C, Lu F, Zhang H. Ficellomycin: an aziridine alkaloid antibiotic with potential therapeutic capacity. Appl Microbiol Biotechnol. 2018 Mar 30. doi: 10.1007/s00253-018-8934-4. [Epub ahead of print] Review. PubMed PMID: 29602982. 2: Liu Y, Li M, Mu H, Song S, Zhang Y, Chen K, He X, Wang H, Dai Y, Lu F, Yan Z, Zhang H. Identification and characterization of the ficellomycin biosynthesis gene cluster from Streptomyces ficellus. Appl Microbiol Biotechnol. 2017 Oct;101(20):7589-7602. doi: 10.1007/s00253-017-8465-4. Epub 2017 Sep 11. PubMed PMID: 28894917. 3: Foulke-Abel J, Agbo H, Zhang H, Mori S, Watanabe CM. Mode of action and biosynthesis of the azabicycle-containing natural products azinomycin and ficellomycin. Nat Prod Rep. 2011 Apr;28(4):693-704. doi: 10.1039/c0np00049c. Epub 2011 Feb 15. Review. PubMed PMID: 21327255. 4: Kuo MS, Yurek DA, Mizsak SA. Structure elucidation of ficellomycin. J Antibiot (Tokyo). 1989 Mar;42(3):357-60. PubMed PMID: 2708128. 5: Reusser F. Ficellomycin and feldamycin; inhibitors of bacterial semiconservative DNA replication. Biochemistry. 1977 Jul 26;16(15):3406-12. PubMed PMID: 329871. 6: Argoudelis AD, Reusser F, Whaley HA, Baczynskyj L, Mizsak SA, Wnuk RJ. Antibiotics produced by Streptomyces ficellus. I. Ficellomycin. J Antibiot (Tokyo). 1976 Oct;29(10):1001-6. PubMed PMID: 994319.