FAT SOLUBLE Vitamin
Other names
Active form
Function
Deficiency
Vitamin A
Retinol, retinal, retinoic acid, βcarotene
Retinol, retinal, retinoic acid
Retinoic acid: development during embryogenesis, maintenance of reproduction, differentiation of epithelial cells, gene expression, immune function – wound healing (& retinol) 11-cis-retinal: vision
Night blindness; retardation of growth, impotence, abnormal epithelial cells, keratinization of skin and cornea, abnormal immune function, xerothalmia/keratom alacia
Cholecalciferol D3 – animals Ergocalciferol D2 – plants UV light converts 7dehydrocholest erol intermediate cholecalciferol
1,25dihydroxycholecalc iferol (1,25 – diOHD3)
Calcium and phosphorous uptake; regulation of genes involved in the immune system & epithelial cell function; regulation of Ist hydroxylated in hormone levels liver at position 25 Ca2+ needed P needed nd and 2 in kidney at for for position 1 by P450 Bone/tooth Bone/toot hydroxylases structure h Muscle structure contraction Signal Signal transducti transduction on Activate Active vit: proteins/enzy PLP, mes NADPH, nucleic acids
Osteoporosis (tx: vit D and Ca) Children – Rickets (tx vit D) Adults osteomalacia
Medione,
Newborns
Preforme d: egg, milk, fortified cereal Pro vit A: dark colored fruit and vegetabl es Vitamin D
Vitamin
Family of
Co-factor for post-
Signs/Sympt oms Extra Info All-trans retinoic acid and 9-cisretinoic acid complex to RAR and RXR t regulate gene expression through RARE’s
Toxicity
↑ plasma Ca ↓PTH ↓1,25dOHD3 ↓release of Ca from bones
YES Diarrhea, dermatitis, headache nausea
YES Blurred vision, headache, hair loss, scaly skin, liver enlargeme nt, birth defects
↓Plasma Ca ↑PTH ↑1,25diOHD 3 ↑release of Ca from bones ↓ P in plasma ↑1,25diOHD 3 ↑ P in blood ↓1,25diOHD 3 Warfarina nd
Rare
K
polyisoprenoid menaquinone, substituted phyllinquinon napthylquinone s *produced by intestinal bacteria
translational modification of coagulation factors γ-carboxylation of glutamate residue at Nterminal end of factors II, VII, IX, and IX
Prolonged bleeding and easy brusing
Dicoumarol inhibit recycling of Vit K by epoxide reductase
Scurvy: sore bleeding gums, loose teeth, poor wound healing
None
Beri beri: opthamoplegia, foot drop, mental confusion Wet beri beri: pitting edema and acute cardiac symptoms
None
Thiamine is converted to active form by thiamine kinase, requires ATP
Only seen in treatment of patients with metabolic antagonists
None
coA forms a high energy thiolester bond with acyl compound s
Rare: photophobia,
None
Vitamin E Vitamin C
Ascorbic acid
Ascorbic acid
Vitamin B1
Thiamine
Thiamine pyrophosphate (TPP)
Vitamin B5
Pantothenic acid
Coenzyme A
WATER SOLUBLE Antioxidant Co-factor for hydroxylation reactions: collagen synthesis (proline hydroxylase, lysyl hydroxylase); tyrosine degradation (phydroxyphenylpyruvate dioxygenase); catecholamine synthesis (dopamine-β-hydroxylase) Co-factor of enzymes Pyruvateacetly co A by PDH αKGsuccinyl coA by αketoacid dehydrogenase ribose 5P/xyulose 5P sedoheptulose 7P/glyceraldehydes 3P by branched chain α-ketoacid dehydrogenase Acyl carrier protein
Vitamin
Riboflavin
FMN, FAD (both
Electron transfer
B2 Niacin
can accept 1 or 2 e-) Nicotinic acid Nicotinamide
Biotin
Vitamin B6
Folic acid
Pyridoxine Pyridoxamine Pyridoxal
FAD+ coenzyme of dehydrogenases and oxidases Electron transfer Dehydrogenases/reductases NADPH: required by glutathione reductase, cytochrome P450, NAPDH oxidase -biosynthesis of fatty acids, steroids, amino acids, and nucleotides
dermatitis, angular stomatitis, glossitis (slick tongue) Pellagra: 3D’s – dermatitis, diarrhea, dementia (death)
Enzyme bound biotin (bound to εamino group of lysines on proteins)
Carrier of CO2 Carboxylation reaction
Rare – ingestion of raw egg whites, long term antibiotics, total parenteral nutrition,
Pyridoxal phosphate (PLP)
Co-factor for enzymes – especially in amino acid metabolism Aminotranferases, decarboxylases, er/thr dehydratase, thr aldolase, cystathionase, cystathione synthase Transfer of 1C units, synthesis of methionine, purines, and thymine
Rare – glossitis, neuropathy
NAD+, NADP+
Tetrahydrofolic acid
Neural tube defects ↑incidence of cancer ↑homocysteine ↑heart disease and macrocytic anemia
none
Synthesis of NAD from tryptophan is inefficient & requires vit B6, thiamine, & riboflavin
Muscle pain, fatigue, dermatitis, anorexia, nausea, depression, glossitis, alopecia
Anemia Birth defects
Folate deficiency can be induced by anticancer drugs aminopteri n, methotrex ate inhibits
Vitamin B12
cobalamine
Methyl cobalamine Deoxyadenosyl colbalamine
Co-factor for reactions: methionine synthase, methylmalonyl coA mutase
Macrocytic anemia Neurological disorders due to progressive demyelination
folate reductase Cobalt in corrin ring