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Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1.

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Presentation on theme: "Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1."— Presentation transcript:

1 Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

2 Advance Biochemistry Isfahan University of Technology Part 1:
Carbohydrates Prepared by: Dr A. Riasi ( Isfahan University of Technology) Reference: Lehninger Biochemistry Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

3 Introduction Importance of carbohydrates: Photosynthesis
Dietary staple: sugar and starch Oxidation: energy-yielding pathway Structural and protective elements Lubricate skeletal joints Recognition and adhesion between cells Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

4 Introduction (Continue)
Many, but not all, carbohydrates have the empirical formula (CH2O)n. There are three major size classes of carbohydrates: Monosaccharides Oligosaccharides Polysaccharides Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

5 Introduction (Continue)
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

6 Monosaccharides and Disacacharides
Monosaccharide characteristics: Consist of a single polyhydroxy aldehyde or ketone unit. Many of the carbon atoms to which hydroxyl groups are attached are chiral centers. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

7 Monosaccharides and Disacacharides
Monosaccharides are colorless, crystalline solids. In the open-chain form, one of the carbon atoms is double-bonded to an oxygen atom. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

8 Monosaccharides and Disacacharides
Monosaccharides are aldose or ketose Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

9 Monosaccharides and Disacacharides
Monosaccharides with three, four, five, six, and seven carbon atoms in their backbones: Triose Tetroses Pentoses Hexoses Heptoses Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

10 Monosaccharides and Disacacharides
The hexoses are the most common monosaccharides in nature. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

11 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

12 Monosaccharides and Disacacharides
All the monosaccharides except dihydroxyacetone contain one or more asymmetric carbon atoms. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

13 Monosaccharides and Disacacharides
The simplest aldose, glyceraldehyde, contains one chiral center and therefore has two different optical isomers, or enantiomers. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

14 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

15 Monosaccharides and Disacacharides
In general, a molecule with n chiral centers can have 2n stereoisomers. Glyceraldehyde has 21 = 2; the aldohexoses, with four chiral centers, have 24 = 16 stereoisomers. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

16 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

17 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

18 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

19 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

20 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

21 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

22 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

23 Monosaccharides and Disacacharides
Some sugars occur naturally in their L form: L-arabinose L isomers of some sugar derivatives that are common components of glycoconjugates. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

24 Monosaccharides and Disacacharides
The formation of ring structures form: Hemiacetals hemiketals Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

25 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

26 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

27 Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

28 Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

29 Monosaccharides and Disacacharides
The α and β anomers of D-glucose interconvert in aqueous solution by a process called mutarotation. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

30 Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

31 Monosaccharides and Disacacharides
Ketohexoses also occur in α and β anomeric forms. D-Fructose readily forms the furanose ring the more common anomer of this sugar in combined forms or in derivatives is β-D-fructofuranose. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

32 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

33 Monosaccharides and Disacacharides
Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

34 Monosaccharides and Disacacharides
Two conformations of a molecule are interconvertible without the breakage of covalent bonds Two configurations can be interconverted only by breaking a covalent bond for example, in the case of α and β configurations, the bond involving the ring oxygen atom. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

35 Hexose derivatives in organisms
There are a number of sugar derivatives in which a hydroxyl group in the parent compound is replaced with another substituent or the carbon atom is oxidized to a carboxyl group. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

36 Hexose derivatives in organisms
Different derivatives of hexoses: Containing an amine group (-NH2) Containing a N-acetyl group (-NH-CO-CH3) Containing an acid lactic and an amine group or a N-actyl group Containing a methyl group (-CH3) Containing a carboxyl group (-COO-) Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

37 Hexose derivatives in organisms
Replacing the hydroxyl group with an amino group. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

38 Hexose derivatives in organisms
Bacterial cell walls contain a derivative of glucosamine. OH Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated OH

39 Hexose derivatives in organisms
The substitution of a hydrogen hydroxyl group at C-6 of L-galactose or L-mannose produces L-fucose or L-rhamnose, respectively. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

40 Hexose derivatives in organisms
Oxidation of the carbonyl (aldehyde) carbon of glucose, galactose, or mannose forms the corresponding aldonic acids: Gluconic acid Galactonic acid Manonic acid Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

41 Hexose derivatives in organisms
Monosaccharides can be oxidized by mild oxidizing agents such as ferric (Fe 3+) or cupric (Cu2+) ion. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

42 Hexose derivatives in organisms
Oxidation of the carbon at the other end of the carbon chain (C-6) of glucose, galactose, or mannose forms the corresponding uronic acid: Glucuronic Galacturonic Mannuronic acid Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

43 Hexose derivatives in organisms
The acidic glucose derivatives are: Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

44 Hexose derivatives in organisms
In addition to previous mentioned acidic hexose derivatives, there is a nine-carbon acidic sugar: Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

45 Hexose derivatives in organisms
In bacterial systems an enzyme uses a mannose derivative as a substrate, inserting three carbons from pyruvate into the resulting sialic acid structure. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

46 Hexose derivatives in organisms
In the synthesis and metabolism of carbohydrates, the intermediates are very often not the sugars themselves but their phosphorylated derivatives. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

47 Disaccharides contain a glycosidic bond
Disaccharides consist of two monosaccharides joined covalently by an O-glycosidic bond.

48 Disaccharides contain a glycosidic bond

49 Hexose derivatives in organisms
Nonreducing disaccharides are named as glycosides; in this case, the positions joined are the anomeric carbons. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated

50 Hexose derivatives in organisms

51 Hexose derivatives in organisms
Trehalose, Glc(1 1)Glc is a disaccharide of D-glucose that, like sucrose, is a nonreducing sugar. It is a major constituent of the circulating fluid (hemolymph) of insects, serving as an energy storage compound. Accumulation of trans FA is an indication that hydrogenation is not proceeding to completion in the rumen. Accumulation of C18:2 bloks conversion of Trans-C18-1 to C18:0. Linear increase in Trans C18:1 is naother indication that the SBO was rapidlt hydrolyzed then hydrogenated


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