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Chapter 22
Biosynthesis of Amino Acids, Nucleotides, & Related Molecules
68
Biochemistry
Undergraduate 3
03/14/2016

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Term
What is the major precursor of the biosynthesis of porphyrins? (Porphyrins are of central importance in heme proteins such as hemoglobin & the cytochromes)
Definition
glycine
Term
porphobilinogen
Definition
the monopyrrol derivative from which 4 molecules come together to construct porphyrins; derived from two molecules of delta-aminolevulinate
Term
protoporphyrin
Definition
what forms when 4 molecules of porphobilinogen (each porphobilinogen is formed when two molecules of delta-aminolevulinate condense) come together through a series of complex enzymatic reactions
Term
porphyrias
Definition
the collective variety of human diseases caused by genetic defects in the biosynthesis of porphyrins which leads to the accumulation of pathway intermediates
Term
bilirubin
Definition
yielded (along with free Fe2+) when the iron-porphyrin group of hemoglobin is released from dying erythrocytes in the spleen & degraded
Term
phosphocreatine
Definition
an important energy buffer in skeletal muscle which is derived from creatine
Term
glutathione (GSH)
Definition
a redox buffer that is present in plants, animals, & some bacteria
Term
glutathione peroxidase
Definition
an enzyme that contains a covalently bound selenium atom in the form of selenocysteine which is essential for its activity
Term
L-fluoroalanine
Definition
an antibacterial drug
Term
cycloserine
Definition
used to treat tuberculosis
Term
lignin
Definition
a rigid polymer; derived from phenylalanine & tyrosine & is second only to cellulose in abundance in plant tissues
Term
auxin
Definition
the plant growth hormone "indole-3-acetate" for which tryptophan is the precursor; important in the regulation of a wide range of biological processes in plants
Term
3 catecholamines that come from tryptophan
Definition
1. dopamine
2. norepinephrine
3. epinephrine
Term
serotonin
Definition
a neurotransmitter; derived from tryptophan in a two-step pathway
Term
histamine
Definition
formed from the decarboxylation of histidine; a powerful vasodilator in animal tissues
Term
cimetidine
Definition
the histamine receptor antagonist; a structural analog of histamine
Term
2 polyamines involved in DNA packaging that are derived from methionine & ornithine
Definition
1. spermine
2. spermidine
Term
ornithine decarboxylase
Definition
a PLP-requiring enzyme which is the target of several powerful inhibitors used as pharmaceutical agents
Term
2 types of pathways that lead to nucleotides
Definition
1. de novo pathways
2. salvage pathways
Term
orotate
Definition
what the pyrimidine ring is synthesized as for nucleotide biosynthesis; it is attached to ribose phosphate & then converted to the common pyrimidine nucleotides required in nucleic acid synthesis
Term
sequential feedback inhibition
Definition
when both products of purine nucleotide biosynthesis are present in sufficient quantities, IMP builds up & it inhibits an earlier step in the pathway; a regulatory strategy
Term
carbamoyl phosphate synthetase II
Definition
the enzyme in the cytosol that makes the carbamoyl phosphate required in pyrimidine biosynthesis (unlike carbamoyl phosphate synthetase I, which makes the carbamoyl phosphate required in urea synthesis in animals in mitochondria)
Term
dihydroorotase
Definition
catalyzes the reaction in which water is removed from N-carbamoylaspartate; causes the pyrimidine ring to close to form L-dihydoorotate
Term
cytidylate synthetase
Definition
forms CTP from UTP; works by way of an acyl phosphate intermediate
Term
adenylate kinase
Definition
promotes phosphorylation of AMP to ADP
Term
nucleoside monophosphate kinases
Definition
a class of enzymes which allows for ATP to bring about the formation of nucleoside diphosphates
Term
nucleoside diphosphate kinase
Definition
a ubiquitous enzyme that allows for nucleoside diphosphates to be converted to triphosphates
Term
ribonucleotide reductase
Definition
an enzyme best characterized in E. coli in which its substrates are ribonucleoside diphosphates
Term
thioredoxin
Definition
an intermediate hydrogen-carrying protein which allows NADPH to donate a pair of hydrogen atoms to the reaction in which the D-ribose portion of a ribonucleoside diphosphate is reduced to 2'-deoxy-D-ribose
Term
thioredoxin reductase
Definition
catalyzes the reaction in which the oxidized form of thioredoxin is reduced by NADPH; reduced thioredoxin is then used by ribonucleotide reductase to reduce the nucleoside diphosphates to deoxy-ribonucleoside diphosphates
Term
glutaredoxin
Definition
a protein (closely related to thioredoxin) which uses glutathione as the reductant; transfers the reducing power to ribonucleotide reductase
Term
thymidylate synthetase
Definition
catalyzes the conversion of dUMP to dTMP
Term
dihydrofolate reductase
Definition
reduces dihydro-folate to tetrahydrofolate; this regeneration is essential for the many processes that require tetrahydrofolate
Term
5'-nucleotidase
Definition
allows for purine nucleotides to be degraded by a pathway in which they lose their phosphate
Term
adenosine deaminase
Definition
deaminates adenosine (yielded from adenylate) to inosine; inosine is then hydrolyzed to hypoxanthine & D-ribose
Term
xanthine oxidase
Definition
oxidizes hypoxanthine to xanthine & then uric acid; a flavoenzyme with an atom of molybdenum & four iron-sulfur centers in its prosthetic group
Term
What is the relationship between allantoin & urate oxidase?
Definition
uric acid is degraded to allantoin by urate oxidase in most mammals & many other vertebrates
Term
adenosine deaminase (ADA) deficiency
Definition
leads to severe immunodeficiency disease in which T lymphocytes & B lymphocytes do not develop properly
Term
adenosine phosphoribosyltransferase
Definition
catalyzes one of the primary salvage pathways; allows for free adenine to react with PRPP to yield the corresponding adenine nucleotide
Term
hypoxanthine-guanine phosphoribosyltransferase
Definition
salvages free guanine & hypoxanthine
Term
Lesch-Nyhan syndrome
Definition
a genetic lack of hypoxanthine-guanine phosphoribosyltransferase activity (seen almost exclusively in male children)
Term
allopurinol
Definition
a drug; inhibits xanthine oxidase (the enzyme that catalyzes the conversion of purines to uric acid)
Term
2 glutamine analogs
Definition
1. azaserine
2. acivicin
Term
fluoroacil
Definition
an inhibitor that acts on thymidylate synthase; an important chemotherapeutic agent
Term
metho-trexate
Definition
a prominent chemotherapeutic agent; an inhibitor of dihydrofolate reductase
Term
trimethoprim
Definition
an antibiotic developed by Hitchings & Elion which binds to bacterial dihydrofolate reductase nearly 100,000 times better than to the mammalian enzyme
Term
nitrogen cycle
Definition
how the metabolic processes of different species function in the biosphere to salvage & reuse biologically available nitrogen
Term
denitrification
Definition
the process in which bacteria reduce nitrate to N2 under anaerobic conditions to maintain the balance between fixed nitrogen & atmospheric nitrogen
Term
anammox
Definition
the anaerobic ammonia oxidation promoted by a group of bacteria which short-circuit the nitrogen cycle; a process that convert ammonia & nitrate to N2
Term
What is the relationship between nitrate reductase & nitrite reductase?
Definition
NO3- is reduced to NO2- by nitrate reductase & then the NO2- is reduced to NH4+ in a six-electron transfer catalyzed by nitrite reductase
Term
What is the relationship between nitrogenase complex & dinitrogenase reductase/dinitrogenase?
Definition
biological nitrification is carried out by a highly conserved complex of proteins (the nitrogenase complex); its central components are dinitrogenase reductase & dinitrogenase
Term
FeMo cofactor
Definition
a cofactor in dinitrogenase; a novel structure composed of 7 Fe atoms, 9 inorganic S atoms, a Cys side chain, & a single carbon atom in the center of the FeS cluster
Term
ferredoxin
Definition
the reduced form plays a role in the immediate source of electrons to reduce dinitrogenase reductase; works with reduced flavodoxin
Term
legthemoglobin
Definition
the oxygen-binding heme protein in which the bacteria in root nodules are bathed to solve the oxygen-toxicity problem; produced by the plant
Term
glutamine synthetase
Definition
catalyzes the reaction of glutamate & NH4+ to yield glutamine
Term
glutamate synthase
Definition
catalyzes the reaction in bacteria & plants which produces glutamate from glutamine
Term
adenylyltranferase
Definition
promotes both adenylylation & deadenylylation; part of a complex enzymatic cascade that responds to levels of glutamine, alpha-ketoglutarate, ATP, & Pi
Term
uridylyltransferase
Definition
the enzyme that brings about both uridylylation & deuridylylation of PII
Term
nonessential amino acids
Definition
not needed in the diet
Term
essential amino acids
Definition
must be obtained from food
Term
5-phosphoribosyl-1-pyrophosphate (PRPP)
Definition
a notable intermediate in several pathways of amino acid & nucleotide synthesis in addition to the 6 precursors
Term
ribose phosphate pyrophosphokinase
Definition
catalyzes the reaction in which PRPP is formed from ribose 5-phosphate derived from the pentose phosphate pathway
Term
proline
Definition
a cyclic derivative of glutamate
Term
arginine
Definition
synthesizes from glutamate via ornithine & the urea cycle in animals
Term
ornithine delta-aminotransferase
Definition
the enzyme that converts ornithine to glutamate gamma-semialdehyde
Term
What is the relationship between glycine & serine hydroxymethyltransferase?
Definition
serine is the precursor of glycine through the removal of a carbon atom by serine hydroxymethyltransferase
Term
asparagine
Definition
synthesized by amidation of aspartate with glutamine donating the NH4+
Term
3 amino acids which aspartate gives rise to
Definition
1. methionine
2. threonine
3. lysine
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