Semialdehydes

L-glutamic-y-semialdehyde) B.flavum L-Glutamine pro sulfite is effective 13.2 144... 

Animals caimot synthesize the naphthoquinone ring of vitamin K, but necessary quantities are obtained by ingestion and from manufacture by intestinal flora. In plants and bacteria, the desired naphthoquinone ring is synthesized from 2-oxoglutaric acid (12) and shikimic acid (13) (71,72). Chorismic acid (14) reacts with a putative succinic semialdehyde TPP anion to form o-succinyl benzoic acid (73,74). In a second step, ortho-succmY benzoic acid is converted to the key intermediate, l,4-dihydroxy-2-naphthoic acid. Prenylation with phytyl pyrophosphate is followed by decarboxylation and methylation to complete the biosynthesis (75). 

Glutaraldehyde [111-30-8] M 100.1, b 71 /10mm, as 50% aq soln. Likely impurities are oxidation products - acids, semialdehydes and polymers. It can be purified by repeated washing with activated charcoal (Norit) followed by vacuum filtration, using 15-20g charcoal/KKhnL of glutaraldehyde soln. 

Halb-acetal, n. hemiacetal. -alaun, m. impure alum. -aldehyd, m. dc n. heniialdehyde, semialdehyde, -anthrazit, m. semianthracite. -art, /. subspecies, -atze, /. Calico) half discharge. 

The final step in the metabolic degradation of uracil is the oxidation of malonic semialdehyde to give malonvl CoA. Propose a mechanism. 

Succinic semialdehyde (SSA) is synthesized in the mitochondria through transamination of y-aminobutyric acid (GABA) by GABA transaminase (GABA-T). Most of the SSA is oxidized by SSA dehydrogenase (SSA-DH) to form succinate, which is used for energy metabolism and results in the end products CO2 + H2O, which are expired. A small portion of SSA (<2%) is converted by SSA reductase (SSA-R) in the cytosol to GHB. GHB may also be oxidized back to SSA by GHB dehydrogenase (GHB-DH). 

Proline. Prohne forms dehydroprohne, glutamate-y-semialdehyde, glutamate, and, ultimately, a-ketoglu-tarate (Figure 30—3, top). The metabohc block in type I kyperprolinemia is at proline dehydrogenase. 

Figure 30-3. Top Catabolism of proline. Numerals indicate sites of the metabolic defects in type I and type II hyper-prolinemias. Bottom Catabolism of arginine. Glutamate-y-semialdehyde forms a-ketoglutarate as shown above. , site of the metabolic defect in hyperargininemia.

P-Alanine, a metabolite of cysteine (Figure 34-9), is present in coenzyme A and as P-alanyl dipeptides, principally carnosine (see below). Mammalian tissues form P-alanine from cytosine (Figure 34-9), carnosine, and anserine (Figure 31-2). Mammalian tissues transami-nate P-alanine, forming malonate semialdehyde. Body fluid and tissue levels of P-alanine, taurine, and... 

Unlike the end products of purine catabolism, those of pyrimidine catabolism are highly water-soluble COj, NH3, P-alanine, and P-aminoisobutyrate (Figure 34-9). Excretion of P-aminoisobutyrate increases in leukemia and severe x-ray radiation exposure due to increased destruction of DNA. However, many persons of Chinese or Japanese ancestry routinely excrete P-aminoisobutyrate. Humans probably transaminate P-aminoisobutyrate to methylmalonate semialdehyde, which then forms succinyl-CoA (Figure 19-2). 

Figure 11.3 Regulation of GAD during the synthesis of GABA. Active GAD (GAD-PLP) combines with glutamate (1) to form a complex (GAD-PLP-GLU). After decarboxylation (2) this yields GABA and GAD-PLP (3). The intermediate product (GAD-INT) can undergo an alternative reaction (4) to produce succinic semialdehyde (SSA) and pyridoxamine-5 -phosphate (PMP). PMP dissociates from GAD (5) leaving inactive enz5mie, which requires additional PLP to be reactivated (6), a process that is affected by ATP and inorganic phosphate...

Riegert U, G Heiss, P Fischer, A Stolz (1998) Distal cleavage of 3-chlorocatechol by an extradiol dioxygenase to 3-chloro-2-hydroxymuconic semialdehyde. J Bacterial 180 2849-2853. 

---