scholarly journals In silico characterization of linoleic acid biotransformation to rumenic acid in food derived Lactobacillus plantarum YW11

2020 ◽  
Author(s):  
Tariq Aziz ◽  
Abid Sarwar ◽  
Muhammad Fahim ◽  
Sam Al Dalali ◽  
Zia Ud Din ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Lactobacillus Plantarum ◽  
In Silico ◽  
Octadecadienoic Acid ◽  
Scale Up ◽  
Octadecenoic Acid ◽  
Acid Ethyl Ester ◽  
Dependent Manner ◽  
In Silico Characterization

Lactobacillus plantarum YW11 capability to convert linoleic acid into conjugated linoleic acid and other metabolites was studied in a dose-dependent manner by supplementing LA at different concentrations. L. plantarum YW11 displayed a uniform distinctive growth curve of CLA and other metabolites at concentrations of LA ranging from 1% (w/v) to 10% (w/v), with slightly increased growth at higher LA concentrations. The biotransformation capability of L. plantarum YW11 evaluated by GC-MS revealed a total of one CLA isomer, i.e. 9-cis,11-trans-octadecadienoic acid, also known as the rumenic acid (RA), one linoleic acid isomer (linoelaidic acid), and LA metabolites: (E)-9-octadecenoic acid ethyl ester, trans, trans-9,12-octadecadienoic acid, propyl ester and stearic acid. All the metabolites of linoleic acid were produced from 1 to 10% LA supplemented MRS media, while surprisingly the only conjugated linoleic acid compound was produced at 10% LA. To assess the presence of putative enzymes, responsible for conversion of LA into CLA, in silico characterization was carried out. The in silico characterization revealed presence of four enzymes (10-linoleic acid hydratase, linoleate isomerase, acetoacetate decarboxylase and dehydrogenase) that may be involved in the production of CLA (rumenic acid) and LA isomers. The biotransformation ability of L. plantarum YW11 to convert LA into RA has great prospects for biotechnological and industrial implications that could be exploited in the future scale-up experiments.

scholarly journals Dose-dependent production of linoleic acid analogues in food derived Lactobacillus plantarum K25 and in silico characterization of relevant reactions

2020 ◽  
Author(s):  
Tariq Aziz ◽  
Abid Sarwar ◽  
Muhammad Fahim ◽  
Jalal Ud Din ◽  
Sam Al Dalali ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Linoleic Acid ◽  
In Silico ◽  
Active Sites ◽  
Enzymatic Reactions ◽  
Dependent Manner ◽  
In Silico Studies ◽  
In Silico Characterization ◽  
First Time ◽  
Dose Dependent

The objective of this study was to assess and scrutinize the competency of probiotic L. plantarum K25 to produce linoleic acid analogues in the medium supplemented with different concentrations of linoleic acid, ranging from 1% to 10%, in a dose dependent manner. The analogues produced were identified and quantitated by GC-MS and in silico studies were done to confirm enzymatic reactions involved in its conversion. The results showed that L. plantarum K25 could convert linoleic acid at different concentrations to 9 different fatty acid analogues at concentrations ranging from 0.01 to 17.24 mg/L. Among these metabolites, formation of an essential fatty acid, the linolenic acid, in media supplemented with 9% linoleic acid, is being reported for the first time. Putative candidate enzymes involved in biotransformation of linoleic acid into linoleic acid analogues were identified in the whole genome of L. plantarum K25, which was sequenced previously. In silico studies confirmed that many enzymes, including linoleate isomerase and dehydrogenase, may be involved in biotransformation of linoleic acid into linoleic acid analogues. Both enzymes could effectively bind the linoleic acid molecule, mainly by forming hydrogen bonding between the acidic groups of linoleic acid and the proline residues at the active sites of the enzymes, validating putative reaction partners.

scholarly journals Dietary conjugated linoleic acid (CLA) induces apoptosis of colonic mucosa in 1,2-dimethylhydrazine-treated rats: a possible mechanism of the anticarcinogenic effect by CLA

2001 ◽  
Vol 86 (5) ◽  
pp. 549-555 ◽  
Author(s):  
Hyun S. Park ◽  
Ji H. Ryu ◽  
Yeong L. Ha ◽  
Jung H. Y. Park
Keyword(s):  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Control Diet ◽  
Terminal Deoxynucleotidyl Transferase ◽  
Prostaglandin E ◽  
Dependent Manner ◽  
Sprague Dawley ◽  
Tumour Incidence ◽  
Sprague Dawley Rats ◽  
Dietary Conjugated Linoleic Acid

One of the objectives of the present study was to investigate whether 1 % conjugated linoleic acid (CLA) in the diet reduced tumour incidence in the colon of 1,2-dimethylhydrazine (DMH)-treated rats. Colon cancer was induced by injecting 6-week-old, male, Sprague–Dawley rats with 15 mg/kg DMH twice per week for 6 weeks. They were fed either 1 % CLA or a control diet ad libitum for 30 weeks. Dietary CLA significantly decreased colon tumour incidence (P<0·05). Our second objective was to investigate whether apoptosis in the colon mucosa of DMH-treated rats was affected by the amount of dietary CLA and whether the changes in apoptosis were related to those in fatty acid-responsive biomarkers. For this purpose, rats were killed after being fed a diet containing 0 %, 0·5 %, 1 % or 1·5 % CLA for 14 weeks. CLA was undetected in the mucosa of rats fed the 0 % CLA diet and increased to 5·9 mg/g phospholipid in rats fed the 0·5 % diet. The apoptotic index estimated by the terminal deoxynucleotidyl transferase-mediated dUTP nick and labelling technique was increased by 251 % and the 1,2-diacylglycerol content was decreased by 57 % in rats fed 0·5 % CLA. No further changes in these variables were observed when CLA in the diet was raised to 1·0 % or 1·5 %. However, dietary CLA decreased mucosal levels of prostaglandin E2, thromboxane B2 and arachidonic acid in a dose-dependent manner. The present data indicate that dietary CLA can inhibit DMH-induced colon carcinogenesis by mechanisms probably involving increased apoptosis.

A new conjugated linoleic acid isomer, 7 trans, 9 cis-octadecadienoic acid, in cow milk, cheese, beef and human milk and adipose tissue

Lipids ◽  
1998 ◽  
Vol 33 (8) ◽  
pp. 803-809 ◽  
Author(s):  
Martin P. Yurawecz ◽  
John A. G. Roach ◽  
Najibullah Sehat ◽  
Magdi M. Mossoba ◽  
John K. G. Kramer ◽  
...  
Keyword(s):  
Adipose Tissue ◽  
Linoleic Acid ◽  
Human Milk ◽  
Conjugated Linoleic Acid ◽  
Octadecadienoic Acid ◽  
Cow Milk ◽  
Conjugated Linoleic Acid Isomer ◽  
Linoleic Acid Isomer

Comparison of Methylation Methods for the Quantitation of Conjugated Linoleic Acid Isomers

1993 ◽  
Vol 76 (3) ◽  
pp. 644-649 ◽  
Author(s):  
Nalur Chandrasekaran Shantha ◽  
Eric Andrew Decker ◽  
Bernhard Hennig
Keyword(s):  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Sodium Methoxide ◽  
Boron Trifluoride ◽  
Acetyl Chloride ◽  
Octadecadienoic Acid ◽  
Methyl Esters ◽  
Low Concentrations ◽  
Cla Isomers ◽  
In Cis

Abstract Four methylation methods were evaluated for use in the gas chromatographic (GC) quantitation of conjugated linoleic acid (CLA) isomers, which are potential anticarcinogen. The methods were (1) sodium methoxide in methanol (NaOMe-MeOH), (2) American Oil Chemists' Society (AOCS) procedure Ce 2-66, which involves methanolic sodium hydroxide followed by boron trifluoride in methanol, (3) tetramethylguanidine in methanol (TMG-MeOH), and (4) direct transesterification with methanolbenzene- acetyl chloride (DAC). Purified methyl esters of isomerized linoleic acid containing 86% CLA isomers were methylated and analyzed by GC. The AOCS and DAC methods resulted in 3 and 50% losses in cis-9,trans-11-octadecadienoic acid (9c, 111 CLA isomer) and trans-10,cis-12 octadecadienoic acid (10t, 12c CLA isomers), respectively. Compared with the control, the AOCS and DAC methods increased the yield of the trans,trans CLA isomers (trans-9,trans-11- and trans-10, trans-12-octadecadienoic acid) by 1.07-fold and a 10-fold, respectively. A non-CLA artifact that eluted close to CLA peaks was formed during methylation by the AOCS and DAC methods. Thus, the DAC and AOCS methods are not suitable for quantitation of CLA isomers. The NaOMe-MeOH and TMG-MeOH methods, however, are suitable for quantitation of CLA isomers in fats containing low concentrations of free fatty acids.

scholarly journals Screening of conjugated linoleic acid (CLA) producing Lactobacillus plantarum and production of CLA on soy-powder milk by these stains

2015 ◽  
Vol 51 (3) ◽  
pp. 231-240 ◽  
Author(s):  
Baolo Kim ◽  
Byong Won Lee ◽  
Chung Eun Hwang ◽  
Yu-Young Lee ◽  
Choonwo Lee ◽  
...  
Keyword(s):  
Linoleic Acid ◽  
Conjugated Linoleic Acid ◽  
Lactobacillus Plantarum ◽  
Powder Milk ◽  
Soy Powder
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