Organic Chemistry

1028 CHAPTER 24 Catalysis

CH 2 OPO 32 –

CH 2 OPO 32 –

CH 2 OPO 32 –

H 2 N(CH 2 ) 4 Lys

CH 2 OPO 32 –

CH 2 OPO 32 –

C

HO H

OH

OH

H

H

H OH

O

CH 2 OPO 32 –

CH 2 OH

+ CO

HC O

HC O

aldolase

Overall Reaction

CH 2 OPO 32 –

CH 2 OPO 32 –

C NH (CH 2 ) 4 Lys

CH 2 OPO 32 –

C (CH 2 ) 4 Lys

HO C H

NH

CH 2 OPO 32 –

• O CH 2 Tyr
  
  
  • O CH 2 Tyr
    
    
    • OTyrCH 2
    
    
    
    
  
  
  
  


• O CH 2 Tyr

H O CH 2 Tyr

+

O

H 2 O

CH 2 OPO 32 –

C (CH 2 ) 4 Lys

CH 2 OH

NH

+

CH 2 OPO 32 –

C (CH 2 ) 4 Lys

CH 2 OH

H 2 N

HO H

HHO

HOH

HO H

HHO

HOH

HOH

CO

D-fructose-1,6-diphosphate dihydroxyacetone

phosphate

D-glyceraldehyde-

3-phosphate

Figure 24.12

Proposed mechanism for the aldolase-catalyzed cleavage of D-fructose-1,6-diphosphate.