Cellulose - Hemicellulose

Similar documents
Hetero polysaccharides

Hetero-polysaccharides

1 Preparation and Characterization of Lignin-Carbohydrate Complexes

Acid Hydrolysis of Hemicelluloses in a Continuous Reactor

The Chemistry of Wood and Kraft Pulping. 1

Class Agenda. Wood Chemistry. How are the hemicelluloses separated from cellulose? PSE 406/Chem E 470

Woody Biomass Conversion: Process Improvements at ESF

Role of dietary fibre in rabbit nutrition and digestive troubles prevention

Outline. Sources, characteristics and common properties. Xylans. Mannans. Xyloglucans. Mixed-linkage β D-glucans

Carbohydrates. Organic compounds which comprise of only C, H and O. C x (H 2 O) y

24.1 Introduction to Carbohydrates

Carbohydrates - Chemical Structure

from Miscanthus Cellulose - Lignin

Improvement of enzymatic hydrolysis of a marine macro-alga by dilute acid hydrolysis pretreatment

CLASS 11th. Biomolecules

Cellulase Inhibitors/Deactivators in Lignocellulosic Biomass

The Cell Wall in Ripening Avocados

2.2: Sugars and Polysaccharides François Baneyx Department of Chemical Engineering, University of Washington

Structure and Properties of Cellulose

J. L. Minor Forest Products Laboratory, 1 Forest Service U.S. Department of Agriculture Madison, Wisconsin

ANSC 689 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIES Carbohydrate Chemistry

ANSC 619 PHYSIOLOGICAL CHEMISTRY OF LIVESTOCK SPECIES

Hydrolysis and Fractionation of Hot-Water Wood Extracts

Biolignin, a renewable and efficient material for wood adhesives

The biochemistry of wood degradation. Kari Steffen

Carbohydrates 1. Steven E. Massey, Ph.D. Assistant Professor Bioinformatics Department of Biology University of Puerto Rico Río Piedras

I (CH 2 O) n or H - C - OH I

Chemistry 110. Bettelheim, Brown, Campbell & Farrell. Ninth Edition. Introduction to General, Organic and Biochemistry Chapter 20 Carbohydrates

Effective Fractionation of Lignocellulose Using a Mild Acetone-based Organosolv Process

A Getting-It-On Review and Self-Test. . Carbohydrates are

Appendix. Nondigestible Carbohydrates: Structure and Sources

Number of Carbohydrate Units

Bioenergy and the Plant Cell Wall

STRUCTURE OF MONOSACCHARIDES

Chapter 18. Carbohydrates with an Introduction to Biochemistry. Carbohydrates with an Introduction to Biochemistry page 1

THE RELATIONSHIP BETWEEN TWO METHODS FOR EVALUATING FIVE-CARBON SUGARS IN EUCALYPTUS EXTRACTION LIQUOR

Redefine the Role of Lignin in Enzymatic Hydrolysis of Lignocellulosic Biomass

This place covers: Reducing the size of material from which sugars are to be extracted; Presses and knives therefor,

Features of polysaccarides and their interaction with proteins for the course of degradation and targeting (part 1)

Saccharification of corncob using cellulolytic bacteria - Titi Candra Sunarti et al.

Chemical Characterization of Wood and Its Components

Stability of polysaccharides against degradation and the techniques used to assess their molecular integrity

Ethanol production from alfalfa fiber fractions by saccharification and fermentation*

Wood Extractives II Agenda. Wood Chemistry. Hydrolyzable Tannins Structure. Hydrolyzable Tannins. PSE 406/Chem E 470. Polymer Structure Example

SPRUCE BARK HYDROLYSIS TO OPTIMIZE PHENOLIC CONTENT

Carbohydrates. 1. Using the terms provided below, complete the concept map showing the characteristics of organic compounds.

Carbohydrates. Monosaccharides

Beer Pellet - Perspective Raw Material for. Receiving Xylitol

Established Facts. Impact of Post Harvest Forage on the Rumen Function. Known Facts. Known Facts

Chapter 11. Learning objectives: Structure and function of monosaccharides, polysaccharide, glycoproteins lectins.

Basic Biochemistry. Classes of Biomolecules

SPECIFICATION CONTINUED Glucose has two isomers, α-glucose and β-glucose, with structures:

IntroducKon to Carbohydrates

Carbohydrates hydrates of carbon: general formula C n (H 2 O) n. Polymers: large molecules made up of repeating smaller units (monomer)

Chapter-8 Saccharide Chemistry

Carbohydrates are a large group of organic compounds occurring in and including,, and. They contain hydrogen and oxygen in the same ratio as (2:1).

PRODUCTION OF LIGNOCELLULOLYTIC ENZYMES BY MUSHROOMS

Organic Molecule Composition of Milk: Lab Investigation

EFFECT OF HEMICELLULOSE LIQUID PHASE ON THE ENZYMATIC HYDROLYSIS OF AUTOHYDROLYZED EUCALYPTUS GLOBULUS WOOD

LAP-019CS. Procedure Title: Author(s): Bonnie Hames, Fannie Posey-Eddy, Chris Roth, Ray Ruiz, Amie Sluiter, David Templeton.

Lignin-phenol-formaldehyde adhesives with residual. lignin from hardwood bioethanol production

BIOCHEMISTRY UNIT 2 Part 4 ACTIVITY #4 (Chapter 5) CARBOHYDRATES

A Method for Rapid Determination of Sugars in Lignocellulose Prehydrolyzate

What are Carbohydrates? Aldoses and Ketoses

CHAPTER NO. TITLE PAGES

Performance of AFEX pretreated rice straw as source of fermentable sugars: the influence of particle size

Silicon Forms in Soluble Pectin Substances Extracted by Hot Water from Plant Cell Wall

APPLICATION OF SUPERCRITICAL FLUIDS FOR POLYPHENOLIC COMPOUNDS EXTRACTION FROM EXHAUSTED OLIVE POMACE

IntroducKon to Carbohydrates

Organic Chemistry III

Carbohydrates. Chapter 12

Polymers: large molecules made up of repeating smaller units (monomer) peptides and proteins (Chapter 25) nucleic acids (Chapter 26)

Evaluation of pine kraft cellulosic pulps and fines from papermaking as potential feedstocks for biofuel production

Cell wall components:

Main differences between plant and animal cells: Plant cells have: cell walls, a large central vacuole, plastids and turgor pressure.

Lecture-1 Introduction, Carbohydrates importance &classification Biochemistry, as the name implies, is the chemistry of living organisms.

EFFECTS OF HARDWOOD XYLAN DISSOLUTION/SORPTION ON FIBRE CHARGE AND PULP YIELD. Olof Dahlman

Biochemistry: A Short Course

Dr. Entedhar Carbohydrates Carbohydrates are carbon compounds that have aldehyde (C-H=0) or ketone (C=O) moiety and comprises polyhyroxyl alcohol

1. Denaturation changes which of the following protein structure(s)?

Liquid Hot Water Pretreatment of Corn Stover: Impact of BMR. Nathan S. Mosier and Wilfred Vermerris

ARABINAN

CHAPTER 7 Carbohydrates and Glycobiology. Key topics about carbohydrates

CARBOHYDRATES (SUGARS)

Learning Target: Describe characteristics and functions of carbohydrates, lipids, and proteins. Compare and contrast the classes of organic

Comparative evaluation of some brown midrib sorghum mutants for the production of food grain and 2,3-butanediol

In this study, effect of different high-boiling-organic solvent (ethanolamine, diethylene glycol and

Chemistry of Carbon. Building Blocks of Life

Recap: A little chemistry helps to understand a lot of biology

CLASS 12th. Biomolecules

Biochemistry: Macromolecules

THE OHIO JOURNAL OF SCIENCE

Classification of Carbohydrates. monosaccharide disaccharide oligosaccharide polysaccharide

Chapter 23: Carbohydrates hydrates of carbon: general formula C n (H 2 O) n. Polymers: large molecules made up of repeating smaller units (monomer)

Chem 263 Nov 22, Carbohydrates (also known as sugars or saccharides) See Handout

Lignin and the General Phenylpropanoid Pathway. Introduction and Importance:

Carbohydrates. Haworth Projections

Hot water extraction of inner and outer bark of Norway Spruce (Picea abies)

LAP-003CS. Procedure Title: Author(s): Bonnie Hames, Fannie Posey-Eddy, Chris Roth, Ray Ruiz, Amie Sluiter, David Templeton.

Review from last lecture

Transcription:

Lecture in line with the course Biotechnology of trees and fungi Cellulose - Hemicellulose Dr. Christian Schöpper Phone: 0551-39 9745 mailto: cschoep@gwdg.de

Major cell wall polysaccharides Celluloses Hemicelluloses Pectic polysaccharides

Cell wall components Microfibrillar structure Celluloses (β-1,4 glucan) Matrix structure Pectins (galactan, arabinan, etc.) Hemicelluloses (xylan, mannan, etc.) Proteins (arabinogalactan, enzymes, etc.) Phenolics (lignin, ferulic acid, etc.)

Polysaccharide composition (%) in different cell wall layers Birch Middle lamella, primary wall Secondary wall S 1 Secondary wall S 2 outer part Secondary wall S 2 inner part Galactan 16,9 1,2 0,7 0,0 Cellulose 41,8 48,8 49,4 60,0 Glucomannan 3,1 2,8 2,1 5,1 Arabinan 13,4 1,9 1,5 0,0 Spruce Galactose 16,3 8,0 0,0 0,0 Cellulose 33,4 55,2 63,6 64,3 Glucomannan 7,9 18,1 24,4 23,7 Arabinan 29,3 1,1 0,8 0,0

Chemical composition of Japanese soft- and hardwoods α- cellulose (%) Pentosan (%) Mannan (%) Galactan (%) Proteins (%) Pinus densiflora 31.0-41.3 9.9-12.9 3.5-10.1 0.3-0.8 0.8 Abies firma 38.2 8.5-10.9 7.9 1.3 0.9 Larix kaempferi Fagus crenata Quercus serrata 30.6-38.9 4.8-11.8 4.1-7.8 0.6-9.0 0.3-0.5 40.7-45.9 21.3-26.9 0.0 0.1-1.6 0.4-1.2 37.1-43.5 18.3-24.0 0.0 0.4-1.8 0.7-1.0 Acer mono 37.1-48.9 18.7-25.7 0.0 0.3-1.5 0.6-0.7

Amount of different sugars in wood 1 Galactose (%) 2 Glucose (%) 3 Mannose (%) 4 Arabinose (%) 5 Xylose (%) Average amount in softwood Average amount in hardwood 9.3 64.5 12.0 3.3 10.3 2.3 65.2 2.6 1.5 28.3 1-3 = hexoses, 4 and 5 = pentoses

Cellulose and hemicellulose amount in softwood and hardwood Lowest and highest amount [%] 100 90 80 70 60 50 40 30 20 10 0-5 % ~ 45 % 20-30 % 20-30 % Extractives Cellulose Hemicelluloses Lignin 5-10 % ~ 45 % ~ 20 % 25-35 % Hardwood Softwood

Characteristics of hemicellulose The term hemicellulose unites all carbohydrates of wood that can be easily hydrolysed Built up by different glycosidic complex chain molecules that are linked to pentose and hexose Hemicelluloses feature an average degree of polymerisation of 120-200 Next to hexose and pentose further units like uronic acids are contained in hemicelluloses

Assembling units of hemicelluloses - softwood Softwood-xylan -X -X -X -X -X -X -X -X -X -X -X -X - Gs Ar Gs X = Xylose, Gs = Glucoronic acid, Ar = Arabinose

Assembling units of hemicelluloses - softwood II Softwood glucomannan -M -G -M -M -M -M -G -M -M -M -G -M - Ac Ac G= Glucose, M = Mannose, Ac = Acetyl

Assembling units of hemicelluloses - hardwood Hardwood-xylan -X -X -X -X -X -X -X -X -X -X -X -X - Ac Gs Ac Ac X = Xylose, Gs = Glucoronic acid, Ac = Acetyl

Characteristics of cellulose Built up exclusive by ß-D-glucose units ß-D-glucose units are linked to high molecular chain molecules The average degree of polymerisation of cellulose in a native state is 10.000 to 15.000 A fast growing tree produces approximately 14 g of cellulose per day Cellulose is the most important produced biomass worldwide!

Appearance of cellulose

Orientation of cellulose

Cellulose formation

Chemical structure of cellulose CH 2 OH O H OH H H OH H OH H H O H H H OH ß-D-glucose unit CH 2 OH X X = degree of polymerisation

Cellulose in crystalline structure (a): parallel configuration (b): antiparallel configuration

Furanose - pyranose (1): α-d-glucofuranose (< 1%) (3): α-d-glucopyranose (36 %) (2): β-d-glucofuranose (< 1%) (4): β-d-glucopyranose (64 %)

Cellulose synthesis I Cellulose synthetase is located in rosettes in the plasma membrane using UDP glucose as substrate for polymerisation

Cellulose synthesis II

Determination of holocellulose 1. Weigh in 2 g of extractive free wood and put in 100 ml Erlenmeyer and add 80 ml water 2. Add 0.25 ml acetic acid (100 %), 0.75 g NaClO 2 and close Erlenmeyer with a bubble or a cover 3. Put in hot water bath at 80 C for 1 h 4. Repeat steps from 2 and 3 three times for hardwoods and four times for softwoods 5. Cool the samples in ice water bath and filter the samples on a glass filter in a vacuum suction 6. Wash the samples with 100 ml ice water and than with 25 ml acetone 7. Put the samples on oven dried aluminium cups and dry at 105 +/- 3 C and than weigh the samples Wise, L. E.; Murphy, M., D'Addieco, A. A. 1946: Chlorite holocellulose, its fractionation and bearing on summative wood analysis and on studies on the hemicelluloses. Paper Trade J. 122:11-19

Literature Higushi, T.: Biochemistry and Molecular Biology of Wood. Springer Series in Wood Science 1997 Nultsch, W.: Allgemeine Botanik, Thieme Verlag, 1991 Brett, C., Waldron, K.: Physiology and biochemistry of plant cell walls. Chapman and Hall, 1996 Heldt, H.: Pflanzenbiochemie, Spektrum Verlag, Heidelberg, 1999 Croteau, R., Kutchan, T., Lewis, N.: Natural Products (Secondary metabolites) in Biochemistry and Molecular Biology of Plants, eds. Buchanan, B., Gruissem, W., Jones, R. American Society of Plant Physiologists, 2000 Dixon and Palva: Stress-induced phenylpropanoid metabolism, Plant Cell 7, pp. 1085-1097 Lohmann, U.: Holzhandbuch, DRW Verlag, 1998 Taiz, L., Zeiger, E.: Physiologie der Pflanzen, Spektrum Akademischer Verlag Heidelberg Berlin, 2000 Boudet, A., M., Kajita, S., Grima-Pettenati, J., Goffner, D.: Lignin and lignocellulosics a better control of synthesis for new and improved uses, TRENDS in Plant Sciences, Vol. 8 No. 12, December 2003 Campbell, M., M., Sederoff, R.: Variation in Lignin Content and Composition, Mechnisms of Control and Implications for the Genetic Improvement of Plants, plant Physiology 110, pp. 3-13, 1996