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Nucleic Acids The Ultimate Building Blocks. Purines. Adenosine monophosphate NUCLEOTIDE. Adenine BASE. Deoxyadenosine monophosphate DEOXYNUCLEOTIDE. Deoxyadenosine DEOXYNUCLEOSIDE. Adenosine NUCLEOSIDE. Purines. Guanosine monophosphate NUCLEOTIDE. Guanine BASE. Deoxyguanosine
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Nucleic Acids The Ultimate Building Blocks
Purines Adenosine monophosphate NUCLEOTIDE Adenine BASE Deoxyadenosine monophosphate DEOXYNUCLEOTIDE Deoxyadenosine DEOXYNUCLEOSIDE Adenosine NUCLEOSIDE
Purines Guanosine monophosphate NUCLEOTIDE Guanine BASE Deoxyguanosine monophosphate DEOXYNUCLEOTIDE Deoxyguanosine DEOXYNUCLEOSIDE Guanosine NUCLEOSIDE
Pyrimidines Cytidine monophosphate NUCLEOTIDE Cytosine BASE Deoxycytidine monophosphate DEOXYNUCLEOTIDE Deoxycytidine DEOXYNUCLEOSIDE Cytidine NUCLEOSIDE
Pyrimidines (DNA only) Thymidine monophosphate NUCLEOTIDE Thymine BASE Deoxythymidine monophosphate DEOXYNUCLEOTIDE Deoxythymidine DEOXYNUCLEOSIDE Thymidine NUCLEOSIDE
Pyrimidines (RNA only) Uracil BASE Uridine Monophosphate NUCLEOTIDE Uridine NUCLEOSIDE
AMP/dAMP Nucleotide monphosphate ADP/dADP Nucleotide diphosphate ATP/dATP Nucleotide triphosphate
Minor Bases in DNA Ribose Uridine
Nomenclature Saturated = -anoic acid, -anoate Unsaturated = -enoic acid, -enoate Three systems of nomenclature symbol, systematic, common Take the example of fatty acid with 16 carbons 16 carbon hydrocarbon = hexadecane Fatty acid C16:0 hexadecanoic acid (hexadecanoate) palmitic acid (palmitate) 1 double bond = C16:1, hexadecenoic acid 2 double bonds = C16:2, hexadecadienoic acid
Symbol Common Name Systematic Name 12:0 Lauric acid Dodecanoic acid 14:0 Myristic acid Tetradecanoic acid 16:0 Palmitic acid Hexadecanoic acid 16:1 ∆9 Palmitoleic acid 9-Hexadecenoic acid 18:0 Stearic acid Octadecanoic acid 18:1 ∆9 Oleic acid 9-octadecenoic acid 18:2 ∆9∆12 Linoleic acid 9,12-octadecadienoic acid 18:3 ∆9∆12∆15 Linolenic acid 9,12,14-octadecatrienoic acid 20:0 Arachidic acid Eicosanoic acid 20:4 ∆5∆8∆11∆14 Arachidonic acid 5,8,11,14-eicosatetraenoic acid 20:5 ∆5∆8∆11∆14∆17 Eicospentaenoic acid 5,8,11,14,17-eicosapentaenoic acid 22:0 Behenic acid Docosanoic acid 24:0 Lignoceric acid Tetracosanoic acid 24:1 ∆15 Nervonic acid 15-tetracosenoic acid
Storage lipids/Neutral lipids Triglycerides Triacylglycerol Sterylesters
Triglycerides, triacylglycerol 1-octadecanoyl, 2-(9,12-octadecadienoyl), 3-hexadecanoyl-glycerol
L-glycerol Monoacylglycerol Diacylglycerol Triacylglycerol If R1 = octadecanoate 1-octadecanoylglycerol If R1 = R2 = octadecanoate 1-octadecanoyl-2-octadecanoylglycerol If R1 = R2 = R3 = octadecanoate 1-octadecanoyl-2-octadecanoyl-3-octadecanoylglycerol
Structural Lipids - Membrane components Diphytanyl lipids Sphingolipids Glycerolipids
L-glycerol-3-phosphate Lysophosphatidate or monoacylphosphatidate Phosphatidate or Diacylphosphatidate If R1 = octadecanoate 1-octadecanoylphosphatidate If R1 = R2 = octadecanoate 1-octadecanoyl-2-octadecanoylphosphatidate
Galactolipids 1-(9,12-octadecadienoyl)-2-(9,12-octadecadienoyl)-3-a-galactosylglycerol
Stereochemistry of sphingosine Glycerol
N-acylsphingosine 2-acylsphingosine 2-acylceramide
Sphingosine 1 3 2 2-hexacosanoylsphingosine 2-hexacosanoylceramide 2-hexacosanoyl-1-phosphosphingosine 2-hexacosanoyl-1-phosphoceramide
Ganglioside Page 388
ABO Blood Group is Determined by Glycosphingolipids • Consists of A, B, and O antigens • Components of RBCs surface sphingoglycolipids • Type O: has O antigen, precursor to A and B type • Type A: non-reducing end has an N-acetylglucosamine • Type B: non-reducing end has a galactose residue
Sphingosine Fatty Acid Gal GalNac Gal Glc Fuc Sphingosine Fatty Acid Gal GalNac Gal Glc Fuc
Lipids act as Signal molecules
The Isoprenoid Pathway Acetyl-CoA HMG-CoA Statins Mevalonate