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Studies On The Synthesis Of The L-Alanyl-L-Giutamine

Posted on:2016-02-12Degree:MasterType:Thesis
Country:ChinaCandidate:X Y YangFull Text:PDF
GTID:2271330482976506Subject:Pharmaceutical engineering
Abstract/Summary:PDF Full Text Request
L-glutamine(Gln),as an essential amino acid, plays an important role in the function of intestinal tract, immune regulation promotion, maintaining aicd-base balance, and improving the adaptability of the body. However, Gin could not be perfectly used due to its low solubility, releasing toxic substances after heating, and instability to autoclave in solutions. The use of-alanyl-L-glutamine(Ala-Gln) overcomes the above shortcomings. As one of the most important parenteral nutritions, it has been an alternative medicine of Gin for its clinically proved high bioavailability,less untoward effects, wide range of adapts. Ala-Gin could release Gin quickly to meet the need of metabolism in body. Furthermore, it could be used as a nutritional agent, for its stable chemical property, good water solubility and non-toxicity. Ala-Gin has been widely used abroad, and now it is in great need with a broad market prospects since it was introduced to our country.In this paper, a synthetic route to prepare Ala-Gin was proposed after a review of numerous references:Starting from L-Ala, the target product was synthesized after amino group protection, chlorination, condensation reaction, and hydrazinolysis with a further recrystallizaiton.Thereinto, in the reation of amino group protection, the water was azeotropically removed with toluene, which controlled the reaction process effectively, and fastened the reaction rate. The amino group protection and chlorination were adopted in one pot, which simplified the workup, afforded a good yield, and increased die economic benefits. The overall yield was above 60% in 4 steps. The methodto synthesize L-Ala-L-Gln, here we reported in this paper, was suitable tocommercial productionin a good yield, with simple operations and evirment-friendly progress...
Keywords/Search Tags:L-Gln, chlorination, condensation, recrystallization, parenteral nutritions
PDF Full Text Request
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