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Oligomethylene‐Bridged Vitamin B 12 Dimers
Author(s) -
Kräutler Bernhard,
Dérer Tomas,
Liu Pingli,
Mühlecker Walter,
Puchberger Michael,
Gruber Karl,
Kratky Christoph
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199500841
Subject(s) - dimer , cobalamin , chemistry , nucleophile , crystallography , stereochemistry , vitamin b12 , organic chemistry , biochemistry , catalysis
The reaction of the highly nucleophilic Co I form of vitamin B 12 with 1,ω‐dibromo‐ n ‐alkanes (ω ≥ 4) leads to oligomethylene‐bridged B 12 dimers in high yields. Use of 1,4‐dibromobutane results in a dimer (shown schematically on the right), in which the two cobalamin moieties are tightly packed and coaxially linked through a tetramethylene chain, which is a synclinal conformation.