Enzymatic synthesis of isotopically labelled serine and tryptophan for application in peptide synthesis.
L-[1.2-13C2, 15N]Serine was prepared from [1,2-13C2, 15N]glycine on a gram scale by the use of the enzyme serine hydroxymethyltransferase. The reaction was monitored by 13C-NMR spectroscopy. This is the first simultaneously 13C- and 15N-labelled serine isotopomer so far reported. Part of the product was directly converted by tryptophan synthase to L-[1,2-13C2, 15N]tryptophan which could conveniently be purified and isolated as Boc-derivative in a yield of 71%. Most of the serine was isolated similarly but to remove remaining starting material in this case purification by column chromatography was required.
Malthouse
J P
JP
Department of Biochemistry, University College Dublin, Ireland.
Fitzpatrick
T B
TB
Milne
J J
JJ
Grehn
L
L
Ragnarsson
U
U
D002247:Carbon Isotopes; D012696:Glycine Hydroxymethyltransferase / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D009587:Nitrogen Isotopes; D012694:Serine / Q000737:chemistry* / Q000378:metabolism; D014364:Tryptophan / Q000737:chemistry* / Q000378:metabolism; D014367:Tryptophan Synthase / Q000378:metabolism*
D002247:Carbon Isotopes; D009587:Nitrogen Isotopes; D012694:Serine; D014364:Tryptophan; D012696:Glycine Hydroxymethyltransferase; D014367:Tryptophan Synthase