CN101308124A - D-type and / or L-type phenyl-lactic acid rapid checking method - Google Patents
D-type and / or L-type phenyl-lactic acid rapid checking method Download PDFInfo
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- CN101308124A CN101308124A CNA2008101235193A CN200810123519A CN101308124A CN 101308124 A CN101308124 A CN 101308124A CN A2008101235193 A CNA2008101235193 A CN A2008101235193A CN 200810123519 A CN200810123519 A CN 200810123519A CN 101308124 A CN101308124 A CN 101308124A
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- phenyllactic acid
- lactic acid
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Abstract
Disclosed is a fast detection method for D-type and/or L-type phenyl lactic acid, which belongs to the biological preservative detection method technique filed. The detection method separates D-type or L-type phenyl lactic acid from impurities of a sample to be detected by utilizing a chiral column by means of high efficiency liquid chromatography, and implements the qualitative and quantitative detection to D-type and/or L-type phenyl lactic acid respectively through the retention time and peak area of the high efficiency liquid chromatography by means of ultraviolet light absorption on-line detection. The detection method has advantages of fast detection, accurate quantification, good reproducibility; and broad detecting range of samples; and the method can be used for the qualitative and quantitative detection of phenyl lactic acid in fermentation production and research as well as dosage detection of phenyl lactic acid as biological preservative in the food industry.
Description
Technical field
A kind of D-type and/or L-type phenyl-lactic acid rapid checking method, particularly D-type phenyllactic acid and/or the qualitative detection of L-type phenyllactic acid and the method for assay belong to the detection method technical field of biological preservative.
Background technology
Phenyllactic acid is a kind of novel antibacterial substance that lactic acid bacteria produces.Studies show that the phenyllactic acid antimicrobial spectrum is wide, it increases Listeria and staphylococcus aureus to multiple food-borne pathogens such as enteropathogenic E, monocyte; Spoilage organisms comprises toxogenic filamentous fungi such as Aspergillus ochraceus, penicillium verruculosum and Penicillium citrinum, and very strong bacteriostasis is arranged.
Phenyllactic acid is a kind of natural antiseptic agent.It is present in the natural honey, and is nontoxic to the humans and animals cell.Lactic acid bacteria is to be known as safety (Generally recognized as safety, microorganism GRAS) is used for food preservation over the past thousands of years.Therefore, phenyllactic acid be considered to continue first generation antibacterial substance that lactic acid bacteria produces such as lactic acid, acetic acid beyond second generation antibacterial substance such as the Nisin bacteriocins such as (nisins), can be used for the novel antibacterial substance of food system.Compare with Nisin, the antibacterial spectrum width of phenyllactic acid, stability is high, water wettability is strong.
Detection method to phenyllactic acid mainly contains methods such as thin-layer chromatography and high performance liquid chromatography at present.Wherein the method for thin-layer chromatography can only qualitative detection and half-quantitative detection phenyllactic acid.And existing high-efficiency liquid chromatography method for detecting is to utilize reversed phase column chromatography that the phenyllactic acid in the sample is detected, and comes qualitative and detection by quantitative phenyllactic acid according to retention time and peak area; Yet, utilize reversed phase column chromatography D-type phenyllactic acid and L-phenyllactic acid can not be separated, what detect is total phenyllactic acid content, and its drawback is: 1) can not identify the configuration of phenyllactic acid in the sample, 2) can not carry out qualitative and quantitative analysis to D-type and/or L-type phenyllactic acid respectively.Yet qualitative and quantitative analysis in the time of D-type and/or L-type phenyllactic acid is analyzed as tiring of new bio antiseptic and the configuration form analysis of phenyllactic acid fermenting and producing for isomorphism type phenyllactic acid not, has great importance.
Summary of the invention
The method for quick that the purpose of this invention is to provide a kind of D-type and/or L-type phenyllactic acid.The present invention detects fast, quantitatively accurately, and favorable reproducibility; Detectable sample scope is wide; Can be used for the qualitative and quantitative detection in the research of phenyllactic acid fermenting and producing, and phenyllactic acid detects as the dosage of biological preservative in food industry.
Technical scheme of the present invention: a kind of D-type and/or L-type phenyl-lactic acid rapid checking method, pass through efficient liquid-phase chromatography method, utilize chiral column that D-type in the testing sample and/or L-type phenyllactic acid are separated with impurity, by the online detection of UV Absorption, retention time and the peak area by high performance liquid chromatography comes qualitative and detection by quantitative D-type and/or L-type phenyllactic acid respectively.
High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is pH 2.0,0.2M H
3PO
4-KH
2PO
4Damping fluid-methyl alcohol-second cyanogen volume ratio is 85: 1: 14 a mixed liquor; Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
Beneficial effect of the present invention: the present invention detects fast, quantitatively accurately, and favorable reproducibility; Detectable sample scope is wide; Can be used for the qualitative and quantitative detection in the research of phenyllactic acid fermenting and producing, and phenyllactic acid detects as the dosage of biological preservative in food industry.
Description of drawings
The testing result figure of Fig. 1 D-type phenyllactic acid standard model.
The testing result figure of Fig. 2 L-type phenyllactic acid standard model.
The testing result figure of Fig. 3 D-type and L-type phenyllactic acid potpourri.
The testing result figure of D-type in Fig. 4 microbial fermentation product and L-type phenyllactic acid.
Embodiment
The fast detecting of embodiment 1D-type phenyllactic acid standard model
Be mixed with the standard solution of 1mg/mL concentration with Sigma company product D-phenyllactic acid, this solution of getting certain volume carries out the high performance liquid chromatography check and analysis.High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is 0.2MH
3PO
4-KH
2PO
4(pH 2.0) damping fluid-methyl alcohol-second cyanogen (volume ratio is 85: 1: 14); Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
Fig. 1 has provided the testing result figure of D-type phenyllactic acid standard model.The go out peak retention time of D-type phenyllactic acid under this chromatography condition is about 18.3min, can carry out the calculated by peak area of D-type phenyllactic acid by integration software, and carries out the quantitative test of D-type phenyllactic acid in the sample.
The fast detecting of embodiment 2L-type phenyllactic acid standard model
Be mixed with the standard solution of 1mg/mL concentration with Sigma company product L-phenyllactic acid, this solution of getting certain volume carries out the high performance liquid chromatography check and analysis.High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is 0.2MH
3PO
4-KH
2PO
4(pH 2.0) damping fluid-methyl alcohol-second cyanogen (volume ratio is 85: 1: 14); Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
Fig. 2 has provided the testing result figure of L-type phenyllactic acid standard model.The go out peak retention time of L-type phenyllactic acid under this chromatography condition is about 17.2min, can carry out the calculated by peak area of L-type phenyllactic acid by integration software, and carries out the quantitative test of L-type phenyllactic acid in the sample.
The fast detecting of embodiment 3D-type and L-type phenyllactic acid potpourri
Be mixed with 0.5mg/mL D-type phenyllactic acid and 0.5mg/mL L-phenyllactic acid mixed liquor with the product D-of Sigma company type phenyllactic acid and L-type phenyllactic acid, this mixed liquor of getting certain volume carries out the high performance liquid chromatography check and analysis.High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is 0.2M H
3PO
4-KH
2PO
4(pH 2.0) damping fluid-methyl alcohol-second cyanogen (volume ratio is 85: 1: 14); Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
Fig. 3 has provided the fast detecting figure of D-type and L-type phenyllactic acid potpourri.D-type and the L-type phenyllactic acid peak retention time that goes out under this chromatography condition is about 18.6 and 17.3min respectively, can carry out the calculated by peak area of D-type and L-type phenyllactic acid by integration software respectively, and carries out the quantitative test of D-type and L-type phenyllactic acid in the sample.
The fast detecting of D-type in embodiment 4 testing samples and L-type phenyllactic acid
With the Lactobacillus plantarum fermentation liquor is testing sample, by the content of high performance liquid chromatography check and analysis D-type and L-type phenyllactic acid.High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is 0.2M H
3PO
4-KH
2PO
4(pH 2.0) damping fluid-methyl alcohol-second cyanogen (volume ratio is 85: 1: 14); Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
Fig. 4 has provided the D-type in the Lactobacillus plantarum fermentation liquor and the testing result figure of L-type phenyllactic acid.D-type and the L-type phenyllactic acid peak retention time that goes out under this chromatography condition is about 18.9 and 17.6min respectively, can carry out the calculated by peak area of D-type and L-type phenyllactic acid by integration software respectively, and carry out the quantitative test of D-type and L-type phenyllactic acid in the sample, be respectively 0.408mg/mL and 0.397mg/mL.
Claims (1)
1, a kind of D-type and/or L-type phenyl-lactic acid rapid checking method, it is characterized in that passing through efficient liquid-phase chromatography method, utilize chiral column that D-type in the testing sample and/or L-type phenyllactic acid are separated with impurity, by the online detection of UV Absorption, retention time and the peak area by high performance liquid chromatography comes qualitative and detection by quantitative D-type and/or L-type phenyllactic acid respectively;
High-efficient liquid phase chromatogram condition is: the high performance liquid chromatograph model is Agilent 1100; Chirality chromatography column type number is Chiral-cel OJ-R; Moving phase is pH 2.0,0.2M H
3PO
4-KH
2PO
4Damping fluid-methyl alcohol-second cyanogen volume ratio is 85: 1: 14 a mixed liquor; Flow velocity is 0.4mL/min; Column temperature is 20 ℃; Applied sample amount is 50 μ L; Testing conditions is 210nm.
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| CNA2008101235193A CN101308124A (en) | 2008-06-17 | 2008-06-17 | D-type and / or L-type phenyl-lactic acid rapid checking method |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102115777A (en) * | 2010-11-29 | 2011-07-06 | 昆明理工大学 | Screening method of lactic acid bacteria strains of high-yield DL-3-phenyllactic acid |
| CN102285664A (en) * | 2011-05-27 | 2011-12-21 | 广西崇左市湘桂糖业有限公司 | Special molecular sieve for separating L-lactic acid and D-lactic acid with simulated moving bed and preparation method thereof |
| CN101532995B (en) * | 2009-05-04 | 2012-05-16 | 佛山市海天调味食品股份有限公司 | Method for determining antiseptic content rapidly in spice with grease |
| CN101526509B (en) * | 2009-05-04 | 2012-11-21 | 佛山市海天调味食品股份有限公司 | Method for rapidly determining content of preservatives in condiment |
| CN108624533A (en) * | 2018-05-10 | 2018-10-09 | 浙江工商大学 | A kind of method that phenyl-lactic acid is isolated and purified in lactobacillus plantarum |
-
2008
- 2008-06-17 CN CNA2008101235193A patent/CN101308124A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101532995B (en) * | 2009-05-04 | 2012-05-16 | 佛山市海天调味食品股份有限公司 | Method for determining antiseptic content rapidly in spice with grease |
| CN101526509B (en) * | 2009-05-04 | 2012-11-21 | 佛山市海天调味食品股份有限公司 | Method for rapidly determining content of preservatives in condiment |
| CN102115777A (en) * | 2010-11-29 | 2011-07-06 | 昆明理工大学 | Screening method of lactic acid bacteria strains of high-yield DL-3-phenyllactic acid |
| CN102115777B (en) * | 2010-11-29 | 2013-06-12 | 昆明理工大学 | Screening method of lactic acid bacteria strains of high-yield DL-3-phenyllactic acid |
| CN102285664A (en) * | 2011-05-27 | 2011-12-21 | 广西崇左市湘桂糖业有限公司 | Special molecular sieve for separating L-lactic acid and D-lactic acid with simulated moving bed and preparation method thereof |
| CN102285664B (en) * | 2011-05-27 | 2013-06-19 | 广西崇左市湘桂糖业有限公司 | Special molecular sieve for separating L-lactic acid and D-lactic acid with simulated moving bed and preparation method thereof |
| CN108624533A (en) * | 2018-05-10 | 2018-10-09 | 浙江工商大学 | A kind of method that phenyl-lactic acid is isolated and purified in lactobacillus plantarum |
| WO2019214062A1 (en) * | 2018-05-10 | 2019-11-14 | 浙江工商大学 | Method for separating and purifying phenyllactic acid in lactobacillus plantarum |
| CN108624533B (en) * | 2018-05-10 | 2021-03-09 | 浙江工商大学 | Method for separating and purifying phenyl lactic acid from lactobacillus plantarum |
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Open date: 20081119 |