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Cat. No.: HY-126770

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Rhizocticin A

Rhizocticin A is a natural antifungal phosphonate oligopeptide produced by Bacillus subtilis ATCC 6633 that targets threonine synthase (TS). Rhizocticin A enters sensitive fungal cells via oligopeptide transport systems and releases its active (S,Z)-APPA moiety through hydrolysis by intracellular peptidases. Rhizocticin A exhibits antifungal activity against yeasts and filamentous fungi, with a MIC of 0.35 μg/mL against Saccharomyces cerevisiae, Saccharomycopsis lipolytica and Schizosaccharomyces pombe. Rhizocticin A can be used in studies related to fungal infections, oligopeptide transport and threonine biosynthesis.

For research use only. We do not sell to patients.

CAS No.: 114301-25-6
Formula: C₁₁H₂₂N₅O₆P
Molecular Weight:351.30

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (276 KB)

Rhizocticin A Chemical Structure

CAS No.: 114301-25-6

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
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Biological Activity

Description

In Vitro

Synthetic Rhizocticin A (3.5-1050 μg/L; 24 h) does not exhibit significant antifungal activity against Candida albicans, Saccharomyces cerevisiae, or Candida glabrata when tested at concentrations up to 1050 μg/L for 24 h in liquid media^[1].
Rhizocticin A (11-3500 ng/disk) potently inhibits the growth of diverse fungal strains, including Saccharomyces cerevisiae Tü 125, Saccharomycopsis lipolytica Tü 8097, and Schizosaccharomyces pombe Tü 251 with an MIC of 0.35 μg/mL, and Ascodesmis sphaerospora Tü 147, Nematospora coryli Tü 194, and Basidiobolus microsporus Tü 174 with an MIC of 3.5 μg/mL, while showing variable activity against other filamentous and basidiomycete fungi^[2].
Rhizocticin A (0.110 mg/mL)'s antifungal activity against Saccharomyces cerevisiae Tü 125 and Paecilomyces variotii Tü 137 is competitively antagonized by specific oligopeptides (including Arg-Leu-acetate, Arg-Tyr, and Phe-Gly-Gly) and L-/D-cystine, and non-competitively antagonized by Thr, homoserine, and Trp, indicating uptake via oligopeptide transporters and potential interference with threonine-related metabolism^[2].
Rhizocticin A (1 mg/mL; 36 μg/mL) does not inhibit the growth of 18 tested bacterial strains or Paramecium caudatum at the tested concentrations^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Rhizocticin A (3.5-10 μg/mL; in culture medium; continuous exposure) exhibits toxic activity against Caenorhabditis elegans, with full mortality at 10 μg/mL and reduced motility at 3.5 μg/mL, and this toxicity is not antagonized by threonine^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Caenorhabditis elegans (fed on Escherichia coli strain 645)^[2]
Dosage:

3.5 μg/mL; 10 μg/mL
Administration:

in culture medium; continuous exposure
Result:

Reduced nematode motility at 3.5 μg/mL.
Killed all test animals at 10 μg/mL.
Failed to have toxic effects prevented by 150 μg/mL threonine added to the culture medium.

Chemical Information

CAS No. 114301-25-6
Molecular Weight 351.30
Formula C₁₁H₂₂N₅O₆P
SMILES

O=C(O)[C@H](/C=C\CP(O)(O)=O)NC([C@H](CCCNC(N)=N)N)=O
Structure Classification
- Ketones, Aldehydes, Acids
Initial Source
- Microorganisms
Bacillus subtilis
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (276 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Gahungu M, et al. Synthesis and biological evaluation of potential threonine synthase inhibitors: Rhizocticin A and Plumbemycin A. Bioorganic & medicinal chemistry. 2013 Sep 01;21(17):4958-67.

[2]. Kugler M, et al. Rhizocticin A, an antifungal phosphono-oligopeptide of Bacillus subtilis ATCC 6633: biological properties. Archives of microbiology. 1990;153(3):276-81. [Content Brief]

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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