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Structural determination of chlorophyll f found in a cyanobacterium strain KC1 newly isolated from Lake Biwa by HPLC, absorption, circular dichroism, mass and NMR spectroscopy.
2nd International Conference on Analytical & Bioanalytical Techniques
In 2010, Chen
et al
. discovered a red-shift
ed chlorophyll in a methanolic extract of
Shark Bay stromatolites, and was named Chl
f
. In 2011, Ohkubo
et al
. found Chl
f
-like pigment in a unicellular cyanobacterium newly isolated from Lake Biwa, but the
pigment was detected only when it was cultivated under near infrared light. In this work,
we have determined the molecular structure of this pigment by HPLC, absorption, CD,
mass and NMR measurements. Th
e absorption spectrum of the pigment in methanol
was completely diff
erent from that of Chl
a
, but similar to the reported spectrum of Chl
f
. Th
e Soret and Q
Y
bands were red-shift
ed, compared to Chl
a
and Chl
d
. Th
e Soret band
of this pigment was well split in diethyl ether and benzene, while Chl
d
showed such
a split not in those solvents but in methanol. Th
e Soret/Q
Y
-band ratio of this pigment
in methanol was ca. 0.9, diff
erent from the reported value of ca. 1.9. Th
e pigment was
easily separated from Chls
a
,
b
and
d
in our normal-phase HPLC; Chl
f
eluted between
Chl
a
and Chl
b
(or
d
). CD spectral analysis showed that the pigment is not prime-
type but normal-type. Mass analysis exhibited that molecular formula of this pigment is
C
52
H
72
O
6
N
4
Mg, same as that of Chls
b
and
f
. Th
e transformation of a methyl moiety of
Chl
a
to a formyl one yielding Chl
f
was revealed by NMR analysis; the pigment has been
identifi
ed to be 2-formyl-Chl
a
, namely, Chl
f
.
Biography
M. Kobayashi has completed his Ph.D from University of Tokyo. He has published more than 100 papers mainly in the fi eld of chlorophylls.
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