Method for chiral separation of various side chain protected amino acids

A chiral separation and side chain protection technology, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of unstable chiral chromatographic column and cumbersome mobile phase system, and achieve good chiral separation effect. , Wide range of use, good stability

Inactive Publication Date: 2012-12-19
GL BIOCHEM SHANGHAI +2
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Problems solved by technology

It mainly solves the technical problems of the cumbersome mobile phase system used in the chiral separation system of high performance liquid chromatography and the instability of the chiral chromatographic column

Method used

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  • Method for chiral separation of various side chain protected amino acids
  • Method for chiral separation of various side chain protected amino acids
  • Method for chiral separation of various side chain protected amino acids

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Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0035] The 4 racemates were dissolved and filtered:

[0036] 1) Weigh 3mg of O-tert-butyl-L-tyrosine and 3mg of O-tert-butyl-D-tyrosine and dissolve them in a 10ml volumetric flask (that is, prepare 0.6mg / ml concentration of O- tert-butyl-DL-tyrosine), dissolved in a 40:60 volume ratio of methanol and aqueous solution, ultrasonically treated, until the sample is completely clear, add the solution to the mark, filter with a 0.45 μm organic phase filter head, and take the filtrate for use .

[0037] 2) The other three amino acid derivatives were dissolved, and 5mg of L-type and 5mg of D-type samples were weighed and placed in 1ml sample tubes (that is, DL-glutamic acid-5-tert-butyl with a concentration of 10mg / ml was prepared ester, O-tert-butyl-DL-serine, DL-aspartic acid-4-tert-butyl ester), dissolved in methanol to aqueous solution with a volume ratio of 40:60, sonicated, until the sample was completely clarified, washed with 0.45 μm Filter the organic phase with a filter h...

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Abstract

The invention relates to a method for chiral separation of various side chain protected amino acids, and aims to solve the technical problems that a mobile phase system used in an HPLC (high performance liquid chromatography) chiral separation system is complex and chiral HPLC columns are instable. According to the technical scheme, the method is characterized by including the steps of a, dissolving four racemates in methanol and water solution, performing ultrasonic treatment, filtering, and taking filtrate for standby; b, allowing well balanced chiral HPLC columns to respectively absorb the filtrate which is sent to the HPLC system, allowing a chromatographic work station to acquire chiral separation chromatograms, and checking separation parameters to acquire amino acid separation effects. Mobile phase used by the method is a common reagent in HPLC. A HPLC instrument needs no other instruments, cost is saved, and the various side chain protected amino acids can be chirally separated fast.

Description

technical field [0001] The present invention relates to a chiral stationary phase using a macrocyclic antibiotic-teicoplanin bond to chirally separate amino acids with protected side chain bands, and use the chiral stationary phase to chirally separate some side chain bands on a high performance liquid chromatography system Protected amino acid enantiomers, DL-aspartic acid-4-tert-butyl ester, DL-glutamic acid-5-tert-butyl ester, O-tert-butyl-DL-serine, O-tert-butyl base - DL-tyrosine. Background technique [0002] Due to the advantages of low side effects, high drug efficacy, strong pertinence, and no accumulation in the body to cause poisoning, more and more polypeptide drugs are applied to the clinical treatment of cancer, hepatitis, and diabetes. At present, the domestic drug treatment polypeptide The development is rapid. At present, in the synthesis of pharmaceutical peptides, whether it is liquid phase synthesis, solid phase synthesis, or fragment connection, amino a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J20/29C07C227/34C07C229/24C07C229/22C07C229/36
Inventor 巢庆徐红岩
Owner GL BIOCHEM SHANGHAI
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