Owing to having very strong bioactivity, oligo-peptides can be used as the medication or the pre-medication and become the studying focus now. Existing methods for synthesizing oligo-peptides included liquid phase pep...Owing to having very strong bioactivity, oligo-peptides can be used as the medication or the pre-medication and become the studying focus now. Existing methods for synthesizing oligo-peptides included liquid phase peptide synthesis, solid phase peptide synthesis and enzymatic peptide synthesis. In this paper, a new method for synthesizing oligo-peptides by phosphorus oxychloride activation was reported. With the assistance of phosphorus oxychloride, the phosphorylation of L-valine could take place and then was assembled into oligo-peptides, which were analyzed by electrospray ionization mass spectrometry(ESI-MS). On quenching with methanol, the reaction mixtures, which were produced under different reaction conditions, yielded the corresponding peptide methyl esters. Moreover, we found that, as the reaction conditions such as reaction time, solvent and temperature were changed, the length of peptides changed. And the length of peptides could be controlled by changing the reaction conditions.展开更多
A series of og-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, co-aminoalkyl alcohols （AC-n, with carbon number n = 3, 4, 5, 6）, wer...A series of og-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, co-aminoalkyl alcohols （AC-n, with carbon number n = 3, 4, 5, 6）, were amino-protected with 9- fluorenylmethyl chloroformate （Fmoc-C1）, followed by phosphorylation with POCI3 and deprotection in piperidine/DME The structures of each intermediate and final product were confirmed by 1H NMR, FTIR and mass spectrum. The yield of each step was about 77-92%, with a total yield higher than 56%. This new method was superior in low-cost raw materials, mild reaction temperatures （0-25 ℃） and easy purification methods.展开更多
文摘Owing to having very strong bioactivity, oligo-peptides can be used as the medication or the pre-medication and become the studying focus now. Existing methods for synthesizing oligo-peptides included liquid phase peptide synthesis, solid phase peptide synthesis and enzymatic peptide synthesis. In this paper, a new method for synthesizing oligo-peptides by phosphorus oxychloride activation was reported. With the assistance of phosphorus oxychloride, the phosphorylation of L-valine could take place and then was assembled into oligo-peptides, which were analyzed by electrospray ionization mass spectrometry(ESI-MS). On quenching with methanol, the reaction mixtures, which were produced under different reaction conditions, yielded the corresponding peptide methyl esters. Moreover, we found that, as the reaction conditions such as reaction time, solvent and temperature were changed, the length of peptides changed. And the length of peptides could be controlled by changing the reaction conditions.
基金sponsored by the National Science Foundation of China (No. 50973069)the Scientific ResearchFoundation for the Returned Overseas Chinese Scholars,State Education Ministry (No. 20101561-3-3)
文摘A series of og-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, co-aminoalkyl alcohols （AC-n, with carbon number n = 3, 4, 5, 6）, were amino-protected with 9- fluorenylmethyl chloroformate （Fmoc-C1）, followed by phosphorylation with POCI3 and deprotection in piperidine/DME The structures of each intermediate and final product were confirmed by 1H NMR, FTIR and mass spectrum. The yield of each step was about 77-92%, with a total yield higher than 56%. This new method was superior in low-cost raw materials, mild reaction temperatures （0-25 ℃） and easy purification methods.
