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Biosynthetic pathways for
secondary metabolites
01 S h i k i m i c a c i d p a t h w ay
02 A m i n o a c i d p a t h w ay
03 A c e t a t e m e v a l o n a t e p a t h way
04 B i o s y h t h e s i s o f E p h e d r i n e
05 B i o s y h t h e s i s o f Q u i n i n e
06 B i o s y h t h e s i s o f S t r y c hy n i n e & b r u c i n e
07 B i o s y h t h e s i s o f P i p e r i n e
08 B i o s y h t h e s i s o f B e r b e r i n e
09 B i o s y h t h e s i s o f Ta xo l
10 B i o s y h t h e s i s o f V i n c r i s t i n e a n d V i n b l a s t i n e
CONTENTS
13 B i o s y h t h e s i s o f S e n n o s i d e s
14 B i o s y h t h e s i s o f B a c o s i d e s
15 B i o s y h t h e s i s o f Q u e r c i t i n
16 B i o s y h t h e s i s o f H e c o g e n i n
17 B i o s y h t h e s i s o f G u g g u l o s t e r o n e
18 B i o s y h t h e s i s o f W i t h a n o l i d e s
19 B i o s y h t h e s i s o f U m b e l l i fe r o n e
20 B i o s y h t h e s i s o f C u c u r b i t a c i n s
11 B i o s y h t h e s i s o f D i g i t ox i n
12 B i o s y h t h e s i s o f G l y c y r r h i z i n
21 B i o s y h t h e s i s o f At r o p i n e
01 S h i k i m i c a c i d p a t h w ay
S h i k i m i c a c i d p a t h w ay c o n t i n u e . . .
02 A m i n o a c i d p a t h w ay
A m i n o a c i d p a t h w ay c o n t i n u e . . .
Tryptophan
A m i n o a c i d p a t h w a y c o n t i n u e . . .
Phe= phenylalanine
Glu=glutarate
Tyr= tyrosine
Asp=aspartate
03 A c e t a t e m e v a l o n a t e p a t h way
A c e t a t e
m e v a l o n a t e
p a t h w ay
c o n t i n u e . . .
04 B i o s y h t h e s i s o f E p h e d r i n e
B i o s y h t h e s i s o f
E p h e d r i n e
c o n t i n u e . . .
strictosidine
glucosidase
Aldehyde
esterase
Tabersonine 16-hydroxylas,
6-hydroxytabersonineO-
methyltransferase
05 B i o s y h t h e s i s o f Q u i n i n e
06 B i o s y h t h e s i s o f S t r y c hy n i n e & b r u c i n e
Geissoschizine Dehydropreakuammicine Norfluorocurarine 18-OH norfluorocurarine Wieland-Gumlich aldehyde
SnvGO
SpGO
SnvNS1/
SnvNS2 SnvNO SnvWS
SpAT
SnvWS
Tryptophan
Akuammicine Desoxy Wieland-Gumlich
aldehyde
Diaboline Prestrychnine
Isostrychnine
Strychnine
10-OH Strychnine
β-colubrine
11-deMe brucine
Brucine
07 B i o s y h t h e s i s o f P i p e r i n e
pyridoxal phosphate
piperidine
piperoyltransferase
08 B i o s y h t h e s i s o f B e r b e r i n e
B i o s y h t h e s i s o f B e r b e r i n e c o n t i n u e . . .
09 B i o s y h t h e s i s o f Ta xo l
geranylgeranyl
diphosphate
synthase
ts= taxadiene
synthase
cytochrome P450
taxadiene 5-
hydroxylase
taxa-
4(20),11(12)-
dien-5a-ol-O-
acetyltransferase
cytochrome
P450 taxane
10β-
hydroxylase
taxane 2a-O-
benzoyltransferase
10-deacetyl
baccatin III-10-O-
acetyltransferase
Step 1
10
B
i
o
s
y
h
t
h
e
s
i
s
o
f
V
i
n
c
r
i
s
t
i
n
e
a
n
d
V
i
n
b
l
a
s
t
i
n
e
next step from stemmadenine
B i o s y h t h e s i s o f V i n c r i s t i n e
a n d V i n b l a st i n e
c o n t i n u e . . .
Step 2
continued from epicathinamine
11 B i o s y h t h e s i s o f D i g i t ox i n
B i o s y h t h e s i s o f D i g i t ox i n c o n t i n u e . . .
B i o s y h t h e s i s o f D i g i t ox i n c o n t i n u e . . .
12 B i o s y h t h e s i s o f G l y c y r r h i z i n
13 B i o s y h t h e s i s o f S e n n o s i d e s
Isochorismate synthase
o-succinylbenzoate synthase
IPP isomerase
1-deoxy-D-xylulose-5-
phosphate synthase]
15 B i o s y h t h e s i s o f Q u e r c i t i n
phenylalanine ammonia lyase Cinnamate 4-hydroxylase
4-coumarate CoA ligase
naringenin
chalcone
synthase
chalcone
isomerase
chalcone
isomerase
naringenin 3-
dioxygenase
dihydrokaempferol
synthase
quercetin synthase
16 B i o s y h t h e s i s o f H e c o g e n i n
B i o s y h t h e s i s o f H e c o g e n i n c o n t i n u e . . .
17 B i o s y h t h e s i s o f G u g g u l o s t e r o n e
Guggulsterone is a phytosteroid found in the resin of the guggul plant, Commiphora mukul. Guggulsterone can exist as
either of two stereoisomers, E-guggulsterone and Z-guggulsterone. In humans, it acts as an antagonist of the farnesoid X
receptor, which was once believed to result in decreased cholesterol synthesis in the liver. Several studies have been
published that indicate no overall reduction in total cholesterol occurs using various dosages of guggulsterone, and levels
of low-density lipoprotein ("bad cholesterol") increased in many people. The biosynthetic pathway are still missing.
B i o s y h t h e s i s o f G u g g u l o s t e r o n e c o n t i n u e . . .
18 B i o s y h t h e s i s o f
W i t h a n o l i d e s
19 B i o s y h t h e s i s o f U m b e l l i fe r o n e
20 B i o s y h t h e s i s o f C u c u r b i t a c i n s
B i o s y h t h e s i s o f C u c u r b i t a c i n s
21 B i o s y h t h e s i s o f At r o p i n e
THANK YOU

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Biosynthesis of secondary metabolites

  • 2. 01 S h i k i m i c a c i d p a t h w ay 02 A m i n o a c i d p a t h w ay 03 A c e t a t e m e v a l o n a t e p a t h way 04 B i o s y h t h e s i s o f E p h e d r i n e 05 B i o s y h t h e s i s o f Q u i n i n e 06 B i o s y h t h e s i s o f S t r y c hy n i n e & b r u c i n e 07 B i o s y h t h e s i s o f P i p e r i n e 08 B i o s y h t h e s i s o f B e r b e r i n e 09 B i o s y h t h e s i s o f Ta xo l 10 B i o s y h t h e s i s o f V i n c r i s t i n e a n d V i n b l a s t i n e
  • 3. CONTENTS 13 B i o s y h t h e s i s o f S e n n o s i d e s 14 B i o s y h t h e s i s o f B a c o s i d e s 15 B i o s y h t h e s i s o f Q u e r c i t i n 16 B i o s y h t h e s i s o f H e c o g e n i n 17 B i o s y h t h e s i s o f G u g g u l o s t e r o n e 18 B i o s y h t h e s i s o f W i t h a n o l i d e s 19 B i o s y h t h e s i s o f U m b e l l i fe r o n e 20 B i o s y h t h e s i s o f C u c u r b i t a c i n s 11 B i o s y h t h e s i s o f D i g i t ox i n 12 B i o s y h t h e s i s o f G l y c y r r h i z i n 21 B i o s y h t h e s i s o f At r o p i n e
  • 4. 01 S h i k i m i c a c i d p a t h w ay
  • 5. S h i k i m i c a c i d p a t h w ay c o n t i n u e . . .
  • 6. 02 A m i n o a c i d p a t h w ay
  • 7. A m i n o a c i d p a t h w ay c o n t i n u e . . . Tryptophan
  • 8. A m i n o a c i d p a t h w a y c o n t i n u e . . . Phe= phenylalanine Glu=glutarate Tyr= tyrosine Asp=aspartate
  • 9. 03 A c e t a t e m e v a l o n a t e p a t h way
  • 10. A c e t a t e m e v a l o n a t e p a t h w ay c o n t i n u e . . .
  • 11. 04 B i o s y h t h e s i s o f E p h e d r i n e
  • 12. B i o s y h t h e s i s o f E p h e d r i n e c o n t i n u e . . .
  • 14. 06 B i o s y h t h e s i s o f S t r y c hy n i n e & b r u c i n e Geissoschizine Dehydropreakuammicine Norfluorocurarine 18-OH norfluorocurarine Wieland-Gumlich aldehyde SnvGO SpGO SnvNS1/ SnvNS2 SnvNO SnvWS SpAT SnvWS Tryptophan Akuammicine Desoxy Wieland-Gumlich aldehyde Diaboline Prestrychnine Isostrychnine Strychnine 10-OH Strychnine β-colubrine 11-deMe brucine Brucine
  • 15. 07 B i o s y h t h e s i s o f P i p e r i n e pyridoxal phosphate
  • 17. 08 B i o s y h t h e s i s o f B e r b e r i n e
  • 18. B i o s y h t h e s i s o f B e r b e r i n e c o n t i n u e . . .
  • 19. 09 B i o s y h t h e s i s o f Ta xo l geranylgeranyl diphosphate synthase ts= taxadiene synthase cytochrome P450 taxadiene 5- hydroxylase taxa- 4(20),11(12)- dien-5a-ol-O- acetyltransferase cytochrome P450 taxane 10β- hydroxylase taxane 2a-O- benzoyltransferase 10-deacetyl baccatin III-10-O- acetyltransferase
  • 21. B i o s y h t h e s i s o f V i n c r i s t i n e a n d V i n b l a st i n e c o n t i n u e . . . Step 2 continued from epicathinamine
  • 22. 11 B i o s y h t h e s i s o f D i g i t ox i n
  • 23. B i o s y h t h e s i s o f D i g i t ox i n c o n t i n u e . . .
  • 24. B i o s y h t h e s i s o f D i g i t ox i n c o n t i n u e . . .
  • 25. 12 B i o s y h t h e s i s o f G l y c y r r h i z i n
  • 26. 13 B i o s y h t h e s i s o f S e n n o s i d e s Isochorismate synthase o-succinylbenzoate synthase IPP isomerase 1-deoxy-D-xylulose-5- phosphate synthase]
  • 27.
  • 28.
  • 29. 15 B i o s y h t h e s i s o f Q u e r c i t i n phenylalanine ammonia lyase Cinnamate 4-hydroxylase 4-coumarate CoA ligase naringenin chalcone synthase chalcone isomerase
  • 31. 16 B i o s y h t h e s i s o f H e c o g e n i n
  • 32. B i o s y h t h e s i s o f H e c o g e n i n c o n t i n u e . . .
  • 33. 17 B i o s y h t h e s i s o f G u g g u l o s t e r o n e Guggulsterone is a phytosteroid found in the resin of the guggul plant, Commiphora mukul. Guggulsterone can exist as either of two stereoisomers, E-guggulsterone and Z-guggulsterone. In humans, it acts as an antagonist of the farnesoid X receptor, which was once believed to result in decreased cholesterol synthesis in the liver. Several studies have been published that indicate no overall reduction in total cholesterol occurs using various dosages of guggulsterone, and levels of low-density lipoprotein ("bad cholesterol") increased in many people. The biosynthetic pathway are still missing.
  • 34. B i o s y h t h e s i s o f G u g g u l o s t e r o n e c o n t i n u e . . .
  • 35. 18 B i o s y h t h e s i s o f W i t h a n o l i d e s
  • 36. 19 B i o s y h t h e s i s o f U m b e l l i fe r o n e
  • 37. 20 B i o s y h t h e s i s o f C u c u r b i t a c i n s
  • 38. B i o s y h t h e s i s o f C u c u r b i t a c i n s
  • 39. 21 B i o s y h t h e s i s o f At r o p i n e