Specification
Technical Field
The present invention relates to a process for
production of diacylglycerol fat/oil in which a
polyunsaturated fatty acid is a constituting fatty acid.
It further relates to a process for production of
fat/oil containing a high amount of triacylglycerol and a
low amount of diacylglycerol or fat/oil containing a low
amount of triacylglycerol and a high amount of
diacylglycerol by a fractional distillation of fat/oil
which contains triacylglycerol and diacylglycerol.
It still further relates to said fat/oil and to food
and drink, to nutritious food for therapy, animal feeds,
pet food and to drugs in which said fat/oil is
compounded.
In the present invention, the triacylglycerol and
the diacylglycerol are those which are extracted from
microbes.
Background Art
The term of a polyunsaturated fatty acid used here
stands for a fatty acid having 18 or more carbons and
having two or more double bonds. Since a polyunsaturated
fatty acid has various unique physiological activities,
it is used for the enhancement of functions by adding it
to various kinds of foods and animal feeds. Main
examples thereof are linoleic acid (LA), oc-linolenic acid
(ALA) , y-linolenic acid (GLA) , dihomo-y-linolenic acid
(DGLA), mead acid (MA), arachidonic acid (AA) ,
eicosapentaenoic acid (EPA) and docosahexaenoic acid
(DHA), and so on. In its utilization, although it is
used in a free fatty acid type or a phospholipid type, it
is mostly used in a triglyceride type and there are many
cases where polyunsaturated fatty acid is contained, as a
constituting component, in its acyl residues.
In biosynthesis of human polyunsaturated fatty
acids, there are two representative types, co3 type and co6
type, (co shows numbers counting from the terminal methyl
group of the fatty acid to a carbon where the closest
double bond is present) and, in the case of an co6 type
for example, unsaturation and carbon chain extension are
repeated from linoleic acid (18:2 co6) to transform to ylinolenic
acid (18:3 co6) , dihomo-y-linolenic acid (20:3
co6) , arachidonic acid (20:4 co6) and 4,7,10,13,16-
docosapentaenoic acid (22:5 co6).
Similarly, in the case of an co3 type, unsaturation
and carbon chain extension are repeated from a-linolenic
acid (18:3 G>3) to transform to eicosapentaenoic acid
(20:5 co3), 7,10,13,16,19-docosapentaenoic acid (22:5 co3)
and 4,7,10,13,16,19-docosahexaenoic acid (22:6 o3).
Among the polyunsaturated fatty acid of an co3 type,
eicosapentaenoic acid (hereinafter, referred to as "EPA")
and docosahexaenoic acid (hereinafter, referred to as
"DMA") have been particularly known to have many
physiological functions such as preventive effects for
adult diseases such as arteriosclerosis and thrombosis,
anti-cancer action and enhancing action for learning
ability and various attempts have been carried out for
their utilization to drugs and designated health foods.
In recent years however, attention has been also paid to
physiological mechanisms of other types of
polyunsaturated fatty acid than the co3 type (co6 and co9
types).
Arachidonic acid occupies about 10% of fatty acids
which constitute blood and important organs such as liver
(for example, the fatty acid composition ratio of
phospholipid of human blood is 11% of arachidonic acid,
1% of eicosapentaenoic acid and 3% of docosahexaenoic
acid), participates in adjustment of the fluidity of a
membrane as a main constituting component of cell
membrane and shows various functions in metabolism in
vivo and, on the other hand, it also plays an important
role as a direct precursor for prostaglandins.
Particularly in recent years, it has been receiving
public attention as nutritional supplement for babies and
small children as well as for aged people. Usually, when
food abundant in linoleic acid is ingested, it is
transformed into arachidonic acid but, in patient
suffering from adult diseases including people who are
about to suffer the diseases, babies/small children and
aged people, activities of enzymes participating in
biosynthesis lowers and arachidonic acid is apt to become
deficient whereby it is desired to directly ingest it as
a fat/oil.
As to EPA or DHA which are polyunsaturated fatty
acids of an o>3 type, there is an abundant supply source
therefor which is fish oil but about y-linolenic acid,
dihomo-y-linolenic acid, arachidonic acid and
4, 7, 10, 13, 16-docosapentaenoic acid (22:5 0)6) which are
polyunsaturated fatty acids of an co6 type, they are
rarely available from conventional supplying sources for
fat/oil and, at present, fat/oil where polyunsaturated
fatty acid prepared by fermentation of microbes is a
constituting fatty acid has been generally used. For
example, there has been a proposal for a method where
various microbes which are able to produce fat/oil in
which arachidonic acid is a constituting fatty acid are
incubated whereupon fat/oil having arachidonic acid as a
constituting fatty acid is produced. Among the above, it
has been particularly known that fat/oil containing high
amount of arachidonic acid is produced using a microbe of
genus Mortierella (Japanese Patent Laid-Open No.
63/044,891 and Japanese Patent Laid-Open No. 63/012,290).
The fat/oil mainly contains triacylglycerol.
Incidentally, diacylglycerol is also widely present
in natural fat/oil. Diacylglycerol has been receiving
public attention because it has an action to suppress a
rise in neutral fat in blood. Recently, its industrial
production by an enzymatic synthetic method has become
possible and diacylglycerol has been receiving public
attention as food for suppressing a rise in neutral fat
in blood and has been utilized as well (Kagaku to Kogyo,
74(1), page 33 (2000)). It has been utilized in the
field of cosmetics, and drugs, and so on.
Suzuki, et al. (Yvkagaku, volume 31, no. 11 (1982),
page 921) show that, when Mortierella isabellina IFO 7884
is incubated using ammonium carbonate as a nitrogen
source, a neutral fat containing 35% of 1,3-
diacylglycerol can be produced.
However, a fatty acid composition contained in the
diacylglycerol, as such, has not been disclosed.
Further, Suzuki, et al. (Yukagaku, volume 37, no. 11
(1988), page 1081) show that, when dried cells prepared
by incubation of Mortierella isajbellina IFO 8187 is
extracted with ethanol which is a polar solvent,
diacylglycerol occupying 66.6% of neutral fat is
produced. However, no fatty acid composition in the
diacylglycerol, as such, is disclosed. In addition, in
that method, the polar solvent is also extracted in large
quantities and, in order to raise the purity of the
neutral lipid, it is further necessary to remove the
polar lipid. Moreover, as a result of investigation of
extracting conditions, the fat/oil is that where
diacylglycerol is concentrated and is not fat/oil per se
produced by the microbe.
Shimizu, et al. (Biotechnology in Agriculture and
Forestry, vol. 33, Medical Aromatic Plants, VIII, page
360) show that a mutant strain of MortierelJa alpine 1S-4
produces fat/oil containing 20% of diacylglycerol and the
amount of arachidonic acid produced therein is 19.4%.
Incidentally, diacylglycerol is also widely present
in natural fat/oil. It has been utilized in the field of
cosmetics and drugs and so on, moreover, in recent years,
a method for producing the same in large quantities and
also in high purity has been found, its nutritional study
has made a progress. As a result, its utilization as a
food for suppressing a rise in neutral fat in blood has
been conducted (Kagaku to Kogyo, 74(1), page 33 (2000)).
With regard to a method for an industrial production
of diacylglycerol using enzyme or the like, it has been
disclosed as follows.
For example, in Japanese Patent Laid-Open No.
01/071,495, diacylglycerol is produced from glycerol and
lower alcohol ester of fatty acid using an immobilized
lipase whereupon fat/oil where diacylglycerol is 80.1% is
produced. Moreover, in Japanese Patent Laid-Open No.
62/025,987, 60 to 70% of diacylglycerol is produced from
fatty acid, lower alcohol and glycerol using an alkaline
lipase under the condition where no water is
substantially present.
However, for the diacylglycerol as such, it is
produced using enzymes. Further, no process for
production of diacylglycerol containing a polyunsaturated
fatty acid has been found yet.
Thus, fat/oil which contains a polyunsaturated fatty
acid such as arachidonic acid and further contains
diacylglycerol in a high concentration has not been
reported yet and it has not been industrially
manufactured and its composition has not been known at
all. So, its production from the natural world such as
microbes without chemical modification of enzyme has been
entirely neither known nor carried out.
With regard to microbial fat/oil where
triacylglycerol contains arachidonic acid in a high
concentration, its production process and the fat/oil per
se have been disclosed already but, with regard to
microbial fat/oil where amount of triacylglycerol is high
while amount of diacylglycerol is low, a production
process has not been disclosed yet.
It has been receiving public attention in recent
years that diacylglycerol has an action to suppress the
rise of neutral fat in blood. However, in view of
stability against oxidation, fat/oil containing less
monoacylglycerol is preferred. Thus, as compared with a
product where diacylglycerol is highly purified, that
where triacylglycerol coexists is preferred.
Suzuki, et al. (Yukagaku, volume 37, no. 11 (1988),
page 1081) show that diacylglycerol occupying 66.6% of
neutral fat is produced but, in the report, dried cells
are extracted with ethanol which is a polar solvent and,
according to this method, polar lipid is also extracted
abundantly whereby it is necessary to further remove the
polar lipid in order to improve the purity of the neutral
lipid. Moreover, the fat/oil is that where
diacylglycerol is concentrated as a result of
investigation of extracting condition and is not the
fat/oil per se which is produced from the microbe.
In Japanese Laid-Open Patents No. 01/071,495 and Nos
62/025,987, the product is produced in an industrial
scale using enzymes. Incidentally, no process for
production of diacylglycerol containing a highly
unsaturated fatty has been found yet.
Shimada, et al. (LIPIDS, vol. 31, no. 12 (2003))
conducted a transesterification reaction between
arachidonic acid-containing triacylglycerol and ethanol
using an enzyme whereupon, during the reaction, around
25% of diacylglycerol was by-produced but
monoacylglycerol was also by-produced to the similar
extent.
Thus, a fat/oil which contains a polyunsaturated
fatty acid such as arachidonic acid and further contains
diacylglycerol in a high concentration has not been
reported yet and, nothing to say, it has not been
industrially manufactured and its composition has not
been known at all. So, its production from natural world
such as microbes without chemical modification of enzyme
has been entirely neither known nor carried out.
With regard to microbial fat/oil where
triacylglycerol contains arachidonic acid in a high
concentration, its production process and the fat/oil per
se have been disclosed already but, with regard to
microbial fat/oil where amount of triacylglycerol is high
while amount of diacylglycerol is low, its production
process has not been disclosed yet.
Although microbial fat/oil containing diacylglycerol
has been reported already, the production method therefor
is not suitable for an economical production because
concentration of diacylglycerol is low. Under such
circumstances, it has been aimed to develop a microbe by
which fat/oil containing 21% or more diacylglycerol in
neutral lipid is able to be produced.
Patent Document 1: Japanese Patent Laid-Open No.
63/044,891
Patent Document 2: Japanese Patent Laid-Open No.
63/012,290
Patent Document 3: Japanese Patent Laid-Open No.
01/071,495
Patent Document 4: Japanese Patent Laid-Open No.
62/025,987
Non-Patent Document 1: Kagaku to Kogyo, 74(1), page
33 (2000)
Non-Patent Document 2: Yukagaku, volume 31, no. 11
(1982), page 921
Non-Patent Document 3: Yukagaku, volume 37, no. 11
(1988) , page 1081
Non-Patent Document 4: Biotechnology in Agriculture
and Forestry, vol. 33, Medical Aromatic Plants, VIII, p.
360
Non-Patent Document 5: LIPID, vol. 31, no. 12
(2003)
Disclosure of the Invention
For the purpose of obtaining a microbe which can
produce fat/oil containing 21% or more diacylglycerol in
neutral lipids, the present inventors have prepared many
mutant strains of Mortierella alpine and selected mutant
strains which produce fat/oil containing high
concentration of diacylglycerol from them. The result
was that, to our surprise, when glucose concentration and
incubating time are optimized, a process for production
of fat/oil in which polyunsaturated fatty acids where
diacylglycerol is 30% or more and triacylglycerol is 50%
or less to neutral lipid are constituting fatty acids has
been achieved.
It is also possible that the fat/oil in the
microbial cells is appropriately extracted with a solvent
and then separated using a known technique such as
fractional distillation whereupon fat/oil containing a
higher amount of diacylglycerol and a lower amount of
triacylglycerol than the intracellular fat/oil is
prepared. One of the fat/oil separated by that method
contains a high amount of triacylglycerol and it is
possible to prepare fat/oil containing a low
concentration of diacylglycerol.
Accordingly, the present invention provides a
process for production of fat/oil containing a high
amount of diacylglycerol and also provides food and
drink, nutritious food for therapy, animal feeds, pet
food and drug in which said fat/oil is compounded.
Accordingly, in a process for production of
diacylglycerol-containing fat/oil in which
polyunsaturated fatty acid is a constituting fatty acid
and ratio of diacylglycerol to the total neutral lipid is
more than 20% by weight or more, the present invention
provides a process which is characterized in that a
microbe which is able to produce said fat/oil is
incubated and, if desired, said fat/oil is collected
therefrom.
In the above-mentioned process, it is preferred that
the ratio of diacylglycerol to the total neutral lipid is
not le ss than 30% by weight or, more preferably, the
ratio of diacylglycerol to the total neutral lipid LS not
less than 40% by weight and, for example, the ratio of
diacyl glycerol to the total neutral lipid is not less
than 5 0% by weight.
In the above-mentioned process, the aforementioned
microbe is preferably that belonging to genus Mortierella
and, more preferably, that belonging to subgenus
Mortierella of genus Mortierella such as a microbe of
species Mortierella alpina. Preferably, the
aforementioned microbe is a variant of a microbe which is
able to produce fat/oil containing a polyunsaturated
fatty acid.
The present invention also provides a microbe of
genus Mortierella which is able to produce
diacy^Lglycerol-containing fat/oil where a polyunsaturated
fatty acid is a constituting fatty acid and the ratio of
diacyl_glycerol to the total neutral lipid is more than
20% by weight or, preferably, a microbe of genus
WbrtiereJJa which is able to produce diacylglycerolcontaining
fat/oil where a polyunsaturated fatty acid is
a constituting fatty acid and the ratio of diacylglycerol
to the total neutral lipid is not less than 30% by
weight. Preferably, the aforementioned microbe is
Mortierella alpina and is, for example, a mutant strain
thereof.
The present invention further provides microbial
cells containing diacylglycerol-containing fat/oil where
a polyunsaturated fatty acid is a constituting fatty acid
and the ratio of diacylglycerol to the total neutral
lipid is more than 20% by weight. Preferably, the ratio
of diacylglycerol to the total neutral lipid is not less
than 30% by weight and, more preferably, the ratio of
diacylglycerol to the total neutral lipid is not less
than 40% by weight. For example, the ratio of
diacylglycerol to the total neutral lipid is not less
than 50% by weight. The above-mentioned microbe is
preferably microbial cells of a microbe belonging to
genus Mortierella and, for example, it is microbial cells
of a microbe of species Mortierella alpina. Microbial
cells are sterilized, living or dried.
The present invention still further provides
diacylglycerol-containing fat/oil where a polyunsaturated
fatty acid is a constituting fatty acid and the ratio of
diacylglycerol to the total neutral lipid is more than
20% by weight where said fat/oil is extracted with
incubated cells of a microbe which is able to produce
said fat/oil. Preferably, the ratio of diacylglycerol to
the total neutral lipid is not less than 30% by weight
and, more preferably, the ratio of diacylglycerol to the
total neutral lipid is not less than 40% by weight. For
example, the ratio of diacylglycerol to the total neutral
lipid is not less than 60% by weight. For example, the
above-mentioned extraction is carried out using a
nonpolar solvent or a hydrophilic solvent.
The present invention furthermore provides fat/oil
containing not less than 70% of diacylglycerol and not
more than 30% of triacylglycerol in a neutral lipid
prepared by fractionation by extraction and distillation
of fat/oil from cells containing diacylglycerol and
triacylglycerol prepared by incubation of a microbe which
is able to produce fat/oil comprising a polyunsaturated
fatty acid as a constituting fatty acid.
The present invention still furthermore provides
fat/oil containing not less than 95% of triacylglyceride
and not more than 5% of diacylglycerol in a neutral lipid
prepared by fractionation by extraction and distillation
of fat/oil from cells containing diacylglycerol and
triacylglycerol prepared by incubation of a microbe which
is able to produce fat/oil comprising a polyunsaturated
fatty acid as a constituting fatty acid.
The polyunsaturated fatty acid constituting the
fat/oil of the present invention is, for example, dihomoy-
linolenic acid (20:3 0)6), arachidonic acid (20:4 0)6),
1, 10,13, 16-docosatetraenoic acid (22:4 cc>6) , 4,7,10,13,16-
docosapentaenoic acid (22:5 006), 6,9,12,15-
octadecatetraenoic acid (18:4 co3) , 8,11,14,17-
eicosatetraenoic acid (20:4 co3) , eicosapentaenoic acid
(20:5 co3), 7 , 10 , 13, 16,19-docosapentaenoic acid (22:5 o>3),
4 ,17,10, 13, 16, 19-docosahexaenoic acid (22:6 co3) , 6,9-
octadecadienoic acid (18:2 co9) , 8, 11-eicosadienoic acid
(20:2 co9) or 5, 8, 11-eicosatrienoic acid (mead acid: 20:3
o9) or a combination thereof.
The present invention also provides food
composition, animal feeds composition, pet food,
materials for chemicals, drug and cosmetic composition
where the above-mentioned fat/oil of the present
invention is contained or the fat/oil is used as a
material or is chemically modified.
Best Mode for Carrying Out the Invention
Preparation of mutant strain
The present invention relates to food and drink,
nutritious food for therapy and drugs compounded with
pure fat/oil which is prepared in such a manner that a
microbe which is able to produce fat/oil in which amount
of a polyunsaturated fatty acid where diacylglycerol in
fat/oil, specifically in crude oil, is high as a
constituting fatty acid is incubated to produce said
fat/oil and then said fat/oil is purified.
Accordingly, in the present invention, any microbe
is able to be used so far as it is a microbe which is
able to produce fat/oil (diacylglycerol) where a
polyunsaturated fatty acid is a constituting fatty acid.
For example, with regard to a microbe which is able to
produce fat/oil (triglyceride) where arachidonic acid is
a constituting fatty acid, microbes belonging to genus
Mortierella, genus Conidiobolus, genus Pythium, genus
Phytophthora, genus Penicillium, genus Cladosporium,
genus Mucor, genus Fvsarium, genus Aspergillus, genus
Rhodotorula, genus Entomophthora, genus Echinosporansium
and genus Saprolegnia may be listed.
With regard to a microbe belonging to genus
Mortierella and subgenus Mortierella, examples thereof
are Mortierella elongata, Mortierella exigua, Mortierella
hygrophila and Mortierella alpina, and so on.
Specific examples thereof are strains of Mortierella
elongata IFO 8570, Mortierella exigua IFO 8571,
Mortierella hygrophila IFO 05941, Mortierella alpina IFO
8568, ATCC 16266, ATCC 32221, ATCC 42430, CBS 291.35, CBS
224.37, CBS 250.53, CBS 343.66, CBS 527.72, CBS 529.72,
CBS 608.70 and CBS 754.68.
For example, with regard to a microbe which is able
to produce DHA, a microbe belonging to genus
Crypthecodenium, genus Thrautochytrium, genus
Schizochytriim, genus Ulkenia, genus Japonochytriiw or
genus Haliphthoros may be listed.
All of those strains are available without any
restriction from the Institute for Fermentation, Osaka
(IFO), the American Type Culture Collection (ATCC), U. S.
A. and the Centraalbureau voor Schimmelcultures (CBS).
It is also possible to use Mortierella elongata SAM 0219
(Accession Number 8703 at the Fermentation Research
Institute) (Accession Number 1239 at the Fermentation
Research Institute according to the Treaty) which is a
strain separated by the study group of the present
invention from the soil.
Although the strains belonging to those type
cultures or the strains separated from nature may be used
as they are, it is also possible to use a natural mutant
prepared by one or more growth and/or separation
operation(s) and having different properties from those
of the original strains. Thus, when the lipid-producing
microbe is subjected to a mutation treatment and
selected, it is also possible to select a lipidproductive
microbe having an enhanced productivity of
diacylglycerol.
Although there is no particular limitation for the
mutation treatment so far as it is applicable to the
above-mentioned lipid-producing microbe, an example is a
common mutation treatment such as irradiation with
radioactive ray (X-ray, gamma-ray and neutron ray) ,
irradiation of ultraviolet ray, treatment at high
temperature and a method where a microbe is suspended in
an appropriate buffer or the like, mutagen is added
thereto, the mixture is incubated for a predetermined
period, appropriately diluted and inoculated to an agar
medium to give colonies of a mutant strain. Examples of
the mutagen are alkylating agents such as nitrogen
mustard, methylmethane sulfonate and N-methyl-N' -nitro-Nnitrosoguanidine
(NTG); base analogs such as 5-
bromouracil; antibiotics such as mitomycin C; inhibitors
for base synthesis such as 6-mercaptopurine; dyes such as
proflavine; certain types of cancer-causing agent such as
4-nitroquinoline-N-oxide; and compounds such as manganese
chloride and formaldehyde. The microbe used may be
either growing cells (hyphae) or spores.
Although there is no particular limitation for a
method by which a mutated lipid-producing microbe having
an enhanced productivity for diacylglycerol is selected a
mutated lipid-producing microbe, it is preferred that
lipid which is produced by a mutated lipid-productive
microbe is analyzed by a high-performance liquid
chromatography or the like.
As shown in Example I, when about 3,000 cells of the
strain subjected to mutation were selected as mentioned
above, three strains of mutants which produce
diacylglycerol-containing fat/oil where the ratio of
diacylglycerol to the total neutral lipid is more than
20% by weight and a polyunsaturated fatty acid is a
constituting fatty acid were obtained. That means one
strain in average of aimed mutant strain was obtained per
1,000 mutated strains. Accordingly, frequency of
preparation of the mutant strain of the present invention
is far higher than the case of a random selection by
conventional mutation and selection and the mutant strain
having the above-mentioned characteristic similar to the
three strain mutants actually prepared in the present
invention is able to be easily prepared by repeating the
method mentioned in Example 1 of the present invention.
A microbe belonging to genus Mortierella and
subgenus Mortierella has been known as a microbe which is
able to produce fat/oil (triacylglycerol) where
arachidonic acid is a main constituting fatty acid and,
as a result of subjecting the above-mentioned strain to a
mutation treatment, the present inventors have prepared a
microbe which is able to produce fat/oil
(triacylglyceride) where dihomo-y-linoleic acid is a main
constituting fatty acid (Japanese Patent Laid-Open No.
05/091,887) and a microbe which is able to produced
fat/oil (triacylglyceride) where an 06 type
polyunsaturated fatty acid is a main constituting fatty
acid (Japanese Patent Laid-Open No. 05/091,888). They
have also prepared a microbe having a resistance to
carbon source in a high concentration (WO 98/39468).
Those microbes are microbes belonging to genus
Mortierella and subgenus Mortierella and, when those
strains are subjected to the same mutating treatment as
in the present invention, it is possible to prepare
microbes which accumulate fat/oil having a high amount of
diacylglycerol where dihomo-y-linolenic acid or o>9 type
polyunsaturated fatty acid as a main constituting fatty
acid.
The fat/oil of the present invention is a microbial
fat/oil which is prepared from an incubated product
obtained by incubation of a microbe which is able to
produce fat/oil where a polyunsaturated fatty acid is a
constituting fatty acid. Thus, as a result of incubation
of a microbe in an incubation tank, fat/oil containing a
high concentration of diacylglycerol in the cells is
accumulated and then said fat/oil is extracted therefrom.
To be more specific, it is a fat/oil containing not
less than 21% by weight or, preferably, not less than 35%
by weight of diacylglycerol to the fat/oil and containing
not less than 2% by weight or, preferably, not less than
9% by weight of a polyunsaturated fatty acid to the total
fatty acids in diacylglycerol. Accordingly, it is
essential to incubate a microbe which is able to produce
a fat/oil (diacylglycerol) where a polyunsaturated fatty
acid is a constituting fatty acid. With regard to the
microbe used here, it is preferrably a microbe which
produces at least one of an co6 type polyunsaturated fatty
acid where carbon numbers are 18 or more and double bonds
are 3 or more, an 0)9 type polyunsaturated fatty acid
where carbon numbers are 18 or more and double bonds are
2 or more and an 6) ,
4 , 7, 10, 13, 16-docosapentaenoic acid (22:5 eo6) , 6,9,12,15-
octadecatetraenoic acid (18:4 co3) , 8,11,14,17-
eicosatetraenoic acid (20:4 co3) , eicosapentaenoic acid
(20:5 co3), 7, 10, 13, 16, 19-docosapentaenoic acid (22:5 co3
4, 7, 10, 13, 16, 19-docosahexaenoic acid (22:6 co3) , 6,9-
octadecadienoic acid (18:2 co9), 8, 11-eicosadienoic acid
(20:2 co9) or 5, 8, 11-eicosatrienoic acid (mead acid: 20:3
co9) or a combination thereof.
28. A food composition, an animal feeds
composition, pet food composition, a material for
chemical products, a drug and a cosmetic composition in
which the fat/oil mentioned in any of claims 19 to 27 is
contained, is used as a material or is chemically
modified.
29. A Process for producing diacylglycerol containing
Fat/oil/ substantially described herewith foregoing
description and examples.