or monounsaturated acids with trans configuration.
These changes also have nutritional consequences.
The ratio of total dietary n-6 (linoleic acid and its
metabolites) to total dietary n-3 acids (linolenic acid
and its metabolites) is considered by many to be too
high, with an excess of the former and a deficiency of
the latter. This is exacerbated when valuable dietary
linolenic acid is reduced through partial hydrogen-
ation. Also, there is now nutritional concern about
trans acids, and serious attempts are being made to
reduce the dietary intake of such acids. (See Vegetable
Oils: Oil Production and Processing.)
Composition of Soybean Oil
0003 The following composition figures for soybean oil
refer to the the crude and refined oils, respectively:
triacylglycerols (95–97 and > 99%), phospholipids
(1.5–2.5 and 0.003–0.045%), free fatty acids (0.3–
0.7 and < 0.05%), plant sterols (0.33 and 0.13%),
tocopherols (0.15–0.21 and 0.11–0.18%), iron (1.3
and 0.1–0.3 p.p.m.), and copper (0.03–0.05 and
0.02–0.06 p.p.m.). It is apparent that refining re-
moves most of the phospholipids and free acids but
only some of the sterols, tocopherols, and metals. The
level of tocopherols remaining in the refined oil is
sufficient to provide a measure of oxidative stability.
Material removed during the refining process con-
tains several products of commercial value to the
food, cosmetics, and pharmaceutical industries.
These include the phospholipids (lecithin), toco-
pherols (vitamin E), and sterols with these industries
relying on the supply of each of these.
0004 The following figures for refined soybean oil have
been cited as target values: FFA (0.05 max), trans
acids (1% max), moisture (0.05% max), impurities
(nil), peroxide value (max 0.5 mEq O
2
kg
1
), phos-
phorus (max 1 p.p.m.), tocopherols (min 750 p.p.m.),
total metal (max 0.1 p.p.m.), PAH (polycyclic
aromatic hydrocarbons max 25 p.p.b.), colour 5.25
inches max (1.5R–10Y), cold test (min 48 h per
C),
smoke point (min) 220
C.
Fatty Acid Composition
0005 Typical fatty acid composition data for soybean oil
are listed given in Table 1. The oil is rich in linoleic
acid (54%, Codex range 50–57%) and oleic acid
(24%, Codex range 18–25%) but also contains palm-
itic (11%, Codex range 10–13%), stearic (4%), and
linolenic acids (7%, Codex range 5–10%), with only
traces of acids of other chain lengths. Attempts are
being pursued both by traditional mutation seed-
breeding methods and by genetic engineering to pro-
duce soybeans with different fatty acid compositions,
including oil rich in lauric acid as an alternative to
coconut and palmkernel oils, oil with less palmitic
and stearic acid on dietary grounds, oil with more
palmitic and/or stearic acid for use in solid (plastic)
fats without hydrogenation (which adds cost and
produces undesirable trans acids), oil with more oleic
acid on dietary grounds, and oil with less linolenic
acid to enhance the shelf-life without brush hydrogen-
ation. Many such modified oils have been described,
and a typical selection is reported in Table 1. Several
of these are in an advanced stage of development, and
it is likely that these, or materials akin to them, will
become available soon. It is expected that they will
carry a premium price, but details are not yet known.
0006Soybean oil can be converted to a semisolid mater-
ial by partial hydrogenation. For example, soybean
oil of iodine value 133 can be converted to fats of
iodine value *80 and mp 30–37
C depending on the
conditions of hydrogenation. These materials contain
18:0 8–12% compared with 4% in the original oil,
18:1 63–72% (23%), 18:2 9–13% (53%), and 18:3
0–0.3% (7.4%). But these numerical changes in fatty
acid composition do not fully convey the changes that
have taken place for the partially hydrogenated oils
contain 27–40% of trans acids, which will be mainly
18:1 with the trans double bond ranging from D6to
D16 but mainly D8toD13. The trans acids have
higher melting points than their cis isomers and thus
contribute to the hardening process. (See Fats: Clas-
sification; Fatty Acids: Properties.)
Triacylglycerol Composition
0007Although most oils are traded and used according to
their fatty acid composition, it is known that some
properties are related to triacylglycerol composition.
The following data are taken from a paper describing
triacylglycerol composition for soybean oil and for
several modified oils, but only the former is discussed
here. The original paper must be consulted for other
details.
0008Ignoring the minor components, the soybean oil
under study had a fatty composition of palmitic
(10.2%), stearic (4.1%), oleic (23.4%), linoleic
(52.8%), linolenic (8.3%), and other acids (1.2%)
tbl0001Table 1 Fatty acid composition of commodity soybean oil and
some modified soybean oils
16: 0 18:0 18:1 18:2 18:3
Commodity oil 11 4 24 54 7
High-oleic 11 81 4 4
Low-saturated 4 3 31 59 3
High-saturated 25 4 16 44 10
24 19 9 38 10
12 21 63 1 3
Low-linolenic 10 3 44 40 3
5376 SOY (SOYA) BEAN OIL