Lipids

!$%.)'
Lipids
!"# $%&&
26% !$'% ,()*+ ,-'.. 21% !$/&* *
(0$&$1./)% +,)20) ()*+ ,-'..
’3., 4)5. -63, +,)2$ 0#5 4.)' 0).2 *
!)$, -/ +-$63. 4*)-$,*+ 0).2 .!$'")7
."7#
!$"$6$, $%$$6#.
!$/.$,)6 !" *
(!$$&)6)/"$+) 4.)'& !$3$3. *
(-/ #,) 0)%/&..& !$$/-$8 !$&$2/. *
(!$$.$ !$-%)$) $./0 ")"$& *
#0& 0)0)# /&8.& !$&/)8. *
.0)..76 6g = 4.)' 1g) +$*/%# $/*#. *
.4)9.$7 0"$.) !$$. 0,)20 -
!$"$6$, $*)3) +%&.
-#,-,8/0)$))/-#,/0)$))/ - 4.)' 0)9.)7 *
0)$))/
!$"$/9$,*$/1) ,)/9$,* *
163)6-3-,)/9$,* *
!$"$6$,)63)6 *
!$"$6$,)*%$63 *
(!$%)./)+ ,,)/13,)2) !$"$#)/13 *
0)%/&.. *
4.)' .7
#$% &'(
)!'*
0)$))/-#,/0)$))/ - 4.)' 0)9.)7 *
#$% &'(
)!'*
818 kCal
742 kCal
)$-,+!
0
(g/100g) 0.5
&./"*
0
0.5
#.''*0
91
82
&'.(
(~13%) 12
0
4.)' .7
-#,-,8/0)$))/-#,/0)$))/ - 4.)' 0)9.)7 *
0)$))/
(~60%) 49 $.., .1.#'
246 mg/100g
".,23".1
?+%$/*/. !8 +. 5#
)+$,-,'
#$% .(
)!'*
720
818
742 kCal
)$-,+!
0
0
(g/100g) 0.5
&./"*
0
80
0
91
0.5
82
(~41%) 33 (~13%) 12
0
0
#.''*0
&'.(
(~60%) 49 $.., .1.#'
246 mg/100g
".,23".1
?+%$/*/. !8 +. 5#
+%$/*/. !8 +$8&+
...,&#,,)/13,)2 4$#
4.)' .7
!$"$6$, $*)3) +%&.
0)$))/-#,-,8/0)$))/-#,/0)$))/ - 4.)' 0)9.)7
.4'.+
5(
)+/'
14:0
16:0
Myristic a.
Palmitic a.
COOH(CH2)12CH3
COOH(CH2)14CH3
16:1D9
Palmitoleic
COOH(CH2)7C=C(CH2)5CH3
18:0
Stearic acid
COOH(CH2)16CH3
18:1D9
Oleic acid
COOH(CH2)7C=C(CH2)7CH3
18:2D9,12
Linoleic acid
COOH(CH2)7C=CCH2C=C(CH2)4CH3
18:3D9,12,15
Linolenic a.
COOH(CH2)7C=CCH2C=CCH2C=CCH2CH3
18:4D9
Arachidonic
...
-#,-,8/0)$))/-#,/0)$))/ - 4.)' 0)9.)7 *
0)$))/
!$"$/9$,*$/1) ,)/9$,* *
163)6-3-,)/9$,* *
!$"$6$,)63)6 *
!$"$6$,)*%$63 *
(!$%)./)+ ,,)/13,)2) !$"$#)/13 *
0)%/&.. *
=
=
!$"$6$,)63)6
1#63)6-3-,)/9$,* ,8 !$33)&.
=
X= -CH2CH2NH3 ->
Phosphatidilethanolamine
=
X= -H -> Phosphatidic acid
=
H
|
O
H-C-O-C-R1
|
O
H-C-O-C-R2
|
O
H-C-O-P-O-X
|
OH
X= -CH2-CH-COO| Phosphotidileserine
NH3
Also:
X= -sugar
= -glycerol
...
H
|
H-C-OH
|
H-C-OH
|
O
H-C-O-P-OH
|
OH
=
H
|
O
H-C-O-C-R1
|
O
H-C-O-C-R2
|
O
H-C-O-C-R3
|
H
=
H
|
H-C-OH
|
H-C-OH
|
H-C-OH
|
H
163)6-3-,)/9$,*
=
!$"$/9$,*-$/1) ,)/9$,*
!$"$6$,)63)6
1#63)6-3-,)/9$,* ,8 !$33)&.
!$"$6$,)63)6
1#63)6-3-,)/9$,* ,8 !$33)&.
0)56$,)63)6
Phospholipase A1
=
=
=
=
=
=
H
H
|
O
|
O
H-C-O-C-R1
H-C-O-C-R1
|
O
|
Phospholipase
H-C-O-C-R2 -------------> H-C-O-H
A2
|
O
|
O
H-C-O-P-O-X
H-C-O-P-O-X
|
O
|
OH
H
Phospholipase C
Phospholipase D
!$"$6$,)*%$63
!$"$6$,)*%$63
,)/9$,*) 4$5)*%$63 ,8 !$33)&.
,)/9$,*) 4$5)*%$63 ,8 !$33)&.
$6'.* ".).1"!
HC
|
(CH2)12
|
CH3
4$5)*%$63
HO H OH
| | |
H2C--C--C-H
| |
H3N
HN CH
|
Ceramid
HC
O=C |
| (CH2)12
R |
CH3
=
=
HO H OH
| | |
H2C--C--C-H
| |
H3N CH
!$"$6$,)*%$63
!$"$#)/13
=
CH3
|
Spingomyelin
CH3-N+-CH3
|
CH2
Phosphocholine
|
CH2
|
O
-O H OH
|
| | |
H2C--C--C-H
O=P-O| |
|
HN CH
|
O=C HC
| |
(CH2)14(CH2)12
Palimitate
| |
H 3C
CH3
{
!$"$#)/13
(3)% 8"$.
CH3
CH3
CH-CH2-CH2-CH2-CH
CH3
CH3 OH
CH3
http://web.indstate.edu/thcme/mwking/lipids.html
http://www.elmhurst.edu/~chm/vchembook/558lipidminitopics.html
CH3
CH3
HO
O
http://biology.clc.uc.edu/courses/bio104/lipids.htm
,)/13,)2
4)/13)11
4*)/13#