Biosynthesis of Pyridoxal Phosphate CHOPO Figure 25.5 1-Amino-3-hydroxy acetone 3-phosphat Mechanism of step 6 0 Tautomerization of enamine... 0 resultant unsaturated ketone gives an aromatic pyridine ring .which loses water to form an enol that also contains a ketone =Phosphate ion is lost in step 6 Enol although the exact +H0 目The enol undergoes an point is unknown -CHOPO, and the aldol intermediate then loses water.Tautomerization of the CH2OPO 2- Pyridoxine '-phosphate OH +H0+P同
Figure 25.5 Mechanism of step 6 ▪ Tautomerization of resultant unsaturated ketone gives an aromatic pyridine ring ▪ Phosphate ion is lost in step 6 although the exact point is unknown Biosynthesis of Pyridoxal Phosphate
Biosynthesis of Pyridoxal Phosphate STEP 7 OF FIGURE 25.1:OXIDATION Final step in PLP biosynthesis is oxidation of the primary alcohol group in pyridoxine 5'-phosphate to the corresponding aldehyde Flavin mononucleotide (FMN)is the oxidizing coenzyme Flavin mono- Reduced flavin mono- nucleotide(FMN) nucleotide(FMNH2】 H3C H30 2-03POCH2 H 203P0CH2 OH OH CH3 CH3 Pyridoxine Pyridoxal 5'-phosphate 5'-phosphate(PLP)
STEP 7 OF FIGURE 25.1: OXIDATION Final step in PLP biosynthesis is oxidation of the primary alcohol group in pyridoxine 5′-phosphate to the corresponding aldehyde ▪ Flavin mononucleotide (FMN) is the oxidizing coenzyme Biosynthesis of Pyridoxal Phosphate
25-3 Biosynthesis of Morphine Morphine is obtained from the opium poppy Papaver somniferum Crude extracts called opium have been used for pain since the early 1500s Codeine is the methyl ether of morphine Codeine is converted to morphine in the body Heroin is related to morphine but does not occur naturally Heroin is synthesized by diacetylation of morphine HO CH30. CH3CO CH3 H CH3 CH3 HO HO Morphine Codeine Heroin
Morphine is obtained from the opium poppy Papaver somniferum ▪ Crude extracts called opium have been used for pain since the early 1500s Codeine is the methyl ether of morphine ▪ Codeine is converted to morphine in the body Heroin is related to morphine but does not occur naturally ▪ Heroin is synthesized by diacetylation of morphine 25-3 Biosynthesis of Morphine