Polypeptides with known repeating sequences of amino acids. Comparison of several methods used for the synthesis of poly‐γ‐D‐ and L‐glutamylglycine and investigation of its serological reaction with antianthrax immune serum
- 1 June 1968
- journal article
- research article
- Published by Wiley in Biopolymers
- Vol. 6 (6) , 817-836
- https://doi.org/10.1002/bip.1968.360060606
Abstract
To make a comparison of some of the various polymerization methods, poly‐γ‐D‐and L‐glutamylglycine were synthesized through the mixed anhydride, carbodiimide, and pentachlorophenyl active ester methods. This last method proved to be best, on the basis of weight‐average molecular weights (M̄w). A detailed study was also carried out to determine the optimum conditions for this method. The M̄w, values of the polymers were determined by the sedimentation equilibrium method; it was found that the pentachlorophenyl active ester gave M̄w values of up to 11, 500 but the mixed anhydride and carbodiimide methods gave M̄w, values of only about 1000. Tests with rabbit antianthrax immune serum showed that neither D‐ nor L‐isomer precipitated with the antiserum, but that, both were able to inhibit the precipitation of the antiserum by anthrax polypeptide. In addition, the D‐polymer gave more inhibition than the L, which would indicate a specificity of the antibody for D‐glutamic acid residues.Keywords
This publication has 30 references indexed in Scilit:
- On the Optical Purity of Peptide Active Esters Prepared by N,N′-Dicyclohexylcarbodiimide and “Complexes” of N,N′-Dicyclohexylcarbodiimide-Pentachlorophenol and N,N′-Dicyclohexylcarbodiimide-PentafluorophenolJournal of the American Chemical Society, 1967
- Polypeptides with Known Repeating Sequence of Amino Acids. Synthesis of Poly-L-glutamyl-L-alanyl-L-glutamic Acid and Polyglycylglycyl-L-phenylalanine through Pentachlorophenyl Active Ester1Journal of the American Chemical Society, 1966
- Synthesis of Polypeptides with Known Repeating Sequence of Amino AcidsJournal of the American Chemical Society, 1965
- Synthesis of Peptide Polymers with Repeating SequencesJournal of the American Chemical Society, 1963
- t-Butyl Esters of Amino Acids and Peptides and their Use in Peptide Synthesis1Journal of the American Chemical Society, 1960
- Imides from Asparagine and Glutamine. II. α-Aminoglutarimide1Journal of the American Chemical Society, 1957
- A New Method of Forming Peptide BondsJournal of the American Chemical Society, 1955
- Imides from Asparagine and Glutamine1Journal of the American Chemical Society, 1954
- The Preparation of Peptides Using Mixed Carbonic—Carboxylic Acid AnhydridesJournal of the American Chemical Society, 1952
- ACYLALKYLCARBONATES AS ACYLATING AGENTS FOR THE SYNTHESIS OF PEPTIDESJournal of the American Chemical Society, 1951