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A method for identifying amino acids
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An amino acid, the first technology, applied in the field of identification of amino acids, can solve the problems of inability to distinguish, increase cost, and inability to identify natural amino acids, and achieve the effects of simple detection method, low cost, and mild reaction conditions
Active Publication Date: 2022-04-19
NINGBO UNIV
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However, this method has certain deficiencies: first, this method needs to introduce additional fluorine-containing reactants, namely 3-(trifluoromethyl)thiophenol, which increases the cost; second, this method only identifies 15 natural Amino acids, the four natural amino acids glutamine, asparagine, tryptophan, and cysteine cannot be identified; finally, this method cannot distinguish phenylalanine Phe from serine Ser under optimal conditions. 19 F-NMR signal peaks completely overlap
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experiment example 1
[0044] Step 1): Select 19 test tubes, respectively mix target amino acids (glycine Gly, alanine Ala, valine Val, leucine Leu, isoleucine Ile, methionine Met, phenylalanine Phe, Tryptophan Trp, serine Ser, threonine Thr, cysteine Cys, tyrosine Tyr, asparagine Asn, glutamine Gln, aspartic acid Asp, glutamic acid Glu, lysine Lys, essence Amino acid Arg, histidine His) and o-trifluoromethylbenzaldehyde (a) were mixed in 500 μL of 20 mM sodium carbonate-sodium bicarbonate buffer at pH 10, and then 50 μL of D 2 O, wherein the solution concentration of each amino acid is 2.5 mM, and the concentration of o-trifluoromethylbenzaldehyde (a) is 5 mM, and each mixed solution is transferred to an NMR tube for 19 F NMR signal acquisition, respectively, to obtain 19 corresponding o-trifluoromethylbenzaldehyde-labeled target amino acids 19 F-NMR spectrum.
[0045] Step 2): Select a test tube, mix 19 kinds of amino acid mixtures (including: glycine Gly, alanine Ala, valine Val, leucine Leu,...
Embodiment 2
[0052] All the other are identical with embodiment one, and difference is:
Embodiment 1
[0053] In step 2) of Example 1, the pH of the mixed solution after the reaction was adjusted to 12.0 with NaOH solution, and then nuclear magnetic resonance was carried out 19 F-NMR signal collection, obtain the mixed solution under the condition of pH=12.0 19 F-NMR spectrum, as attached image 3 Shown, the chemical shift table is shown in Table 2.
[0054] Table 2 The concentration of amino acids labeled with o-trifluoromethylbenzaldehyde at pH=12.0 19 Chemical shift table of F-NMR spectral signals
[0055] o-Trifluoromethylbenzaldehyde labeled amino acid 19 F-NMR chemical shift (ppm)
[0056] Experimental results: From attached image 3 As can be seen from Table 2, under the condition that the pH is 12.0, the chemical shift of asparagine Asn and glutamine Gln can be clearly distinguished, indicating that the present invention can be mixed solution after adding o-trifluoromethylbenzaldehyde through simple adjustment The pH value is used to achieve the purpos...
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Abstract
The invention discloses a method for identifying amino acids, which comprises the following steps: 1) preparing target amino acid standard solutions, mixing them with o-trifluoromethylbenzaldehyde respectively, adjusting the pH of the mixed solutions to 10-12, and then adding deuterated Reagents for NMR 19 F-NMR signal acquisition, get the first 19 F-NMR spectrum; 2) Prepare a sample solution containing the amino acid to be tested, mix it with o-trifluoromethylbenzaldehyde, adjust the pH of the mixed solution to 10-12, then add a deuterated reagent, and perform the second nuclear magnetic resonance 19 F-NMR signal acquisition to obtain the second 19 F-NMR spectrum; 3) the first 19 F‑NMR spectrum and the second 19 The F-NMR spectra were superimposed and compared and analyzed through the first 19 F‑NMR spectrum and the second 19 Each corresponding to the F‑NMR spectrum 19 The F-NMR chemical shift signal identifies each amino acid to be measured in the sample solution in step 2); the advantage is that the detection method of the present invention is low in cost, simple and easy to implement, and can be used for instant sample preparation and instant sample measurement, realizing the detection of samples Qualitative and quantitative analysis of various free amino acids.
Description
technical field [0001] The invention belongs to the field of amino acid detection, in particular to a method for identifying amino acids. Background technique [0002] Free amino acids in biological samples are the most important analytical indicators for diagnosing various diseases, especially amino acid index cancer screening, which uses the concentration of amino acids in plasma as a sign of cancer detection, and is a tool for screening early cancers and reducing life-threatening A promising technique, therefore, the identification of amino acids is essential for basic diagnosis. [0003] At present, there are various methods for identifying amino acids, including: high performance liquid chromatography-mass spectrometry (HPLC-MS), nuclear magnetic proton spectroscopy, based on 13 C isotopically labeled 1 H- 13 C HSQC spectrum, 19 F-NMR spectrum, etc. The HPLC-MS method can complete the amino acid analysis of samples in less than 10 minutes. Although the method based...
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