Chemo-enzymatic synthesis of a bioactive peptide containing a glutamine-linked oligosaccharide and its characterization - Haneda, Katsuji; Inazu, Toshiyuki; Mizuno, Mamoru; Iguchi, Reiko; Tanabe, Hiromi; Fujimori, Kenya; Yamamoto, Kenji; Kumagai, Hidehiko; Tsumori, Keiko; Munekata, Eisuke (Biochimica et biophysica acta, 2001)
Keywords: Amidohydrolases; Amino Acid Sequence; Animals; Carbohydrate Sequence; Chemo-enzymatic synthesis; Endo-β- N-acetylglucosaminidase; Glutamine - chemistry; Glutamine-linked oligosaccharide; Glycosylation; Guinea Pigs; Ileum - drug effects; Models, Chemical; Molecular Sequence Data; Muscle Contraction; Muscle, Smooth - drug effects; Oligosaccharides - chemistry; Peptide; Peptide-N4-(N-acetyl-beta-glucosaminyl) Asparagine Amidase; Substance P; Substance P - analogs & derivatives; Substance P - chemical synthesis; Substance P - pharmacology; Asn, N, l-asparagine; SGP, hen egg yolk glycopeptide having a disialo biantennary complex-type oligosaccharide; Substance P; SP, substance P; ACE, angiotensin-converting enzyme; NeuAc, N-acetyl- d-neuraminic acid; PNGase, peptide- N 4-( N-acetyl-β- d-glucosaminyl) asparagine amidase; PNGase F, PNGase from Flavobacterium meningosepticum; Fmoc, 9-fluorenylmethyloxycarbonyl; GlcNAc, N-acetyl- d-glucosamine; HPLC, high-performance liquid chromatography; Mpt-MA, dimethylphosphinothioic mixed anhydride; Boc, t-butoxycarbonyl; Gln, Q, l-glutamine; Endo-M, endo-β- N-acetylglucosaminidase from Mucor hiemalis; STF, a disialo biantennary complex-type oligosaccharide, (NeuAc-Gal-GlcNAc-Man) 2-Man-GlcNAc 2; Endo-β- N-acetylglucosaminidase; Man, d-mannose; Chemo-enzymatic synthesis; Peptide; Glutamine-linked oligosaccharide; Gal, d-galactose; TFA, trifluoroacetic acid; SGN, glycosyl asparagine having a disialo biantennary complex-type oligosaccharide