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Medical Forum / General / Nutrition / November 2004

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w3 conversion into EPA/DHA

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andrewvecsey - 22 Nov 2004 15:47 GMT
It is stated in many references that the body converts w3 into EPA/DHA
"inefficiently" but they never say how efficient the conversion is.
Can any one lead me to some answers?
regards
andrew vecsey
http://geocities.com/andrewvecsey/omega3.html
Larry Hoover - 22 Nov 2004 17:27 GMT
> It is stated in many references that the body converts w3 into EPA/DHA
> "inefficiently" but they never say how efficient the conversion is.
> Can any one lead me to some answers?
> regards
> andrew vecsey
> http://geocities.com/andrewvecsey/omega3.html

From the first abstract (ALNA is alpha-linolenic acid, the omega-3 in flax
oil; DHA is the longer chained omega-3 in fish oil):

"Since the capacity of adult males to convert ALNA to DHA was either very
low or absent, uptake of pre-formed DHA from the diet may be critical for
maintaining adequate membrane DHA concentrations in these individuals."

Young men, ALA to DHA, 0%. (first abstract)
Young women, ALA to DHA, 9%. (second abstract)
The third abstract considers the effect of other fatty acid intake on conversion.

Br J Nutr 2002 Oct;88(4):355-64

Eicosapentaenoic and docosapentaenoic acids are the principal products of
alpha-linolenic acid metabolism in young men*.

Burdge GC, Jones AE, Wootton SA.

Institute of Human Nutrition, Level C, West Wing, Southampton General
Hospital, Tremona Road, Southampton, SO16 6YD, UK.

The capacity for conversion of alpha-linolenic acid (ALNA) to n-3 long-chain
polyunsaturated fatty acids was investigated in young men. Emulsified
[U-13C]ALNA was administered orally with a mixed meal to six subjects
consuming their habitual diet. Approximately 33 % of administered [13C]ALNA
was recovered as 13CO2 on breath over the first 24 h. [13C]ALNA was
mobilised from enterocytes primarily as chylomicron triacylglycerol (TAG),
while [13C]ALNA incorporation into plasma phosphatidylcholine (PC) occurred
later, probably by the liver. The time scale of conversion of [13C]ALNA to
eicosapentaenoic acid (EPA) and docosapentaenoic acid (DPA) suggested that
the liver was the principal site of ALNA desaturation and elongation,
although there was some indication of EPA and DPA synthesis by enterocytes.
[13C]EPA and [13C]DPA concentrations were greater in plasma PC than TAG, and
were present in the circulation for up to 7 and 14 d, respectively. There
was no apparent 13C enrichment of docosahexaenoic acid (DHA) in plasma PC,
TAG or non-esterified fatty acids at any time point measured up to 21 d.
This pattern of 13C n-3 fatty acid labelling suggests inhibition or
restriction of DHA synthesis downstream of DPA. [13C]ALNA, [13C]EPA and
[13C]DPA were incorporated into erythrocyte PC, but not
phosphatidylethanolamine, suggesting uptake of intact plasma PC molecules
from lipoproteins into erythrocyte membranes. Since the capacity of adult
males to convert ALNA to DHA was either very low or absent, uptake of
pre-formed DHA from the diet may be critical for maintaining adequate
membrane DHA concentrations in these individuals.

Br J Nutr 2002 Oct;88(4):411-421

Conversion of alpha-linolenic acid to eicosapentaenoic, docosapentaenoic and
docosahexaenoic acids in young women.

Burdge GC, Wootton SA.

Institute of Human Nutrition, University of Southampton, Southampton, UK.

The extent to which women of reproductive age are able to convert the n-3
fatty acid alpha-linolenic acid (ALNA) to eicosapentaenoic acid (EPA),
docosapentaenoic acid (DPA) and docosahexaenoic acid (DHA) was investigated
in vivo by measuring the concentrations of labelled fatty acids in plasma
for 21 d following the ingestion of [U-13C]ALNA (700 mg). [13C]ALNA
excursion was greatest in cholesteryl ester (CE) (224 (sem 70) &mgr;mol/l
over 21 d) compared with triacylglycerol (9-fold), non-esterified fatty
acids (37-fold) and phosphatidylcholine (PC, 7-fold). EPA excursion was
similar in both PC (42 (sem 8) &mgr;mol/l) and CE (42 (sem 9) &mgr;mol/l)
over 21 d. In contrast both [13C]DPA and [13C]DHA were detected
predominately in PC (18 (sem 4) and 27 (sem 7) &mgr;mol/l over 21 d,
respectively). Estimated net fractional ALNA inter-conversion was EPA 21 %,
DPA 6 % and DHA 9 %. Approximately 22 % of administered [13C]ALNA was
recovered as 13CO2 on breath over the first 24 h of the study. These results
suggest differential partitioning of ALNA, EPA and DHA between plasma lipid
classes, which may facilitate targeting of individual n-3 fatty acids to
specific tissues. Comparison with previous studies suggests that women may
possess a greater capacity for ALNA conversion than men. Such metabolic
capacity may be important for meeting the demands of the fetus and neonate
for DHA during pregnancy and lactation. Differences in DHA status between
women both in the non-pregnant state and in pregnancy may reflect variations
in metabolic capacity for DHA synthesis.

Int J Vitam Nutr Res 1998;68(3):159-73

Can adults adequately convert alpha-linolenic acid (18:3n-3) to
eicosapentaenoic acid (20:5n-3) and docosahexaenoic acid (22:6n-3)?

Gerster H.

Vitamin Research Department, F. Hoffman-Roche Ltd, Basel, Switzerland.

A diet including 2-3 portions of fatty fish per week, which corresponds to
the intake of 1.25 g EPA (20:5n-3) + DHA (22:6n-3) per day, has been
officially recommended on the basis of epidemiological findings showing a
beneficial role of these n-3 long-chain PUFA in the prevention of
cardiovascular and inflammatory diseases. The parent fatty acid ALA
(18:3n-3), found in vegetable oils such as flaxseed or rapeseed oil, is used
by the human organism partly as a source of energy, partly as a precursor of
the metabolites, but the degree of conversion appears to be unreliable and
restricted. More specifically, most studies in humans have shown that
whereas a certain, though restricted, conversion of high doses of ALA to EPA
occurs, conversion to DHA is severely restricted. The use of ALA labelled
with radioisotopes suggested that with a background diet high in saturated
fat conversion to long-chain metabolites is approximately 6% for EPA and
3.8% for DHA. With a diet rich in n-6 PUFA, conversion is reduced by 40 to
50%. It is thus reasonable to observe an n-6/n-3 PUFA ratio not exceeding
4-6. Restricted conversion to DHA may be critical since evidence has been
increasing that this long-chain metabolite has an autonomous function, e.g.
in the brain, retina and spermatozoa where it is the most prominent fatty
acid. In neonates deficiency is associated with visual impairment,
abnormalities in the electroretinogram and delayed cognitive development. In
adults the potential role of DHA in neurological function still needs to be
investigated in depth. Regarding cardiovascular risk factors DHA has been
shown to reduce triglyceride concentrations. These findings indicate that
future attention will have to focus on the adequate provision of DHA which
can reliably be achieved only with the supply of the preformed long-chain
metabolite.
MikeV - 23 Nov 2004 15:48 GMT
>> It is stated in many references that the body converts w3 into
>> EPA/DHA
[quoted text clipped - 192 lines]
> long-chain
> metabolite.

Thanks for an excellent response to an important question.
The following reference illustrates the metabolic 'competition'
between omega 3 and omega 6 PUFA which greatly influences the
process.
http://www.fatsoflife.com/intro_7.html

MikeV
andrewvecsey - 23 Nov 2004 22:14 GMT
Thanks for your detailed answer. I suppose one can interpret the
results many different ways. I would like to maintain my confidance
that a healthy body designed to produce DHA from ALA would do so
whenever it needed, even at a low efficiency. I would like to
interpret the results "Young men, ALA to DHA, 0%. (first abstract)" as
that it was not 0% efficiency, but instead that for these young men,
their bodies did not need at the time of the tests to convert any ALA
to DHA, because it had enough DHA. It would be disappointing, but
revealing to hear that these young men were suffering fron DHA
deficiency at the time of the test.
regards
andrew

> > It is stated in many references that the body converts w3 into EPA/DHA
> > "inefficiently" but they never say how efficient the conversion is.
[quoted text clipped - 115 lines]
> can reliably be achieved only with the supply of the preformed long-chain
> metabolite.
Dunne E. Dawe - 24 Nov 2004 04:59 GMT
>> It is stated in many references that the body converts w3 into EPA/DHA
>> "inefficiently" but they never say how efficient the conversion is.
[quoted text clipped - 115 lines]
>can reliably be achieved only with the supply of the preformed long-chain
>metabolite.

Yes, thanks for a fascinating response. I'm wondering what the bottom
line is here. I keep hearing about EFAs (essential fatty acids) and
can't seem to find a consistent definition of these.

The studies you quote seem to indicate that fish oils are essential to
health, and some EFAs cannot be derived from vegetable sources. Is
this how you read it? If you eat only fats from a little lean meat, a
little low fat cheese, and vegetable sources (avocado, grains and nuts
- not refined oils, but the whole food) and your fat intake is say 20%
of your calorie intake, will you likely get sufficient EFAs for good
health? I'd really appreciate your comments on this, thanks.
MikeV - 24 Nov 2004 05:53 GMT
> Yes, thanks for a fascinating response. I'm wondering what the
> bottom
[quoted text clipped - 14 lines]
> good
> health? I'd really appreciate your comments on this, thanks.

This is a good review, I believe, listing 226 refs. This should
satisfy even a Mooshe. :-)

http://www.st-hs.com/TMA_Forum/PUFA%20-%20Calvani%20Benatti%20-%20Feb%202K3.pdf

MikeV
Dunne E. Dawe - 25 Nov 2004 01:24 GMT
>> Yes, thanks for a fascinating response. I'm wondering what the
>> bottom
[quoted text clipped - 19 lines]
>
>http://www.st-hs.com/TMA_Forum/PUFA%20-%20Calvani%20Benatti%20-%20Feb%202K3.pdf

Thanks Mike. I've printed it out to study it thoroughly.
Lots to learn! Great stuff!
By the way, what's a Mooshe? Is that an American term?
MikeV - 25 Nov 2004 16:04 GMT
> On Wed, 24 Nov 2004 05:53:46 GMT, "MikeV"
> <mvidler@NOSPAMiname.com>
[quoted text clipped - 10 lines]
> Lots to learn! Great stuff!
> By the way, what's a Mooshe? Is that an American term?

An Aussie not familiar with the Mooshe... ... ? I'd have to say that
this is roughly the equivalent of not knowing "Walting Matilda".

'The Mooshe' was a fabled but elusive "swagperson" who roamed the
outback and the news-groups around the turn of the century. (even
her/his gender was uncertain and frequently debated).
Almost never missed a chance to leave his mark, frequently derisive,
on other posters' generally inadequate posts.
Probably of Pommish origin. Definitely not your typical laid-back
Aussie.
Rumored to have been been an illegitimate off-spring of an itinerant
Oxford Don.
Style: Casting pearls to the masses.
Key words: Traditional; succinct; pedantic; simplistic;
authoritative; deluded; glycemic.

Search the google 'groups' for 'mooshe' along with almost any
scientific topic. You'll find her/him! :-)

HTH
MikeV
 
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