Science | Nature | Cell | View More
Natural Products
Reutericyclin
Reutericyclin
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name Reutericyclin
Price:
CAS No.: 303957-69-9
Catalog No.: CFN00135
Molecular Formula: C20H31NO4
Molecular Weight: 349.47 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Powder
Source: From Lactobacillus reuteri.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS    SDF    Manual
Similar structural: Comparison (Web)  (SDF)
Guestbook:
Contact Us
Order & Inquiry & Tech Support

Tel: (0086)-27-84237683
Tech: service@chemfaces.com
Order: manager@chemfaces.com
Address: 176, CheCheng Eest Rd., WETDZ, Wuhan, Hubei 430056, PRC
How to Order
Orders via your E-mail:

1. Product number / Name / CAS No.
2. Delivery address
3. Ordering/billing address
4. Contact information
Order: manager@chemfaces.com
Delivery time
Delivery & Payment method

1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

2. We accept: Wire transfer & Credit card & Paypal
Citing Use of our Products
* Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
Our products had been exported to the following research institutions and universities, And still growing.
  • Cornell University (USA)
  • Martin Luther University of Hal... (Germany)
  • Northeast Normal University Cha... (China)
  • University of Zurich (Switzerland)
  • Universidad Industrial de Santa... (Colombia)
  • Universidad de Buenos Aires (Argentina)
  • Sant Gadge Baba Amravati Univer... (India)
  • Michigan State University (USA)
  • Macau University of Science and... (China)
  • National Chung Hsing University (Taiwan)
  • Sanford Burnham Medical Researc... (USA)
  • More...
Package
Featured Products
Naringenin

Catalog No: CFN98742
CAS No: 480-41-1
Price: $30/20mg
Oleuropein

Catalog No: CFN98416
CAS No: 32619-42-4
Price: $30/20mg
Procyanidin A1

Catalog No: CFN96495
CAS No: 103883-03-0
Price: $288/20mg
Formononetin

Catalog No: CFN99962
CAS No: 485-72-3
Price: $30/20mg
Ellagic acid

Catalog No: CFN98716
CAS No: 476-66-4
Price: $30/20mg
(+)-Isocorynoline

Catalog No: CFN90215
CAS No: 475-67-2
Price: $138/20mg
Falcarinol

Catalog No: CFN96027
CAS No: 21852-80-2
Price: $218/20mg
Oxypaeoniflorin

Catalog No: CFN99589
CAS No: 39011-91-1
Price: $138/20mg
Catechin

Catalog No: CFN99646
CAS No: 154-23-4
Price: $30/20mg
Petunidin-3-O-glucoside chloride

Catalog No: CFN92043
CAS No: 6988-81-4
Price: $318/5mg
Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Reutericyclin is a unique antimicrobial tetramic acid produced by some strains of Lactobacillus reuteri, dissipation of the membrane potential by active Reutericyclins correlated with inhibition of macromolecular synthesis in cells. Reutericyclin and nisin exhibit divergent effects on heat- and pressure-induced spore inactivation and membrane fluidity. All reutericyclins can inhibit the growth of clinical isolates of drug-resistant Staphylococcus aureus, which exemplify the prospect of developing reutericyclins as new topical antibiotics.
Targets: Antifection
In vitro:
Food Microbiol. 2013 May;34(1):46-51.
Effects of nisin and reutericyclin on resistance of endospores of Clostridium spp. to heat and high pressure.[Pubmed: 23498177]
The effects of high pressure, temperature, and antimicrobial compounds on endospores of Clostridium spp. were examined.
METHODS AND RESULTS:
Minimal inhibitory concentrations (MIC) of nisin and Reutericyclin were determined for vegetative cells and endospores of Clostridium sporogenes ATCC 7955, Clostridium beijerinckii ATCC 8260, and Clostridium difficile 3195. Endospores of C. sporogenes ATCC 7955 and C. beijerinckii ATCC 8260 were exposed to 90 °C and 90 °C/600 MPa in the presence of 16 mg L(-1) nisin or 6.4 mg L(-1) Reutericyclin for 0-60 min in a 0.9% saline solution. Dipicolinic acid (DPA) release was measured using a terbium-DPA fluorescence assay, and endospore permeability was assessed using 4',6-diamidino-2-phenylindole (DAPI) fluorescence. Vegetative cells of C. sporogenes ATCC 7955 exhibited higher sensitivity to nisin relative to endospores, with MIC values 0.23 ± 0.084 mg L(-1) and 1.11 ± 0.48 mg L(-1), respectively. Nisin increased DPA release when endospores were treated at 90 °C; however, only C. sporogenes ATCC 7955 exhibited higher inactivation, suggesting strain or species specific effects.
METHODS AND RESULTS:
Reutericyclin did not enhance spore inactivation or DPA release. Use of nisin in combination with high pressure, thermal treatments enhanced inactivation of endospores of Clostridium spp. and may have application in foods.
Sci Rep. 2014 Apr 17;4:4721.
Chemical modulation of the biological activity of reutericyclin: a membrane-active antibiotic from Lactobacillus reuteri.[Pubmed: 24739957]

METHODS AND RESULTS:
Whilst the development of membrane-active antibiotics is now an attractive therapeutic concept, progress in this area is disadvantaged by poor knowledge of the structure-activity relationship (SAR) required for optimizing molecules to selectively target bacteria. This prompted us to explore the SAR of the Lactobacillus reuteri membrane-active antibiotic Reutericyclin, modifying three key positions about its tetramic acid core. The SAR revealed that lipophilic analogs were generally more active against Gram-positive pathogens, but introduction of polar and charged substituents diminished their activity. This was confirmed by cytometric assays showing that inactive compounds failed to dissipate the membrane potential. Radiolabeled substrate assays indicated that dissipation of the membrane potential by active Reutericyclins correlated with inhibition of macromolecular synthesis in cells. However, compounds with good antibacterial activities also showed cytotoxicity against Vero cells and hemolytic activity.
CONCLUSIONS:
Although this study highlights the challenge of optimizing membrane-active antibiotics, it shows that by increasing antibacterial potency the selectivity index could be widened, allowing use of lower non-cytotoxic doses.
Appl Environ Microbiol. 2013 Mar;79(6):2103-6.
In situ determination of Clostridium endospore membrane fluidity during pressure-assisted thermal processing in combination with nisin or reutericyclin.[Pubmed: 23335780]

METHODS AND RESULTS:
This study determined the membrane fluidity of clostridial endospores during treatment with heat and pressure with nisin or Reutericyclin. Heating (90°C) reduced laurdan (6-dodecanoyl-2-dimethylaminonaphthalene) general polarization, corresponding to membrane fluidization. Pressure (200 MPa) stabilized membrane order.
CONCLUSIONS:
Reutericyclin and nisin exhibit divergent effects on heat- and pressure-induced spore inactivation and membrane fluidity.
Reutericyclin Description
Source: From Lactobacillus reuteri.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
ChemFaces New Products and Compounds
Carasiphenol C

Catalog No: CFN95045
CAS No: 868168-04-1
Price: $368/5mg
Oblongaroside B

Catalog No: CFN95543
CAS No: 1000889-11-1
Price: $318/10mg
Lucidumol A

Catalog No: CFN95059
CAS No: 217476-73-8
Price: $318/5mg
(1,5E,11E)-tridecatriene-7,9-diyne...

Catalog No: CFN95161
CAS No: 201012-14-8
Price: $318/10mg
2-Methoxy-1,4-naphthoquinone

Catalog No: CFN95269
CAS No: 2348-82-5
Price: $70/20mg
Cagayanin

Catalog No: CFN95480
CAS No: 99096-51-2
Price: $318/20mg
Ternatumoside II

Catalog No: CFN95366
CAS No: 1473419-87-2
Price: $318/5mg
Cassiaside C

Catalog No: CFN95120
CAS No: 119170-52-4
Price: $318/10mg
Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8615 mL 14.3074 mL 28.6148 mL 57.2295 mL 71.5369 mL
5 mM 0.5723 mL 2.8615 mL 5.723 mL 11.4459 mL 14.3074 mL
10 mM 0.2861 mL 1.4307 mL 2.8615 mL 5.723 mL 7.1537 mL
50 mM 0.0572 mL 0.2861 mL 0.5723 mL 1.1446 mL 1.4307 mL
100 mM 0.0286 mL 0.1431 mL 0.2861 mL 0.5723 mL 0.7154 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Animal Research:
Antimicrob Agents Chemother. 2009 Sep;53(9):4028-31.
Evaluation of analogs of reutericyclin as prospective candidates for treatment of staphylococcal skin infections.[Pubmed: 19581456 ]

METHODS AND RESULTS:
The potential for Reutericyclin derivatives to be used as topical antibiotics to treat staphylococcal skin infections was investigated. All Reutericyclins inhibited the growth of clinical isolates of drug-resistant Staphylococcus aureus. Unlike the standard topical agent mupirocin, most Reutericyclin derivatives eradicated staphylococcal biofilms. Moreover, two compounds formulated in hydrophilic petrolatum (10%, wt/wt) were efficacious in treating S. aureus superficial skin infections in mice.
CONCLUSIONS:
These data exemplify the prospect of developing Reutericyclins as new topical antibiotics.
Structure Identification:
Appl Environ Microbiol. 2015 Mar;81(6):2032-41.
Genetic determinants of reutericyclin biosynthesis in Lactobacillus reuteri.[Pubmed: 25576609]
Reutericyclin is a unique antimicrobial tetramic acid produced by some strains of Lactobacillus reuteri. This study aimed to identify the genetic determinants of Reutericyclin biosynthesis.
METHODS AND RESULTS:
Comparisons of the genomes of Reutericyclin-producing L. reuteri strains with those of non-Reutericyclin-producing strains identified a genomic island of 14 open reading frames (ORFs) including genes coding for a nonribosomal peptide synthetase (NRPS). The products of rtcA, rtcB, and rtcC are homologous to the diacetylphloroglucinol-biosynthetic proteins PhlABC and may acetylate the tetramic acid moiety produced by RtcN and RtcK, forming Reutericyclin. Deletion of rtcN or rtcABC in L. reuteri TMW1.656 abrogated Reutericyclin production but did not affect resistance to Reutericyclin. Genes coding for transport and regulatory proteins could be deleted only in the Reutericyclin-negative L. reuteri strain TMW1.656ΔrtcN, and these deletions eliminated Reutericyclin resistance.
CONCLUSIONS:
The genomic analyses suggest that the Reutericyclin genomic island was horizontally acquired from an unknown source during a unique event.
Naringenin

Catalog No: CFN98742
CAS No: 480-41-1
Price: $30/20mg
Oleuropein

Catalog No: CFN98416
CAS No: 32619-42-4
Price: $30/20mg
Procyanidin A1

Catalog No: CFN96495
CAS No: 103883-03-0
Price: $288/20mg
Formononetin

Catalog No: CFN99962
CAS No: 485-72-3
Price: $30/20mg
Ellagic acid

Catalog No: CFN98716
CAS No: 476-66-4
Price: $30/20mg
(+)-Isocorynoline

Catalog No: CFN90215
CAS No: 475-67-2
Price: $138/20mg
Falcarinol

Catalog No: CFN96027
CAS No: 21852-80-2
Price: $218/20mg
Oxypaeoniflorin

Catalog No: CFN99589
CAS No: 39011-91-1
Price: $138/20mg
Catechin

Catalog No: CFN99646
CAS No: 154-23-4
Price: $30/20mg
Petunidin-3-O-glucoside chloride

Catalog No: CFN92043
CAS No: 6988-81-4
Price: $318/5mg
Tags: buy Reutericyclin | Reutericyclin supplier | purchase Reutericyclin | Reutericyclin cost | Reutericyclin manufacturer | order Reutericyclin | Reutericyclin distributor