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Cat. No.: HY-N21929

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Plusbacin A3

Plusbacin A3 is a cyclic lipodepsipeptide isolated from Pseudomonas sp. PB-6250 that inhibits bacterial cell wall biosynthesis and disrupts membrane integrity. Plusbacin A3 binds lipid intermediates, blocking transglycosylation and lipid intermediate formation in peptidoglycan synthesis. Plusbacin A3 inhibits teichoic acid biosynthesis. Plusbacin A3 exhibits activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococci, with low susceptibility to resistance, and is inactive against Gram-negative bacteria. Plusbacin A3 can be used in research on bacterial infections.

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

CAS No.: 136660-70-3
Formula: C₅₀H₈₃N₁₁O₂₀
Molecular Weight:1158.26

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

Plusbacin A3 Chemical Structure

CAS No.: 136660-70-3

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

Biological Activity
- Description
- In Vitro
Chemical Information
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Biological Activity

Description

In Vitro

Plusbacin A3 exhibits antibacterial activity against S. aureus strains Smith, MR-6, and MSSA1 with MIC values of 1-2 μg/mL^[1].
Plusbacin A3 exhibits antimicrobial activity with a MIC range of 0.2 to 6.25 μg/mL against S. pyogenes M49 strain NZ131, S. agalactiae strain A909, ATCC 33591, and ATCC 51299, but is inactive against Escherichia coli (ATCC 25922) and Pseudomonas aeruginosa (ATCC 27853)^[2].
Plusbacin A3 (0.78-3.13 μg/mL) exhibits potent antibiotic activity against methicillin-resistant Staphylococcus aureus and VanA-type vancomycin-resistant enterococci with MIC values ranging from 0.78 to 3.13 μg/mL^[3].
Plusbacin A3 inhibits N-acetylglucosamine incorporation into staphylococcal cell wall peptidoglycan with an IC₅₀ close to its MIC value^[3].
Plusbacin A3 inhibits both nascent peptidoglycan formation and lipid intermediate formation in bacterial cell wall biosynthesis at a site distinct from the Vancomycin (HY-B0671) binding domain^[3].
Plusbacin A3 (20 h) exhibits strong antibacterial activity against methicillin-resistant Staphylococcus aureus and vancomycin-resistant enterococci, with MIC values ranging from 0.78 to 3.13 μg/mL^[5].
Plusbacin A3 (30 min) inhibits the incorporation of [¹⁴C]GlcNAc into peptidoglycan of Staphylococcus aureus NCTC8325 whole cells with an IC₅₀ of 0.62 μg/mL^[5].
Plusbacin A3 (Various concentrations; 60 min) inhibits the formation of lipid intermediates (IC₅₀ = 2.3 μg/mL) and nascent peptidoglycan (IC₅₀ = 0.4 μg/mL) in an in vitro assay using Staphylococcus aureus SRM133 wall-membrane particulate and supernatant fractions^[5].
The inhibition of transglycosylation by Plusbacin A3 (0.78 μg/mL; 60 min) in Staphylococcus aureus SRM133 fractions is not suppressed by acetyl-Lys-D-Ala-D-Ala^[5].
The antibacterial activity of Plusbacin A3 (5 μg per disk; Overnight) against Staphylococcus aureus NCTC8325 is antagonized by a wall-membrane particulate^[5].

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

Chemical Information

CAS No. 136660-70-3
Molecular Weight 1158.26
Formula C₅₀H₈₃N₁₁O₂₀
SMILES

O=C1[C@@]2([H])N(CC[C@@H]2O)C([C@H](NC([C@@](NC([C@@H](NC([C@@]3([H])N(C([C@H](NC([C@@](NC(C[C@H](OC([C@](N1)([H])[C@H](O)C(O)=O)=O)CCCCCCCCCCC(C)C)=O)([H])[C@H](O)C)=O)C)=O)CC[C@@H]3O)=O)CCCNC(N)=N)=O)([H])[C@@H](O)C(O)=O)=O)CO)=O
Structure Classification
- Others
Initial Source
- Microorganisms
Pseudomonas sp. PB-6250
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

Handling Instructions (2659 KB)

References

[1]. Katsuyama A, et al. Total Synthesis and Antibacterial Investigation of Plusbacin A. Organic letters. 2017 Jul 21;19(14):3771-3774.

[2]. Kim SJ, et al. The isotridecanyl side chain of plusbacin-A3 is essential for the transglycosylase inhibition of peptidoglycan biosynthesis. Biochemistry. 2013 Mar 19;52(11):1973-9.

[3]. Wohlrab A, et al. Total synthesis of plusbacin A3: a depsipeptide antibiotic active against vancomycin-resistant bacteria. J Am Chem Soc. 2007 Apr 11;129(14):4175-7.

[4]. Kumar G, et al. Natural products acting against S. aureus through membrane and cell wall disruption. Nat Prod Rep. 2023 Oct 18;40(10):1608-1646.

[5]. Maki H, et al. Katanosin B and plusbacin A(3), inhibitors of peptidoglycan synthesis in methicillin-resistant Staphylococcus aureus. Antimicrobial agents and chemotherapy. 2001 Jun;45(6):1823-7.

[6]. O'Connor RD, et al. Dual Mode of Action for Plusbacin A in Staphylococcus aureus. The journal of physical chemistry. B. 2017 Feb 23;121(7):1499-1505.

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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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