Formation of pyroglutamylglutamine (or asparagine) diketopiperazine in 'non-classical' conditions: a side reaction in peptide synthesis.
Formation of by-products pyroglutamylglutamine diketopiperazine (5a) or pyroglutamylasparagine diketopiperazine (5b) were observed during the condensation of pyroglutamic acid active ester with C-protected glutaminyl(or asparaginyl)-proline derivatives. Successful synthesis of Glp-Gln(or Asn)-Pro-derivatives is possible after coupling of Glp-Gln(or Asn)-OH with proline-derivatives.
Mazurov
A A
AA
Physico-chemical Institute, Ukrainian Academy of Sciences, Odessa.
Andronati
S A
SA
Korotenko
T I
TI
Gorbatyuk VYa
Shapiro
Y E
YE
D000595:Amino Acid Sequence; D005069:Evaluation Studies as Topic; D009682:Magnetic Resonance Spectroscopy; D008722:Methods; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010456:Peptides, Cyclic / Q000138:chemical synthesis*; D010879:Piperazines / Q000138:chemical synthesis*; D011761:Pyrrolidonecarboxylic Acid / Q000031:analogs & derivatives
D009842:Oligopeptides; D010456:Peptides, Cyclic; D010879:Piperazines; C083164:pyroglutamylglutamine diketopiperazine; C083163:pyroglutamylasparagine diketopiperazine; D011761:Pyrrolidonecarboxylic Acid