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Small Alterations in Cobinamide Structure Considerably Influence sGC Activation
Author(s) -
Giedyk Maciej,
Proinsias Keith ó,
Kurcoń Sylwester,
Sharina Iraida,
Martin Emil,
Gryko Dorota
Publication year - 2014
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.201402209
Subject(s) - soluble guanylyl cyclase , amide , chemistry , cobalamin , guanylate cyclase , stereochemistry , ring (chemistry) , combinatorial chemistry , biochemistry , receptor , organic chemistry , vitamin b12
Specially designed B‐ring‐modified cobalamin derivatives were synthesized and tested as potential activators of soluble guanylyl cyclase (sGC). Herein, we disclose the influence of substituents at the c ‐ and d ‐positions in hydrophilic and hydrophobic cobyrinic acid derivatives on their capacities to activate sGC. The presence of the amide group at c ‐/ d ‐position in cobyrinic acid derivatives strongly influence the level of sGC activation. Removal of the d ‐position altogether has a profound effect for hydrophobic compounds. In contrast, little differences were observed in hydrophilic ones.