Teicoplanin A 2

White or off-white powder

Lipoglycopeptide antibiotic from Actinoplanes teichomyceticus active against gram-positive bacteria. It consists of five major components each with a different fatty acid moiety.

The glycopeptide antibiotic complex produced by Actinplans teichomycetics nov.sp. (ATCC31121) can be divided into Tal and TA2, of which TA2 can be separated into five components, TA2-1～TA2-5. The medium used is glucose, cotton seed meal, malt extract, yeast extract, etc., for conventional fermentation, and the fermentation unit is 900 U/ml. The crude product obtained by the following method can be refined by column chromatography, using Sephadex LH column chromatography, eluent: propanol-ethyl acetate-2mol/L ammonia (10:7:7). Separation of individual components. 10g T-A2 was dissolved in 1L 0.2% ammonium formate-acetonitrile (9:1) mixture, and adjusted to pH=7.5 with 1mol/L and sodium hydroxide. The solution was passed through a silica gel column containing 500 g of silanization, and then eluted with a total of 10 L of 0.2% ammonium formate solution containing 10% acetonitrile gradually to 20% acetonitrile. Combine the components with similar HPLC spectra and distill off the organic solvent under reduced pressure. The remaining aqueous solution was passed through a column containing 10 g of silanized silica gel, and ammonium formate was eluted with distilled water, and then eluted with 50% acetonitrile aqueous solution. The effluent is concentrated to a small volume, and some butanol can be added during the concentration to make the water easy to evaporate. Add 1:1 acetone-ether mixture to the concentrated solution to cause precipitation. In this way, 410 mg of pure T-A2-1 and 770 mg of pure T-A2-2 can be obtained. And T-A2-3 is obtained as a mixture with T-A2-2 (1:1), and purified by HPLC semi-preparative column, the conditions are as follows: Whatman Partisil ODS M9 10/50 column; mobile phase 0.2 % Ammonium formate aqueous solution-acetonitrile (76:24); flow rate is 4.5m1/min; UV detection at 254nm; 20mg sample dissolved in 1ml mobile phase. The effluents containing pure T-A2-2 and T-A2-3 were combined separately, and the salt and precipitation were removed similarly to the above-mentioned method to obtain 510 mg of pure T-A2-2 and 520 mg of pure T-A2-3. In the same manner, the mixture of about 1 g of T-A2-4 and T-A2-5 (1:1) obtained from the first chromatography was separated to obtain 350 mg of pure T-A2-4 and 300 mg of pure T- A2-5.

Glycopeptide antibiotics are similar in structure to vancomycin and have similar scope of action. Can inhibit Gram-positive aerobic bacteria or anaerobic bacteria, and has a bactericidal effect. It is well tolerated, has low toxicity, and has no damage to renal function. Used for various infections caused by Gram-positive bacteria.

Molecular Weight:1921.7
XLogP3:1.7
Hydrogen Bond Donor Count:24
Hydrogen Bond Acceptor Count:35
Rotatable Bond Count:20
Exact Mass:1919.5671466
Monoisotopic Mass:1919.5671466
Topological Polar Surface Area:672
Heavy Atom Count:135
Complexity:4070
Undefined Atom Stereocenter Count:24
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes