The formation of peptides from glycine thioesters

Weber, Arthur L.; Orgel, Leslie E.

doi:10.1007/bf01739479

Cited by 38 publications

(21 citation statements)

References 17 publications

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“…Amino acid thioesters have previously been shown to condense to give peptides (Weber and Orgel, 1979). We now report the autocondensation of an hydroxy acid thioester, Glc-SEt, that yields oligoglyceric acid.…”

Section: Introductionmentioning

confidence: 82%

Oligoglyceric acid synthesis by autocondensation of glyceroyl thioester

Weber

1987

J Mol Evol

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Summary: The autocondensation of the glyceroyl thioester, S-glyceroyl-ethanethiol, yielded oligoglyceric acid. The rates of autocondensation and hydrolysis of the thioester increased from pH 6.5 to pH 7.5 in 2,6-lutidine and imidazole buffers. Autocondensation and hydrolysis were much more rapid in imidazole buffers as compared to 2,6-lutidine and phosphate buffers. The efficiency of ester bond synthesis was about 20% for 40 mM S-glyceroyl-ethanethiol in 2,6-lutidine and imidazole buffers near neutral pH. The size and yield of the oligoglyceric acid products increased when the concentration of the thioester was increased.The relationship of these results to prebiotic polymer synthesis is discussed.

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Section: Introductionmentioning

confidence: 82%

Oligoglyceric acid synthesis by autocondensation of glyceroyl thioester

Weber

1987

J Mol Evol

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“…The Yield of Peptides. [9,10] The preparation of standard curve (casein), Biuret method is to determine the rate of peptide. Samples analysis: The sample solution 5 ml combined with 5 ml20 % of TCA shocked 10 s and stood for 10 min, centrifuged 20 min under 8000 r/min, separated out clear liquid.…”

Section: Methodsmentioning

confidence: 99%

The Research of Small Molecule Soybean Polypeptide Precipitated by TCA

Xiong¹,

Xiang²,

Ye³

et al. 2016

Proceedings of the 2016 International Conference on Biological Sciences and Technology

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Abstract. Trichloroacetic acid (tca) makes macromolecular peptides expose more hydrophobic groups and have precipitation effect. It's widely used in the desalination and concentration of protein and peptide. This experiment use the alkaline protease enzymolysis the soybean protein isolated and makes the products as raw material, then do the high performance liquid chromatography (hplc) analysis of tca precipitation before and after enzymolysis liquid. Macromolecular peptidesore more than 10000 completely precipitated. Results show that the precipitation rate of more than 3000 u reached 62.01%, the molecular weight of 3000-1000 u is about 37.71%.When the molecular weight is less than 1000 u, the polypeptide precipitation rate drops to 22.51%. For the peak belonging 420 u, the main reason is that tca have strong absorption peak and a small amount of impurity absorption peak.

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“…The possibilities of amino acid thioesters in peptide synthesis have been demonstrated very early as well as the effect of carbon dioxide supporting the involvement of N-carboxyanhydrides in the hydrolysis and polymerization pathways [127,176,177]. Aminothioacids can also be converted into NCAs [152,178,179] but they can, in addition, be activated by oxidation into disulfides which are much more reactive [151].…”

Section: Amino Acid Thioesters and Amino Thioacidsmentioning

confidence: 96%