Vitamins – Chemistry – Flashcards
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| Hormone precursors: |
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| Vitamin D Vitamin A |
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| Redox cofactors &/or antioxidants: |
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| Vitamin C Vitamin E (tocopherols) Vitamin K (phylloquinone, not an antioxidant) Vitamin B3 (Niacin) Vitamin B2 (Riboflavin) |
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| Group transfer agents: |
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| Vitamin B6 Vitamin B12 Biotin Folic acid Pantothenic acid |
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| formed in skin from 7-dehydrocholesterol plus sunlight converted in the liver to a hormone that regulates calcium uptake. |
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| Vitamin D |
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| -family of is fat-soluble compounds -found in fish oils, liver, eggs, whole milk, and butter |
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| Vitamin A |
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| ________ (found in orange & yellow vegetables), can be enzymatically converted to Vitamin __ |
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| Beta-carotene; A |
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| Deficiency - dryness of the skin, eyes, & mucous membranes, retarded growth, night blindness |
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| Vitamin A |
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| Deficiency is the leading cause of preventable blindness in children |
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| Vitamin A |
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| ___________, one form of Vitamin A, functions as a hormone and as a pigment in the eye |
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| Retinol |
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| ________ ________ - active drug in Retin-A used in the treatment of severe acne and other skin problems |
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| Retonoic Acid |
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| ___ - ___ - ________ is a cofactor for rhodopsin, playing a role in vision |
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| 11-cis-retinol |
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| What is the technical name for too much Vitamin A and D? |
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| hypervitaminosis A/D |
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| prevents free radicals (i.e. superoxide anions) from oxidizing compounds (i.e. polyunsaturated fats), thus maintaining integrity of cellular membranes |
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| Vitamin E, C |
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| found in eggs and vegetable oils |
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| Vitamin E |
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| Deficiency is very rare in humans; primary symptom is fragile erythrocytes, atherosclerosis, cardiovascular disease |
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| Vitamin E |
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| phylloquinone |
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| Vitamin K |
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| blood-clotting cofactor |
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| Vitamin K |
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| undergoes redox rxn to form prothrombin |
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| Vitamin K |
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| found in green plant leaves; deficiency is very rare. |
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| Vitamin K |
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| _______ (coumadin), with a similar structure, is used to prevent excessive blood clotting. |
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| Warfarin |
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| Isoprenoids = __ linear carbons, __ carbon off to the side |
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| 4;5 |
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| Vitamins __ and __ are isoprenoid derivatives |
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| E;K |
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| __________ (also called coenzyme Q) is an isoprenoid |
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| Ubiquinone |
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| Comes in three flavors: reduced, oxidized, ionized |
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| Vitamin C |
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| regenerates vitamin E from its radical form |
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| Vitamin C |
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| Most animals make vitamin __, but humans can’t; we obtain it through fruits & vegetables |
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| C |
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| required for the hydroxylation of proline in collagen (cofactor for prolyl 4-hydroxylase) |
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| Vitamin C |
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| What is Vitamin C in oxidized form? |
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| Dehydroascorbic Acid |
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| What is the reduced form of Vitamin C? |
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| Ascorbic Acid |
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| What is the ionized form of Vitamin C? |
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| Ascorbate |
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| Scurvy from _________ deficiency |
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| ascorbate |
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| __-_____________ required in collagen (connective tissue in vertebrates) |
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| 4 - hydroxyproline |
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| Deficiency of vitamin __ causes scurvy, characterized by _______ __________ degradation |
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| C; connective tissue degradation |
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| Poor healing, bleeding, tooth loss, bone pain, heart failure |
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| Vitamin C |
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| Milder cases: fatigue, irritability, increased severity of respiratory tract infections |
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| Vitamin C |
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| Cofactor for pyruvate & alpha-ketoglutarate dehydrogenase; hence, important for metabolism |
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| Vitamin B1- thiamine |
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| Also does Aldehyde transfers |
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| B1- thiamine |
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| Deficiency causes Beriberi – characterized by heart failure, peripheral neuropathy, Wernicke-Korsakoff syndrome (alcoholics-ataxia, ophthalmoplegia, confusion) |
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| B1- thiamine |
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| Activates Vitamin B6 (pyridoxine) |
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| B2- Riboflavin |
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| Involved in many oxidation-reduction reactions |
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| B2- Riboflavin, B3- Niacin |
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| Required for metabolism of amino acids, fatty acids, and carbohydrates |
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| B2- Riboflavin |
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| Found in meats, nuts, cheese, milk, leafy vegetables, fish, legumes, grains |
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| B2- Riboflavin |
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| Not toxic in high doses (but turns urine dark yellow) |
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| B2- Riboflavin |
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| Deficiency (not common) causes eye & skin problems, mouth inflammation |
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| B2- Riboflavin |
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| _______ is synthesized from tryptophan |
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| Niacin |
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| But humans generally cannot synthesize enough. |
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| B3- Niacin |
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| Deficiency affects all of the NAD(P)-dependent dehydrogenases, causing pellagra |
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| B3- Niacin |
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| ___________ is characterized by the four D's =diarrhea, dermatitis, dementia, and death, from what deficiency? |
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| Pellagra; B3-Niacin |
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| 100 years ago, when corn was a dietary staple, pellagra was common because corn is low in ______________. |
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| tryptophan |
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| What is pellagra commonly seen in today? |
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| alcoholics who have reduced niacin absorption |
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| ____-_______ medicine can cause niacin deficiency. |
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| Anti-tuberculoid |
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| _____ is synthesized from Niacin: no niacin = no ____ |
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| NAD+; NAD+ |
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| helps maintain healthy nerve and red blood cells |
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| B12- cobalamin |
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| found in fish, meat, poultry, eggs, milk, milk products |
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| B12- cobalamin |
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| Vegetarians & vegans are in danger of deficiency |
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| B12-cobalamin |
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| ___ deficiency results in reduced levels of hemoglobin (megaloblastic anemia), as well as nervous system impairment that may be irreversible |
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| B12-cobalamin; |
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| ______ ______ can correct the anemia from B12 deficiency, but not nerve damage. |
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| Folic Acid |
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| has a weak cobalt-carbon bond |
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| B12-Cobalamin |
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| organometallic biological molecule |
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| B12-Cobalamin |
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| Corrin ring structure: tetrapyrrole (4 heterocyclic aromatic rings) ring system |
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| B12- Cobalamin |
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| With 5'-deoxy-adenosine bound to cobalt, is called coenzyme B12. |
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| B12- Cobalamin |
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| Needed for more than 100 enzymes that play roles in protein metabolism (aids in group transfers to & from animo acids) |
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| B6- Pyridoxine |
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| enzyme cofactor _______ ________ is derived from vitamin B6 |
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| pyridoxyl phosphate (PLP) |
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| Deficiency can result in anemia but is rare |
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| B6- Pyridoxine |
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| Found in a wide variety of foods |
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| B6-Pyridoxine, B7- Biotin |
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| Precursor to Coenzyme A, a carrier of carbon fragments such as acetate (i.e. acetyl-CoA); acyl transfers |
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| B5- Pantothenic Acid |
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| Found in many foods; deficiency not seen |
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| B5- Pantothenic Acid |
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| Deficiency is rare, but can result from a diet rich in raw eggs, because eggs are rich in avidin, which binds biotin very tightly |
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| B7- Biotin |
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| Deficiency also can be caused by longterm antibiotic use (synthesized in GI tract) |
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| B7-Biotin |
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| Carboxylizes pyruvate (to form oxaloacetate), acetyl CoA, and propionyl CoA; hence, necessary for Krebs Cycle |
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| B7-Biotin |
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| The _______ ________ derivative, tetrahydrofolate, carries 1-carbon units (more reduced form of CO2) |
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| Folic Acid |
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| Deficiency can stop DNA synthesis, also can cause megaloblastic anemia |
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| B9-Folic Acid |
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| _______ _______ is found in leafy vegetables, beans and peas. |
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| Folic Acid |
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| Grains are now (since 1996) enriched with _______ ______. |
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| Folic Acid |
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| Prevents neural tube defects in the developing fetus, and heart disease |
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| Folic Acid |
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| phototransduction |
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| Retinol; Vitamin A |
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| Carbohydrate Metabolism |
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| Thiamine B1 |
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| redox, respiration |
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| Riboflavin B2 |
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| redox |
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| niacin B3 |
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| TCA, FA, and cholesterol |
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| Pantothenic Acid B5 |
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| aa metabolism, glycogenolysis |
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| B6; pyridoxal, pyridoxamine, pyridoxine |
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| gluconeogenesis, fa, tca, aa |
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| Biotin B7 |
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| 1 C metabolism |
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| B9 Folic Acid |
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| hydroxylation |
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| ascorbic Acid |
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| component of oxidases in oxidative metabolism, neurotransmitter synthesis, collagen synthesis (deficiency = muscle weakness, neurological deficit, abnormal collagen) |
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| Copper |
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| essential component of thyroid hormone (deficiency =goiter, hypothyroidism) |
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| Iodine |
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| essential component of hemoglobin, other metallo-enzymes (deficiency = defective hemoglobin, anemia) |
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| Iron |
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| component of glutathione peroxidase (deficiency = cardiomyopathy) |
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| Selenium |
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| component of oxidases (deficiency = retarted growth & impaired wound healing) |
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| Zinc |