Determination of the relative configuration of 5,6,7,8-tetrahydromethanopterin by two-dimensional NMR spectroscopy.
The relative configuration of the pterin moiety of 5,6,7,8-tetrahydromethanopterin 1, a coenzyme isolated from methanogenic archaea, has been determined by two-dimensional NMR spectroscopy of N5,N10-methenyl-5,6,7,8-tetrahydromethanopterin 2 to be rel-(6R; 7S; 11R). The complete proton resonance assignment of the pterin moiety of N5,N10-methylene-5,6,7,8-tetrahydromethanopterin 3 is described including the relative stereospecific assignment of the C(14a) methylene protons.
Schleucher
J
J
Institute for Organic Chemistry, University of Frankfurt, Germany.
Schwörer
B
B
Zirngibl
C
C
Koch
U
U
Weber
W
W
Egert
E
E
Thauer
R K
RK
Griesinger
C
C
D009682:Magnetic Resonance Spectroscopy; D017014:Methanobacterium / Q000737:chemistry; D015394:Molecular Structure; D011622:Pterins / Q000737:chemistry*
D011622:Pterins; C042416:5,6,7,8-tetrahydromethanopterin