Amino Acids Flashcards
At physiologic pH
Amino acids can exist in a state where they both have positive and negatively charged groups
zwitterion state
AA can act as acid or base
Amphoteric
Classification of amino acids based on properties of R group:
Nonpolar (Hydrophobic)
Polar but uncharged
Charged (negatively charged - acidic, positively charged - basic)
What are the basic amino acids?
Histidine
Arginine
Lysine
HAL
Precursor of vasoactive histamine
Histidine
Precursor of nitric oxide
Arginine
Amino acid involved in collagen synthesis
Lysine
What are the acidic amino acids?
negatively charged
Aspartate (articifial sweetener)
Glutamate (excitatory neurotransmitter, most abundant)
Taste bud sensitive to glutamate
Umami taste buds
Savory taste from monosodium glutamate
Too much glutamate causes
neuronal cell death
What are the branched chain amino acids?
Leucine
Isoleucine
Valine
LIV
I BRANCHED OUT TWO OTHERS TO THEY MAY LIV
Which of the branched chain amino acids is substituted at beta 6?
Valine to glutamic acid
Sicke Cell Anemia
Missense mutation
Disease from branched chain amino acid
Maple Syrup urine Disease
Caramel like odor
Boiled cabbage urine
Rancid butter smelling urine
Tyrosinemia
Enzyme deficient in MSUD
Alpha Keto Acid Dehydrogenase/Carboxylase
What are the essential amino acids?
PVT TIM HALL always ARGues (arginine) but never TYRs (tyrosine)
Phenylalanine Valine Threonine * tyrosine Tryptophan * Isoleucine Methionine Histidine Arginine * alanine Leucine Lysine
Which of the essential amino acids are ketogenic?
Leucine
Lysine
What ate the non polar amino acids?
Glycine
Alanine
Proline
GAP
Simplest amino acid
Glycine
R group is H
Smallest amino acid
Glycine
Sweaty feet, acrid
Glutaric acidemia type III
Isovaleric acidemia
Amino acid not optically active
No stereoisomers
No chiral carbone
Glycine
Swimming pool urine
Hawksinuria
Boiled cabbage
Hypermethioninemia
Only amino acid that can serve as the internal amino acid of a collagen helix
Glycine
Tomcat urine
Multiple carboxylase deficiency
Hops-like urine
Oasthouse urine disease
Mousy or musty urine
Phenylketonuria
Rotting fish urine
Trimethylaminuria
Amino acid involved in heme synthesis
Starting subtance is condensed with succinyl CoA
Glycine
Glycine + Succinyl CoA is formed to Aminolevulenic acid (ALA) in heme synthesis by
ALA synthase
Which amino acid has a pyrrolidine ring?
Proline
Alpha helix breakers or disruptors
Disrupt the regularity of alpha helix configuration
Destabilizer of alpha helix
Proline
Glycine
Amino acid that causes collagen kinks
Proline
Amino acid involved in methyl group transfer as SAM
S- Adenosyl methionine
Methionine
Which amino acid absorbs ultra violet light? due to aromatic rings
Tryptophan - most
Tyrosine
Phenylalanine
UV light is absorbed by tryptophan, tyrosine, phenylalanine at a wavelength of
280 nanometers
Precursor of epinephrine
norepinephrine
dopamine
melanin
Tyrosine
Precursor of serotonin
Tryptophan
Amino acid with largest side chain
Tryptophan
Dermatitis
Diarrhea
Dementia
Death
Vitamin?
Pellagra
Tryptophan/Niacin deficiency Vit B3
Corn eaters disease
How many milligrams of niacin is equivalent to tryptophan
1:60
Acrodermatitis enteropathica
Zinc congenital deficiency
GI cells that secrete serotonin
Enterochromaffin-like cells
Tumor from enterochromafin-like cells
Carcinoid tumor
Serotonin is also called
5 hydroxytryptamine
Metabolite of carcinoid tumors
5HIAA
hydroxy indole acetic acid
Carcinoid tumor treatment
Chemotherapy:
Capecitabine Xeloda
5-FU
Doxorubicin
Slows down carcinoid tumors
Ocreotide (Sandostatin) acromegaly, bleeding esophageal
Lanreotide (Samatuline)
Precursor of melatonin
Vitiligo
Albinism
Tryptophan
Oculocutaneous albinism
Recurrent infections
Chediak Higashi Syndrome
Precursor of thyroid hormone
Tyrosine
Precursor of tyrosine
Phenylalanine
Precursor of GABA
Glutamate
Toxin responsible for blocking GABA and Glycine
Tetanospasmin
Toxin inhibits the SNARE proteins preventing release of Ach
Botulinum
Precursor of glutathione
Glutamate
Tripeptide amino acid making up glutathione
Cysteine
Glutamic acid
Glycine
Biochemical reaction in the conversion of histamine from histidine
Histidine —-> Histamine
By HDC Histamine decarboxylase
Decarboxylation of histidine
Plays a role in oxygen binding to hemoglobin and myoglobin
Histidine
What test is used to diagnose folic acid deficiency
Histidine
FIGLU Formiminoglutamic acid (metabolite) to conversion of histidine to glutamic acid
Test for B12
Schilling’s test
Iodine used to diagnose cervical CA
Schiller’s test
Condition caused by low levels of vitamin B12 cobalamin with megaloblastic anemia
Congenital cobalamin malabsorp
Imerslund-Grasbeck Syndrome
Non standars amino acids because they have undergone post translational protein modification
Chemically modified
Ornithine
Selenocysteine
4-hydroxyproline
Carboxyglutamate
21st amino acid
selenocysteine
during protein analysis a new amino acid was discovered which has a pk3 value, 3 units lower than that of cysteine. This so-called 21st amino acid is selenocysteine.
Both glucogenic and ketogenic
Phenylalanine
Isoleucine
Tyrosine
Tryptophan
deficiency of phenylalanine hydroxylase or dinydropterine reductase
Phenylketonuria PKU
Branched chain 2 - keto - acid decarboxylase
Isoleucine
Leucine
Valine
Maple Syrup Urine Disease
Neutal amino aciduria
Defect in the transport of neutral amino acids
Malabsorption
Pellagra-like symptoms (tyrotophan deficiency)
Dermatitis
Hartnup’s disease
Nup nup trip nupan
Delusions Mood swings Hallucinations Tremors Speech difficulties
Hartnup’s disease
Cystathionine beta synthase deficiency
Dislocation of lens (ectopia lentis)
Mental retardation
Osteoporosis short stature
Atherosclerosis and thrombo-embolism
Homocystinuria
Cystathione beta synthase (CBS) is dependent on
B6 pyridoxine
Deficiency of tyrosinase resulting in defective production of melanin pigment
Albinism
Found in collagen
Deficiency of Vitamin C required for these two hydroxylases results in scurvy, in which bleeding gums, swelling joints and impaired wound healing result from the impaired stability of collagen
Hydroxyproline
Hydroxylysine
21st amino acid
Requires cysteine, selenate, ATP
a specific tRNA and several enzymes
Selenocysteine
Gives rise to Nitric Oxide Creatine Skeletons of the polyamines Putrsecine Spermine Spermidine
Arginine
Gives rise to
CoA
Part of the bile acid taurocholic acid
Cysteine
Gives rise to
Biosynthesis of heme
Purines
Creatine
N-methylglycine (sarcosine)
Glycine
Gives rise to histamine
Histidine
Gives rise to
norepinephrine and epinephrine
following iodination,
the thyroid hormones triiodothyronine and thyroxine
Tyramine
Tyrosine
Gives rise to
SAM
S-Adenosylmethionine
Methionine
Cysteine
Principal source of methyl groups in metabolism
Contributes its C skeleton to the synthesis of polyamines spermine and spermidine
SAM
S-Adenosylmethionine
Gives rise to
Serotonin
Melatonin
Tryptophan
Amino acids participating in the biosynthesis of creatine
Glycine
Arginine
S-adenosylmethionine
Gives rise to
GABA
Glutamate
Provides the carbons 2 and 8 of purines and the methyl group of thymine
Serine