Download - Chemistry 7.2-Cofactors-–-part-2
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Chapter 7 (part 2)
Cofactors
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Biotin• Water soluble Vitamin• Produced by gut microflora
which supplies ½ RDA• Deficiencies are rare• Consuming 6 raw eggs a
day can cause deficiencies due to the presence avidin (biotin binding protein).
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Biotin cofactor•Involved in ATP dependent carboxylation rxns•Covalently bound to enzyme through amide linkage w/lysine•Impt. Biotin enzymes = acetyl-CoA carboxylase, pyruvate carboxylase
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Folate
• Water soluble vitamin• Folate impt. during pregnancy to prevent neural
tube defects in fetus (I.e. spina bifida)• Vitamin B12 deficiencies cause folate deficiencies• Has a poly-glutamate tail formed by gamma-
carboxy and alpha amino groups (unusual peptide bond).
pterin
PABA glutamate
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Tetrahydrofolate (THF)• Folate is converted to THF by the
addition of 4 hydrogens to the pterin ring.
• Impt. in transfer of one-carbon units• Pterin ring impt. functional group
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Can transfer one carbon units at the oxidation level of methanol, formaldehyde, or formic acid.
CH3
OH
CH2
O
CH
O
OH
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Cobalamin (B12)•Water soluble Vitamin•Corrin ring with Cobalt cation •Involved in intramolecular rearrangements, methyl group transfer, reduction of ribonucleotides to deoxyribonucleotides.•Forms radical species
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Pantothenic acid/Coenzyme A (CoA)
•Pantothenic acid is water soluble vitamin•Co-enzyme A involved in acyl group transfer•Sulfhydroyl group impt. •Hydrophobic acyl groups (fatty acids) are made more water soluble w/CoA attached
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Lipoic acid/Lipoamide
• Not a vitamin• Important reactive groups are the sulfur
atoms• Disulfide can be reduced to form 2 sulfhydryl
groups• Involved in acyl group transfer reactions• Co-factor covalently attached to enzyme
through amide linkage with lysine residue
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Lipoamide
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Fat soluble Vitamins• Vitamin A (retinol) derived from b-
carotene impt for vision, regulation of gene expression during cell differentiation, teratogenic
• Vitamin D – impt in Ca absorption, regulates intestinal absorption and deposition in bones
• Vitamin E – antioxidant
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reduced form
oxidized form
Vitamin K is a cofactor for the enzyme that carboxylates certain glutamate residues on prothrombin to -carboxyglutamate residues.
Ca+ binds -carboxyglutamate residues causes protein to adhere to platelet surface
Only fat soluble cofactor that functions as a cofactor
Drugs inhibit reduction of oxidized form of vitamin K
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Ubiquinone/Plastoquinone
• Lipid soluble electron carriers.• Impt in electron transport
chains• Can accept or donate electrons
one or two at a time
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Protein coenzymes• Usually small proteins• Active groups are either
prosthetic groups or part of protein backbone
• Participate in group transfer and oxidation/reduction rxns
• acyl carrier protein• biotin carboxyl carrier protein
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cytochromes
• Protein coenzyme• Heme containing
proteins• Fe3+ can undergo
reversible one electron reduction
• Impt in redox rxns• Classified based on the
basis of their visible absorbance spectra