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1.
Liver nuclear incorporation of stearic (18∶0), linoleic (18∶2n−6), and arachidonic (20∶4n−6) acids was studied by incubation
in vitro of the [1-14C] fatty acids with nuclei, with or without the cytosol fraction at different times. The [1-14C] fatty acids were incorporated into the nuclei as free fatty acids in the following order: 18∶0>20∶4n−6≫18∶2n−6, and esterified
into nuclear lipids by an acyl-CoA pathway. All [1-14C] fatty acids were esterified mainly to phospholipids and triacylglycerols and in a minor proportion to diacylglycerols.
Only [1-14C] 18∶2n−6-CoA was incorporated into cholesterol esters. The incorporation was not modified by cytosol addition. The incorporation
of 20∶4n−6 into nuclear phosphatidylcholine (PC) pools was also studied by incubation of liver nuclei in vitro with [1-14C]20∶4n−6-CoA, and nuclear labeled PC molecular species were determined. From the 15 PC nuclear molecular species determined,
five were labeled with [1-14C]20∶4n−6-CoA: 18∶0–20∶4, 16∶0–20∶4, 18∶1–20∶4, 18∶2–20∶4, and 20∶4–20∶4. The highest specific radioactivity was found in
20∶4–20∶4 PC, which is a minor species. In conclusion, liver cell nuclei possess the necessary enzymes to incorporate exogenous
saturated and unsaturated fatty acids into lipids by an acyl-CoA pathway, showing specificity for each fatty acid. Liver cell
nuclei also utilize exogenous 20∶4n−6-CoA to synthesize the major molecular species of PC with 20∶4n−6 at the sn-2 position. However, the most actively synthesized is 20∶4–20∶4 PC, which is a quantitatively minor component. The labeling
pattern of 20∶4–20∶4 PC would indicate that this molecular species is synthesized mainly by the de novo pathway. 相似文献
2.
Nakagawa Yasuhito Waku Keizo Hirose Akihiko Kawashima Yoichi Kozuka Hiroshi 《Lipids》1986,21(10):634-638
The effect of administeringp-chlorophenoxyisobutyric (clofibric) acid to rats on the molecular species composition of diacyl-glycerophosphocholine (GPC)
of rat liver microsomes was studied. Microsomal choline glycerophospholipids were converted to 1,2-diradyl-3-acetylglycerol
and were separated into molecular species by reverse-phase high performance liquid chromatography. Diacyl-GPC consisted of
17 different molecular species. The predominant species were arachidonoyl derivatives, such as 18∶0–20∶4 (22.2% of the total)
and 16∶0–20∶4 (22.0%). Administration of clofibric acid to rats caused a marked increase in 16∶0–18∶1 species of diacyl-GPC
from 8% to 30%, making these the predominant species of diacyl-GPC in clofibric acid-fed rats. Also, a significant decrease
(50% of controls) in 18∶0–18∶2 and 18∶0–20∶4 species was observed, whereas the decrease in molecular species containing 16∶0
at the 1-position such as 16∶0–18∶2 and 16∶0–20∶4 was small (approximately 85% of control). The results show that clofibric
acid caused marked changes in the molecular species composition of diacyl-GPC. The participation of 1-acyl-GPC acyltransferase
and stearoyl-CoA desaturase in the regulation of the molecular species composition of diacyl-GPC is discussed. 相似文献
3.
The fatty chain compositions of 1-O-alk-1′-enyl-2-acyl, 1-0-alkyl-2-acyl, and 1,2-diacyl glycerophospholipids of the Japanese oysterCrassostrea gigas (Thunberg) were investigated. Major fatty chains in thesn-1 position of 1-alk-1′-enyl-2-acyl ethanolamine phospholipids (EPL) were 18∶0 (64.7%) and 20∶1 (11.1%). Majorsn-1 chains of alkenylacyl choline phospholipids (CPL) were 18∶0 (63.3%) and 16∶0 (22.2%). In the case of 1-alkyl-2-acyl EPL,
the predominant fatty chains in thesn-1 position were 18∶0 (51.5%), 16∶0 (16.0%) and 20∶1 (12.5%); in the case of 1-alkyl-2-acyl CPL, the majorsn-1 chains were 16∶0 (44.0%) and 14∶0 (23.4%). Saturated fatty chains were predominant in both EPL and CPL. Prominent fatty
acids in thesn-2 position of the alkenylacyl EPL were 22∶6n−3 (29.0%), 20∶5n−3 (19.0%) and 22∶2 NMID (non-methylene interrupted dienes,
16.6%) contributing to about 65% of the total fatty acids, while alkenylacyl CPL was rich in the saturated acids 16∶0 (32.0%)
and 18∶0 (9.2%). In the alkylacyl EPL, 16∶0, 18∶1n−9, 18∶0 and 16∶1n−7 were prominentsn-2 fatty acids and accounted for 30.6%, 10.0%, 9.8%, and 8.3%, respectively. Polyunsaturated fatty acids were detected, but
were present at extremely low percentages. Majorsn-2 fatty acids in alkylacyl CPL were 16∶0 (25.4%), 22∶6n−3 (16.0%) and 20∶5n−3 (8.4%). The major fatty acids of diacyl EPL
were 20∶5n−3 (22.3%), 16∶0 (17.9%), and 18∶0 (16.1%), and those of diacyl CPL were 16∶0 (30.4%), 20∶5n−3 (17.6%) and 18∶1n−7
(7.4%). 相似文献
4.
Milk fatty acids consist of about 20–25% palmitic acid (16∶0), with about 70% of 16∶0 esterified to thesn-2 position of the milk triacylglycerols. Hydrolysis of dietary triacylglycerols by endogenous lipases producessn-2 monoacylglycerols and free fatty acids, which are absorbed, reesterified, and then secreted into plasma. Unesterified 16∶0
is not well absorbed and readily forms soaps with calcium in the intestine. The positioning of 16∶0 at thesn-2 position of milk triacylglycerols could explain the high coefficient of absorption of milk fat. However, the milk lipase,
bile salt-stimulated lipase, has been suggested to complete the hydrolysis of milk fat to free fatty acids and glycerol. These
studies determined whether 16∶0 is absorbed from human milk assn-2 monopalmitin by comparison of the plasma triacylglycerol total andsn-2 position fatty acid composition between breast-fed and formula-fed term gestation infants. The human milk and formula had
21.0 and 22.3% of 16∶0, respectively, with 54.2 and 4.8% 16∶0 in the fatty acids esterified to the 2 position. The plasma
triacylglycerol total fatty acids had 26.0±0.6 and 26.2±0.6% of 16∶0, and thesn-2 position fatty acids had 23.3±3.3 and 7.4±0.7% of 16∶0 in the three-month-old exclusively breast-fed (n=17) and formula-fed
(n=18) infants, respectively. Marked differences were found in the plasma total and the 2 position phospholipid percentage
of 20∶4ω6, i.e., 11.6±0.3 and 6.9±0.6 (total), 17.7±1.4 and 9.7±0.6 (sn-2 position) and percentage of 22∶6ω3, 4.6±0.3 and 2.1±0.3 (total), 5.6±0.6 and 2.0±0.2 (sn-2 position) for the breast-fed and formula-fed infants, respectively. These studies provide convincing evidence that 16∶0
is absorbed from human milk assn-2 monoacyl-glycerol. The metabolic significance of the differences in positional distribution of fatty acids in the plasma
lipids of breast-fed and formula-fed infants is not known. 相似文献
5.
The fatty acid composition and distribution in egg yolk triglycerides and phosphatides from the turkey, duck, prairie chicken,
bobwhite quail, Japanese quail, and inbred-hybrid and midget mutant hens were determined after all species had been fed diets
of similar fat and fatty acid content for 90 days. Total volk lipids were composed of ca. two-thirds neutral lipids and one-third
polar lipids. The predominant fatty acids were palmitic and stearic. There were statistically significant differences in the
my ristic, palmitic, palmitoleic, linoleic, and linolenic acids in the yolk triglycerides and in the proportion of 16∶1, 18∶0,
18∶2, arachidonic, docosanoic, docosahexaenoic, and tetracosanoic acids in the phosphatides among the various species. Linoleic
acid predominantly was linked at the 2-position in the yolk triglycerides followed by the 20∶4 acid. The 18∶1 acid also was
found preferentially at the 2-position. There was a low level of 18∶2 in the yolk triglycerides and phosphatides from the
duck and an especially high level of 20∶4 acid in the phosphatides. The triglycerides in the species studied have essentially
the same distribution of fatty acids in the 2-position. In all the species, the affinity for the fatty acids at the 2-position
is in the following order: 18∶2=20∶4>18∶1 =18∶3>18∶0=16∶1>14∶0>16∶0 Differences observed among the various genera did not
appear to follow taxonomic boundaries. The duck has an efficient system for converting 18∶2 into 20∶4 by elongation and desaturation.
The prairie chicken apparently has a high requirement for 18∶2 but an inadequate system for its conversion into 20∶4. 相似文献
6.
Reena Rao S. Divakar Belur R. Lokesh 《Journal of the American Oil Chemists' Society》2002,79(6):555-560
The preference of lipase (EC 3.1.1.3) from Rhizomucor miehei in the incorporation of 11 FA, ranging from C10∶0 to C22∶6, into coconut oil TAG during acidolysis was studied by applying
the Plackett-Burman experimental design. Enzymatic acidolysis reactions were carried out in hexane at 37°C for 48 h with coconut
oil (0.1 M) and a mixture of 11 FA at a TAG to FA molar ratio of 1∶1. Lipase was used at the 5 wt% level. The incorporation
of FA into coconut oil TAG was determined by GC. The lipase showed preference for long-chain saturated FA for incorporation
into coconut oil TAG. The FA with 18 carbon atoms showed a high incorporation rate (18∶1>18∶1>18∶3). The lipase showed the
least preference for the incorporation of 12∶0, which occurs in maximal concentration (46%), whereas the most preferred FA,
18∶0, occurs at a very low concentration (<2%) in coconut oil. The overall preference of lipase for the incorporation of different
FA into coconut oil TAG was 18∶0>18∶2, 22∶0>18∶1, 18∶3, 14∶0, 20∶4, 22∶6>16∶0>12∶0≫10∶0. 相似文献
7.
The molecular species composition of the major glycerophospholipids from white matter of human brain were determined by high-performance
liquid chromatography of the 3,5-dinitrobenzoyl derivatives of the corresponding diradylglycerols. In phosphatidylcholine
(PC) and phosphatidylserine (PS), molecular species containing only saturated fatty acids (SFA) and monounsaturated fatty
acids (MUFA) comprised 85.7 and 82.4% of the respective totals, with 18∶0/18∶1 predominant in PS and 16∶0/18∶1 in PC. These
molecular species were also abundant in phosphatidylethanolamine (PE), but in this phospholipid species containing polyunsaturated
fatty acids (PUFA), largely 18∶0/22∶6n−3 and 18∶0/20∶4n−6, accounted for over half the total; 18∶1/18∶1 was also abundant
in PE. In contrast, 1-O-alk-1′-enyl-2-acylsn-glycero-3-phosphoethanolamine (GPE) had much more SFA- and MUFA-containing species, predominantly 16∶0a/18∶1, 18∶0a/18∶1
and 18∶1a/18∶1, with low amounts of species containing 20∶4n−6 and 22∶6n−3. In alkenylacyl GPE, 22∶4n−6 was the major PUFA
and 16∶0a/22∶4n−6 and 18∶1a/22∶4n−6 the main PUFA-containing species. There was six times more 22∶6n−3, twice as much 20∶4n−6
and half the amount of 22∶4n−6 in PE as compared to alkenylacyl GPE.
Molecular species are abbreviated as follows:e.g., 16∶0/18∶1 PE is 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine; the corresponding alkenylacyl species, 1-O-hexadec-1′-enyl-2-oleoyl-sn-glycero-3-phosphoethanolamine is 16∶0a/18∶1. 相似文献
8.
Four sources of long-chain polyunsaturated fatty acids (LCP) differing in their chemical structure (triglycerides or phospholipids)
and in their origin (tuna triglycerides, fungal triglycerides, egg phospholipids, and pig brain phospholipids) were analyzed
to determine the distribution of the component fatty acids within the molecule. Lipase and phospholipase A2 hydrolysis was performed to obtain 2-monoacylglycerols and lysophospholipids, respectively, which allowed us to determine
the distribution of fatty acids between the sn-2 and sn-1,3 positions of triglycerides or between the sn-1 and sn-2 position of phospholipids. Fatty acids in the LCP sources analyzed were not randomly distributed. In tuna triglycerides,
half of the total amount of 22∶6n−3 was located at the sn-2 position (49.52%). In fungal triglycerides, 16∶0 and 18∶0 were esterified to the sn-1,3 (92.22% and 91.91%, respectively) 18∶1 and 18∶2 to the sn-2 position (59.77% and 62.62%, respectively), and 45% of 20∶3n−6 and only 21.64% of 20∶4n−6 were found at the sn-2 position. In the lipid sources containing phospholipids, LCP were mainly esterified to the phosphatidylethanolamine fraction.
In egg phospholipids, most of 20∶4n−6 (5.50%, sn-2 vs. 0.91%, sn-1) and 22∶6n−3 (2.89 vs. 0.28%) were located at the sn-2 position. In pig brain phospholipids, 22∶6n−3 was also esterified to the sn-2 (13.20 vs. 0.27%), whereas 20∶4n−6 was distributed between the two positions (12.35 vs. 5.86%). These results show a different
fatty acid composition and distribution of dietary LCP sources, which may affect the absorption, distribution, and tissue
uptake of LCP, and should be taken into account when supplementing infant formulas. 相似文献
9.
Lipase-catalyzed acidolysis of tristearin with oleic or caprylic acids to produce structured lipids 总被引:5,自引:0,他引:5
Vivienne V. Yankah Casimir C. Akoh 《Journal of the American Oil Chemists' Society》2000,77(5):495-500
Two different structured lipids (SL) were synthesized by transesterifying tristearin with caprylic acid (C8∶0) or oleic acid
(C18∶1). The objective was to synthesize SL containing stearic acid (C18∶0) at the sn-2 position as possible nutritional and low-calorie fats. The reaction was catalyzed by IM60 lipase from Rhizomucor miehei in the presence of n-hexane. The effects of reaction parameters affecting the incorporation of caprylic acid into tristearin were compared with
those for incorporating oleic acid into tristearin. For all parameters studied, oleic acid incorporation was higher than caprylic
acid. The range of conditions favorable for synthesizing high yields of C8∶0-containing SL was narrower than for oleic acid.
An incubation time of 12–24 h and an enzyme content of 5% (w/w total substrates) favored C8∶0 incorporation. The mole percentage
of incorporated C18∶1 did not increase further at enzyme additions greater than 10%. C18∶1 incorporation decreased with the
addition of more than 10% water (w/w total substrates) to the tristearin-oleic acid reaction mixture. Increasing the mole
ratio of fatty acid (FA) to triacylglycerol increased oleic acid incorporation. The highest C8∶0 incorporation was obtained
at a 1∶6 mole ratio of tristearin to FA. Positional analysis confirmed that C18∶0 remained at the sn-2 position of the synthesized SL. The melting profiles of tristearin-caprylic acid and tristearin-oleic acid SL displayed
peaks between −20 to 30°C and −20 to 40°C, respectively. Their solid fat contents (∼25%) at 25°C suggest possible use in spreads
or for inclusion with other fats in specialized blends. 相似文献
10.
The incorporation of 18∶2n−6, 18∶3n−3, 20∶4n−6 and 20∶5n−3 was greater at 10°C than at 22°C in Atlantic salmon (AS), rainbow
trout (RTG-2) and turbot (TF) cells. However, there were generally no significant differences between the amount of incorporation
of all four polyunsaturated fatty acids (PUFA) into total lipid within a cell type at either 22°C or 10°C. The distributions
of the PUFA between individual phospholipid classes at 22°C was essentially the same in AS and TF cells—with the C18 PUFA the order of incorporation in these cells was phosphatidylcholine (PC) > phosphatidylethanolamine (PE) > phosphatidic
acid/cardiolipin (PA/CL); with 20∶4n−6 the order was PE and phosphatidylinositol (PI)>PC; with 20∶5n−3, PE>PC. In RTG-2 cells
at 22°C the distributions of the C18 PUFA were similar to the other cell lines, but with 20∶4n−6 the order was PC>PI>PE, and with 20∶5n−3 it was PC>PE. At 10°C
the incorporation of C18 PUFA into PC increased and into PE and PA/CL decreased, in general, in all cell lines. Incorporation of 20∶5n−3 into PC and
PE was increased and decreased at 10°C, respectively, in AS and TF cells, whereas in RTG-2 cells the changes at 10°C were
opposite i.e., increased in PE and decreased in PC. With 20∶4n−6, incorporation into PC at 10°C was increased in all cell
lines with decreased incorporation into PI in AS and RTG-2 cells and into PE in AS and TF cells, whereas incorporation of
20∶4n−6 into PE increased in RTG-2 cells. The metabolismvia desaturation and elongation of the n−3 PUFA was greater than that of the equivalent n−6 PUFA in all cell lines, irrespective
of temperature. There was less conversion of the C18 PUFA at 10°C than at 22°C in RTG-2 and TF cells, but the conversion of 18∶3n−3 by AS cells was increased at 10°C. Temperature
had no effect on the conversion of the C20 PUFA. 相似文献
11.
Milk triglycerides from the platypus were subjected to fatty acid and stereospecific analysis to determine the positional
distribution of fatty acids in the triglycerides. Of the major fatty acids, 12∶0 was preferentially esterified at thesn-3 position, 14∶0 and 16∶0 were selectively associated with thesn-2 position, and 18∶0 was located predominantly at thesn-1 position. The unsaturated fatty acids, 14∶1, 16∶1, 18∶1, 18∶2 and 18∶3, were preferentially esterified at thesn-3 position. The fatty acid distribution pattern of the platypus, a monotreme, is similar to that of marsupials and eutherians
but is in contrast to the only other extant monotreme, the echidna. 相似文献
12.
Ricardo J. Pollero 《Lipids》1983,18(1):12-17
Neutral lipid, phospholipids and fatty acids of the sea anemonePhymactis clematis from the south-west Atlantic were characterized and quantified in spring and autumn. Neutral lipids predominated over phospholipids
in both seasons. Triacylglycerol and diacylglycerol ethers were the major lipids. In spring, an increase of esterified sterols
was noted. The major fatty acids found were 22∶5ω3, 20∶5ω3 and 16∶0. The sea anemones were also incubated in vivo with either
[1-14C]linoleate or [1-14C] α-linolenate for 2 hr. Isotope incorporation into lipids and their transformations into higher fatty acids were examined.
Both precursors were incorporated into the lipids, mainly in triacylglycerols and mono-acylglycerols, while α-linolenate was
also incorporated into phospholipids. The radioactive linoleate was elongated to 20∶2, 22∶2 and 24∶2 fatty acids, but not
desaturated to 18∶3ω6. α-Linolenate was desaturated by Δ6 desaturase to 18∶4ω3. The specificity of Δ6-desaturase is discussed. 相似文献
13.
Molecular species of 1-O-alk-1′-enyl-2-acyl-, 1-O-alkyl-2-acyl-, and 1,2-diacyl-sn-glycero-3-phosphoethanolamine (EPL) andsn-glycero-3-phosphocholine (CPL) of Japanese oysterCrassostrea gigas were analyzed by selectedion monitoring gas chromatography/mass spectrometry using electron impact ionization. The characteristic
fragment ions, [RCH=CH+56]+ due to the alkenyl residue in thesn-1 position and [RCO+74]+ due to the acyl residue in thesn-2 position of alkenylacylglycerols, [R+130]+ due to the alkyl residue in thesn-1 position and [RCO+74]+ due to the acyl residue in thesn-2 position of alkylacylglycerols, [RCO+74]+ due to the acyl residues in thesn-1 and/orsn-2 positions of diacylglycerols, and [M−57]+ being indicative of the corresponding molecular weight, were used for structural assignments.
For alkenylacyl EPL and CPL, 19 and 16 molecular species were determined, respectively. Two molecular species, 18∶0alkenyl-22∶6n−3
and 18∶0-alkenyl-22∶2-non-methylene interrupted diene (NMID), amounted to 53.2% and 47.9%, respectively. The alkylacyl EPL
and CPL consisted of 16 and 20 molecular species, respectively, and the prominent components were 18∶0alkyl-22∶2NMID, 20∶1alkyl-20∶1n−11
(27.4%) and 20∶1alkyl-20∶2NMID (16.3%) in the former, and 16∶0alkyl-20∶5n−3 (23.0%) and 16∶0alkyl-22∶6n−3 (21.6%) in the latter.
For the diacyl EPL and CPL, 14 and 51 molecular species were determined, respectively. The major molecular species were 18∶0–20∶5n−3
(37.4%), 16∶0–20∶5n−3 (14.2%) and 18∶1n−7–22∶2NMID (13.2%) in the former, and 16∶0–20∶5n−3 (33.4%) and 16∶0–22∶6n−3 (22.3%)
in the latter. It was found that there were significant differences in the molecular species between the alkylacyl and diacyl
EPL and the alkylacyl and diacyl CPL; the number of molecular species was larger in CPL than in EPL, while the number of total
carbons and double bonds of the major molecular species were larger in the EPL than in the CPL. Alkenylacyl EPL were similar
to alkenylacyl CPL in molecular species composition. 相似文献
14.
Thein vitro incorporation of elongated fatty acyl products into various lipid classes was studied in the American cockroach,Periplaneta americana (L.) and the houseflyMusca domestica L. Stearoyl-CoA (18∶0-CoA) and linoleoyl-CoA (18∶2-CoA) were each elongated in microsomal preparations from abdominal epidermal
tissue of the adult cockroach. Incorporation of radioactive tracer into different lipid classes was determined by thin-layer
chromatography (TLC). In the American cockroach, 40–45% of the total radioactive label was incorporated into the free fatty
acid fraction, with smaller amounts in the triglyceride (12–31%) and phospholipid (12–19%) fractions. Of the elongated products
analyzed by radio-high performance liquid chromatography (HPLC), 53–60% was found in the free fatty acid fraction. In the
housefly, the substrates 18∶0-CoA and 18∶1-CoA were used to determine into which lipids the elongated products would become
incorporated. The saturated fatty acyl elongated products were found mainly in the free fatty acid (41%), triglyceride (23%),
and acyl-CoA (17%) fractions. The monounsaturated fatty acyl elongated products were found in the triglyceride (44%), free
fatty acid (11%), acyl-CoA (35%) and phospholipid (10%) fractions in three-day-old males. In three-day-old females, the elongated
products were found in the triglyceride (45%), free fatty acid (28%), acyl-CoA (11%) and phospholipid (15%) fractions. From
these data, it is not possible to determine the identity of the substrate for the conversion of the elongated fatty acyl products
to the corresponding hydrocarbon (Hy). In the cockroach, incubations with 18∶0-CoA and with 18∶2-CoA resulted in small incorporations
into 25∶0 Hy and into 27∶2 Hy, respectively. In the housefly, incubations with 18∶1-CoA resulted in a very small production
of 27∶1 Hy in mature males and 23∶1 Hy in mature female houseflies. These data support the idea that the preparation of subcellular
fractions results in an uncoupling of fatty acid chain elongation from the conversion of the fatty acid to the corresponding
hydrocarbon in both insects. 相似文献
15.
Acyl-CoA:lysophosphatidylcholine acyltransferase (LPCAT; EC 2.3.1.23) catalyzes the acyl-CoA-dependent acylation of lysophosphatidylcholine
(LPC) to produce PC and CoA. LPCAT activity may affect the incorporation of fatty acyl moieties at the sn-2 position of PC where PUFA are formed and may indirectly influence seed TAG composition. LPCAT activity in microsomes prepared
from microspore-derived cell suspension cultures of oilseed rape (Brassica napus L. cv Jet Neuf) was assayed using [1-14C]acyl-CoA as the fatty acyl donor. LPCAT activity was optimal at neutral pH and 35°C, and was inhibited by 50% at a BSA concentration
of 3 mg mL−1. At acyl-CoA concentrations above 20 μM, LPCAT activity was more specific for oleoyl (18∶1)-CoA than stearoyl (18∶0)- and
palmitoyl (16∶0)-CoA. Lauroyl (12∶0)-CoA, however, was not an effective acyl donor. LPC species containing 12∶0, 16∶0, 18∶0,
or 18∶1 as the fatty acyl moiety all served as effective acyl acceptors for LPCAT, although 12∶0-LPC was somewhat less effective
as a substrate at lower concentrations. The failure of LPCAT to catalyze the incorporation of a 12∶0 moiety from acyl-CoA
into PC is consistent with the tendency of acyltransferases to discriminate against incorporation of this fatty acyl moiety
at the sn-2 position of TAG from the seed oil of transgenic B. napus expressing a medium-chain thioesterase. 相似文献
16.
Neurospora crassa incorporated exogenous deuterated palmitate (16∶0) and 14C-labeled oleate (18∶1Δ9) into cell lipids. Of the exogenous 18∶1Δ9 incorporated, 59% was desaturated to 18∶2Δ9,12 and 18∶3Δ9,12,15. Of the exogenous 16∶0 incorporated, 20% was elongated to 18∶0, while 37% was elongated and desaturated into 18∶1Δ9, 18∶2Δ9,12, and 18∶3Δ9,12,15. The mass of unsaturated fatty acids in phospholipid and triacylglycerol is 12 times greater than the mass of 18∶0. Deuterium
label incorporation in unsaturated fatty acids is only twofold greater than in 18∶0, indicating a sixfold preferential use
of 16∶0 for saturated fatty acid synthesis. These results indicate that the release of 16∶0 from fatty acid synthase is a
key control point that influences fatty acid composition in Neurospora. 相似文献
17.
Manuela Martinez 《Lipids》1989,24(4):261-265
The fatty acid composition of red blood cells, fibroblasts, forebrain, liver and kidney were studied in a 3-month-old infant
who died from Zellweger Syndrome, and the results were compared with those of age-matched controls. Besides a typical increase
in the very long chain fatty acids 26∶0 and 26∶1 and a great reduction in the plasmalogen levels, confirming the diagnosis
of Zellweger Syndrome, some striking changes in the polyunsaturated fatty acid patterns were discovered. The most important
was a very drastic decrease in the values of 22∶6ω3 and 22∶5ω6, the two products of Δ4-desaturation. In the kidney, the level
of 22∶6ω3 fell below that of 26∶0. Consequently, the ratio 26∶0/22∶6ω3 (and 26∶1/22∶6ω3) was most useful in emphasizing the
fatty acid anomalies, especially in renal tissue, where the 26∶0/22∶6ω3 ratio increased to almost 200 times the normal values.
Other significant, although less consistent fatty acid alterations were increases in 18∶2ω6, 18∶3ω6, 20∶3ω6, 18∶4ω3 and 20∶4ω3,
and a decrease in 20∶4ω6 in some tissues. The existence is proposed of a new enzyme defect in peroxisomal disorders, involving
the desaturase system of long chain polyunsaturated fatty acids. 相似文献
18.
Ether lipid content and fatty acid distribution in rabbit polymorphonuclear neutrophil phospholipids
This study was undertaken to determine if rabbit neutrophils contain sufficient ether-linked precursor for the synthesis of
1-O-alkyl-2-acetyl-sn-glycero-3-phosphocholine (platelet activatin factor) by a deacylation-reacylation pathway. The phospholipids from rabbit
peritoneal polymorphonuclear neutrophils were purified and quantitated, and the choline-containing and ethanolamine-containing
phosphoglycerides were analyzed for ether lipid content. Choline-containing phosphoglycerides (37%), ethanolamine-containing
phosphoglycerides (30%), and sphingomyelin (28%) were the predominant phospholipid classes, with smaller amounts of phosphatidylserine
(5%) and phosphatidylinositol (<1%). The choline-linked fraction contained high amounts of 1-O-alkyl-2-acyl-(46%) and 1,2-diacyl-sn-glycero-3-phosphocholine (54%), with a trace of the 1-O-alk-1′-enyl-2-acyl species. The ethanolamine-linked fraction contained high amounts of 1-O-alk-1′-enyl-2-acyl-(63%) and 1,2-diacyl-sn-glycero-3-phosphoethanolamine (34%), and a low quantity of the 1-O-alkyl-2-acyl species (3%). The predominant 1-O-alkyl ether chains found in thesn-1 position of the choline-linked fraction were 16∶0 (35%), 18∶0 (14%), 18∶1 (26%), 20∶0 (16%), and 22∶0 (9%). The major 1-O-alk-1′-enyl ether chains found in thesn-1 position of the ethanolamine-linked fraction were 14∶0 (13%), 16∶0 (44%), 18∶0 (27%), 18∶1 (12%) and 18∶2 (3%). The major
acyl groups in thesn-1 position of 1,2-diacyl-sn-glycero-3-phosphocholine and 1,2-diacyl-sn-glycero-3-phosphoethanolamine were 16∶0, 18∶0 and 18∶1. The most abundant acyl group in thesn-2 position of all classes of choline- and ethanolamine-linked phosphoglycerides was 18⩺2. Although this work does not define
the biosynthetic pathway for platelet activating factor, it does show that there is ample precursor present to support its
synthesis by a deacylation-reacylation pathway. 相似文献
19.
Effects of different medium-chain fatty acids on intestinal absorption of structured triacylglycerols 总被引:3,自引:0,他引:3
To study the effect of the chain length of medium-chain fatty acids on the intestinal absorption of long-chain fatty acids,
we examined the lymphatic transport of fat following administration of five purified structured triacylglycerols (STAG) containing
different medium-chain fatty acids in the sn-1, 3 positions and long-chain fatty acids in the sn-2 position in a rat model. Significant amounts of medium-chain fatty acids were found in lymph samples after intragastric
administration of 1,3-dioctanoyl-2-linoleyl-sn-glycerol (8∶0/18∶2/8∶0), 1,3-didecanoyl-2-linoleyl-sn-glycerol, and 1,3-didodecanoyl-2-linoleyl-sn-glycerol. The accumulated lymphatic transport of medium-chain fatty acids increased with increasing carbon chain length.
The recoveries of caprylic acid (8∶0), capric acid (10∶0), and lauric acid (12∶0) were 7.3±0.9, 26.3±2.4, and 81.7±6.9%, respectively.
No significant differences were observed for the maximal intestinal absorption of linoleic acid (18∶2n−6) when the chain length
of medium-chain fatty acids at the primary positions was varied, and the absorption of 18∶2 and oleic acid (18∶1) from 8∶0/18∶2/8∶0
and 1,3-dioctanoyl-2-oleyl-sn-glycerol was similar. We conclude that the chain length of the medium-chain fatty acids in the primary positions of STAG
does not affect the maximal intestinal absorption of long-chain fatty acids in the sn-2 position in the applied rat model, whereas the distribution of fatty acids between the lymphatics and the portal vein reflects
the chain length of the fatty acids.
Presented in part at the 3rd ISSFAL Conference, Lyon, France, June 1–5, 1998. 相似文献
20.
Determination of lipase specificity 总被引:1,自引:0,他引:1
Specificity of lipases is controlled by the molecular properties of the enzyme, structure of the substrate and factors affecting
binding of the enzyme to the substrate. Types of specificity are as follows. I. Substrate: (a) different rates of lipolysis
of TG, DG, and MG by the same enzyme; (b) separate enzymes from the same source for TG, DG and MG. II. Positional: (a) primary
esters; (b) secondary esters; and (c) all three esters or nonspecific hydrolysis. III. Fatty acid, preference for similar
fatty acids. IV. Stereospecificity: faster hydrolysis of one primarysn ester as compared to the other. V. Combinations of I–IV. Lipases with these specificities are: Ia, pancreatic; Ib, postheparin
plasma. IIa, pancreatic; IIb,Geotrichum candidum, for fatty acids withcis-9-unsaturation, and IIc,Candida cylindracea. III,G. candidum for unsaturates. IV.sn-1, postheparin plasma andsn-3 human and rat lingual lipases. V. Rat lingual lipase. Methods for determination involve digestion of natural fats of known
structure and synthetic acylglycerols followed by analysis of the lipolysis products. All of the types of specificity have
been detected with use of synthetic acylglycerols. Detection of stereospecificity requires enantiomeric acylglycerols which
are difficult to synthesize, so other methods have been developed. These involve the generation of 1,2-(2,3) DG and resolution
of the enantiomers. Trioleoylglycerol or racemic TG can be used as substrates. If the lipase is stereospecific, then either
thesn-1,2- or 2,3-enantiomer will predominate. The relative amounts of the enantiomers can be determined by measurement of specific
rotation, and nuclear magnetic resonance spectra. The DG can also be separated by conversion to phospholipids and hydrolysis
with phospholipases A-2 or C. Applications of these procedures are discussed and data on the specificity of various lipases
presented.
Scientific Contribution No. 988, Storrs Agricultural Experiment Station, University of Connecticut, Storrs, CT 06268.
Trioleoylglycerol is 18∶1−18∶1−18∶1, etc. 1,2-dioleoyl-3-palmitoyl-sn-glycerol issn-18∶1−18∶1−16∶0, with thesn-1 ester to the left. If the TG is racemic,rac is omitted. 相似文献