Figure S1.Fatty acid elongation related to capsaicinoids.

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O CoA-S O CoA-S O CoAS O CoAS O CoAS C O O- O CoAS O K A S-S C O O- O A C P-S O K A S-S O K A S-S O K A S-S O K A S-S O A C P-S O O A C P-S O O A C P-S O O A C P-S O O A C P-S O O A C P-S OH O A C P-S OH O A C P-S OH O A C P-S OH O A C P-S OH O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O O A C P-S O O A C P-S O O A C P-S O O A C P-S O O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O O A C P-S O A C P-S O O A C P-S O O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O A C P-S O O A C P-S O A C P-S O O A C P-S O A C P-S O O A C P-S O A C P-S O O A C P-S O O A C P-S O O A C P-S O O O H O O H O O H O O H O O H O O H O O H O O H O O H O CoA-S O CoA-S O CoA-S O CoA-S O CoA-S O CoA-S O CoA-S O CoA-S O CoA-S ADP,Pi ATP,CoA A cyl-CoA S ynthetase (A C S) 2 N A D P H 2 N A D P ,H 2 O + 2 NADPH 2 N A D P ,H 2 O + NADP + NADP + A cetyl-C oA C arbxylase (A CC ase) A cetyl-C oA Isovaleryl-C oA Isobutyryl-C oA P ropionyl-C oA M alonyl-CoA A nteisovaleryl-C oA ATP,CO 2 ADP,Pi M alonyl-ACP NADPH H 2 O Ketoacyl-A CP D ehydratase(D H ) NADPH Enoyl-A C P R eductase (EN R ) CO 2 Ketoacyl-A CP R eductase (K R ) KR DH ENR KR DH ENR CO 2 M al-ACP CO 2 M al-ACP CO 2 M al-ACP K etoacyl-AC P Synthase I(K A SI) KA SIII KR K etoacyl-A CP S ynthase I(K A S I) DH ENR KR DH ENR KASI KASI KR DH ENR A cyl-C oA Synthetase (A C S) FAT KR DH ENR KASI KASI KR DH ENR FAT KR DH ENR KASI KASI KR DH ENR FAT KR DH ENR KASI KASI KR DH ENR FA T KR DH ENR KASI KASI KR DH ENR FAT KR DH ENR KASI KASI KR DH ENR FA T KA SIII KR DH ENR KASIII KR DH ENR KASIII KR DH ENR ACS Ketoacyl-A CP Synthase III(K A SIII) FA T N onanoic A cid D ecananoic A cid O ctanoic A cid 8-m ethylnonanoic A cid 8-m ethyldecanoic A cid 7-m ethyloctanoyl-C oA 9-m ethyldecanoic A cid 9-m ethyl-6-decenoic A cid 8-m ethyl-6-nonenoic A cid ACS ACS ACS ACS ACS ACS FA T ACS N onanoyl-C oA D ecanoyl-C oA O ctanoyl-C oA 8-m ethylnonanoyl-C oA 8-m ethyldecanoyl-C oA 7-m ethyloctanoyl-C oA 9-m ethyldecanoyl-C oA 9-m ethyl-6-decenoyl-C oA 8-m ethyl-6-nonenoyl-C oA ACP H 2 O FA T KR DH ENR 2 NADPH 2 N A D P ,H 2 O +

description

Figure S1.Fatty acid elongation related to capsaicinoids. - PowerPoint PPT Presentation

Transcript of Figure S1.Fatty acid elongation related to capsaicinoids.

Page 1: Figure S1.Fatty acid elongation related to capsaicinoids.

O

CoA-S

O

CoA-S

O

CoAS

O

CoAS

O

CoASCOO-

O

CoAS

O

KAS-SCOO-

O

ACP-S

O

KAS-S

O

KAS-S

O

KAS-SO

KAS-S

O

ACP-S

O O

ACP-S

O O

ACP-S

O O

ACP-S

O O

ACP-S

O

O

ACP-S

OH O

ACP-S

OH O

ACP-S

OH O

ACP-S

OH O

ACP-S

OH

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O O

ACP-S

O O

ACP-S

O O

ACP-S

O O

ACP-S

O

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

O

ACP-S

O

ACP-S

O O

ACP-S

O

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

ACP-S

O

O

ACP-S

O

ACP-S

O

O

ACP-S

O

ACP-S

O

O

ACP-S

O

ACP-S

O O

ACP-S

O O

ACP-S

O

O

ACP-S

O O

OH

O

OH

O

OH

O

OH

O

OH

O

OH

O

OH

O

OH

O

OH

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

O

CoA-S

ADP, Pi

ATP, CoA Acyl-CoASynthetase (ACS)

2 NADPH

2 NADP , H2O+

2 NADPH

2 NADP , H2O+

NADP+

NADP+

Acetyl-CoACarbxylase (ACCase)

Acetyl-CoA Isovaleryl-CoA Isobutyryl-CoA Propionyl-CoAMalonyl-CoA Anteisovaleryl-CoA

ATP, CO2ADP, Pi

Malonyl-ACP

NADPH

H2OKetoacyl-ACP Dehydratase(DH)

NADPHEnoyl-ACP Reductase (ENR)

CO2

Ketoacyl-ACPReductase (KR)

KRDHENR

KRDHENR

CO2

Mal-ACP

CO2

Mal-ACP

CO2

Mal-ACP

Ketoacyl-ACP Synthase I (KASI)

KASIII

KR

Ketoacyl-ACP Synthase I (KASI)

DH

ENR

KRDHENR

KASI

KASI

KRDHENR

Acyl-CoASynthetase (ACS)

FAT

KRDHENR

KASI

KASI

KRDHENR

FAT

KRDHENR

KASI

KASI

KRDHENR

FAT

KRDHENR

KASI

KASI

KRDHENR

FAT

KRDHENR

KASI

KASI

KRDHENR

FAT

KRDHENR

KASI

KASI

KRDHENR

FAT

KASIII

KR

DH

ENR

KASIII

KR

DH

ENR

KASIII

KR

DH

ENR

ACS

Ketoacyl-ACP Synthase III (KASIII)

FAT Nonanoic Acid

Decananoic Acid

Octanoic Acid

8-methylnonanoic Acid 8-methyldecanoic Acid

7-methyloctanoyl-CoA

9-methyldecanoic Acid9-methyl-6-decenoic Acid8-methyl-6-nonenoic Acid

ACS ACS ACS ACS ACS ACS

FAT ACS Nonanoyl-CoA

Decanoyl-CoA

Octanoyl-CoA

8-methylnonanoyl-CoA 8-methyldecanoyl-CoA

7-methyloctanoyl-CoA

9-methyldecanoyl-CoA9-methyl-6-decenoyl-CoA8-methyl-6-nonenoyl-CoAACP

H2OFAT

KRDHENR

2 NADPH

2 NADP , H2O+

Page 2: Figure S1.Fatty acid elongation related to capsaicinoids.

Figure S1.Fatty acid elongation related to capsaicinoids.Complete reactions are shown for the leftmost pathway. Acyl carrier protein is abbreviated as ACP. Sources: Kopp and Jurenitsch, 1981; Kopp and Jurenitsch, 1982; Suzuki and Iwai, 1984; Leonard et al., 1997; Dehesh et al., 1998; Schutt et al., 1998; Suh et al., 1999; Abbadi et al., 2000; van der Hoeven and Steffens, 2000; Dehesh et al., 2001; Markai et al., 2002; Schutt et al., 2002; White et al., 2005; Filichkin et al., 2006; Abraham-Juarez et al., 2008; Slocombe et al., 2008; Thiele et al., 2008