39895-10-8Relevant articles and documents
Kinetic Selection in the Out-of-Equilibrium Autocatalytic Reaction Networks that Produce Macrocyclic Peptides
Miao, Xiaoming,Paikar, Arpita,Lerner, Benjamin,Diskin-Posner, Yael,Shmul, Guy,Semenov, Sergey N.
, p. 20366 - 20375 (2021)
Autocatalytic reaction networks are instrumental for validating scenarios for the emergence of life on Earth and for synthesizing life de novo. Here, we demonstrate that dimeric thioesters of tripeptides with the general structure (Cys-Xxx-Gly-SEt)2 form strongly interconnected autocatalytic reaction networks that predominantly generate macrocyclic peptides up to 69 amino acids long. Some macrocycles of 6–12 amino acids were isolated from the product pool and were characterized by NMR spectroscopy and single-crystal X-ray analysis. We studied the autocatalytic formation of macrocycles in a flow reactor in the presence of acrylamide, whose conjugate addition to thiols served as a model “removal” reaction. These results indicate that even not template-assisted autocatalytic production combined with competing removal of molecular species in an open compartment could be a feasible route for selecting functional molecules during the pre-Darwinian stages of molecular evolution.
A polypeptide material aspartic acid tert-butyl β - α - methyl ester hydrochloride preparation method
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Paragraph 0023; 0025, (2019/01/08)
The invention discloses a polypeptide material aspartic acid tert-butyl β - α - methyl ester hydrochloride of the preparation method, is mainly composed of complex technology, cycle is long, the yield is low, the cost is high, the risk is high, does not meet the technical problems of production and the like. Preparation method of this invention comprises the following steps: 1st step, the aspartic acid suspended in dry tetrahydrofuran, in phosphorus oxychloride under the action of the aspartic acid in the preparation into the anhydride hydrochloride; 2nd step, aspartic acid anhydride hydrochloride suspended in methanol reaction to obtain the aspartic acid α - methyl ester hydrochloride, triethylamine for adjusting pH value so that the aspartic acid methyl α - separated out; 3rd step, aspartic acid methyl α - suspended in methylene chloride, access isobutene, concentrated sulfuric, sealed reaction to obtain the oil of aspartic acid tert-butyl methyl α - β -; 4th step, the oil of aspartic acid tert-butyl methyl α - β - dissolved in ethyl ether, dropping ethyl ether - hydrochloric acid gas, the final product is obtained α - β - tert-butyl aspartic acid methyl ester hydrochloride.
Synthesis and cell-based activity of a potent and selective protein tyrosine phosphatase 1B inhibitor prodrug
Boutselis, Irene G.,Yu, Xiao,Zhang, Zhong-Yin,Borch, Richard F.
, p. 856 - 864 (2007/10/03)
Our laboratory recently reported the development of novel prodrug chemistry for the intracellular delivery of phosphotyrosine mimetics. This chemistry has now been adapted for the synthesis of a prodrug that delivers the nonhydrolyzable difluoromethylphos