Open AccessThe Soluble Blue Pigment, Indochrome, of Arthrobacter polychromogenes
Author(s) -
Knackmuss H.J.,
Cosens G.,
Starr M. P.
Publication year - 1969
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1969.tb00659.x
Subject(s) - pigment , chemistry , stereochemistry , aglycone , pyridine , arabinose , organic chemistry , fermentation , xylose , glycoside
The production and purification of indochrome, the soluble pigment from Arthrobacter polychromogenes , is described. Four isomeric 3‐hydroxy‐6‐ d ‐ribosyl‐2‐aza‐benzoquinone‐(1,4)‐4‐[2,6‐dihydroxy‐5‐ d ‐ribosyl‐pyridyl‐(3)‐imides] have been isolated from the natural product as the main components. In indochrome A two β‐ d ‐ribopyranosyl residues, in indochrome B II two β‐ d ‐ribofuranosyl residues, are bound to the aglycone. The pigment fractions B I and B III contain differently configurated d ‐ribosyl residues, which for B I were found to be the α‐ and β‐configurations of the pyranose form. Nitric acid degradation of the pigment and condensation with phenylhydrazine yields mainly 3‐β‐ d ‐ribopyranosyl‐5‐benzeneazo‐2,6‐dihydroxy‐pyridine. All d ‐ribopyranosyl residues were found to be in the C1(D) conformation. d ‐Ribose was liberated from the aglycones by ozonolysis.