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Reutericyclin (Reutericycline) 303957-69-9

Reutericyclin (Reutericycline) 303957-69-9

CAS No.: 303957-69-9

Reutericyclin (Reutericycline) is a unique tetra-acid, antibiotic produced by certain strains of Lactobacillus reuteri.
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Reutericyclin (Reutericycline) is a unique tetra-acid, antibiotic produced by certain strains of Lactobacillus reuteri. Reutericyclin (Reutericycline) has a broad inhibitory spectrum such as Lactobacillus spp., Bacillus subtilis, B. cereus, Enterococcus faecalis, Staphylococcus aureus, Listeria innocua.

Physicochemical Properties


Molecular Formula C20H31NO4
Molecular Weight 349.46
Exact Mass 349.225
CAS # 303957-69-9
PubChem CID 54684555
Appearance Yellow to orange solid powder
LogP 4.025
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 10
Heavy Atom Count 25
Complexity 560
Defined Atom Stereocenter Count 1
SMILES

CCCCCCC/C=C/C(=O)N1[C@@H](C(=C(C1=O)C(=O)C)O)CC(C)C

InChi Key GNGSBVNLHSNSDF-LPQFERQCSA-N
InChi Code

InChI=1S/C20H31NO4/c1-5-6-7-8-9-10-11-12-17(23)21-16(13-14(2)3)19(24)18(15(4)22)20(21)25/h11-12,14,16,24H,5-10,13H2,1-4H3/b12-11+/t16-/m1/s1
Chemical Name

(2R)-4-acetyl-1-[(E)-dec-2-enoyl]-3-hydroxy-2-(2-methylpropyl)-2H-pyrrol-5-one
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


References

[1]. Genetic determinants of reutericyclin biosynthesis in Lactobacillus reuteri. Appl Environ Microbiol. 2015 Mar;81(6):2032-41.

[2]. Characterization of reutericyclin produced by Lactobacillus reuteri LTH2584. Appl Environ Microbiol. 2000 Oct;66(10):4325-33.

Additional Infomation Reutericyclin is a dicarboximide.

Solubility Data


Solubility (In Vitro) DMSO : 33.33 mg/mL (95.38 mM)
Solubility (In Vivo) Solubility in Formulation 1: 2.5 mg/mL (7.15 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 2.5 mg/mL (7.15 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8616 mL 14.3078 mL 28.6156 mL
5 mM 0.5723 mL 2.8616 mL 5.7231 mL
10 mM 0.2862 mL 1.4308 mL 2.8616 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.