
Cellulose as polymer of β-D-glucose

Cellulose in 3D
'Cellulose' is an
organic compound with the
formula (
C6H10O5)
n. It is a
structural polysaccharide derived from
beta-glucose.
[ Lignin biodegradation and transformation, Crawford, R. L., , , John Wiley and Sons, 1981, ISBN 0-471-05743-6 ][1] Cellulose is the primary structural component of green
plants. The primary cell wall of green plants is made of cellulose;
acetic acid bacteria are also known to synthesize cellulose, as well as many forms of
algae, and the
oomycetes. Cellulose was discovered and isolated in the mid-nineteenth century by the French chemist
Anselme Payen[2] with an estimated annual production of 1.5x10
9 Tonnes.
[''Discovery of Cellulose as a Smart Material'' Jaehwan Kim]
★ and Sungryul Yun Macromolecules, '2006', 4202 -4206,
Some animals, particularly
ruminants and
termites, can digest cellulose with the help of
symbiotic micro-organisms - see
methanogen. Cellulose is not
digestible by
humans and is often referred to as 'dietary fiber' or 'roughage', acting as a hydrophilic bulking agent for
feces.
Commercial products
Cellulose is the major constituent of
paper and textiles made from cotton, linen, and other plant fibers. Cellulose can be converted into
cellophane, clear rolling papers made from
Viscose film,
rayon, and more recently cellulose has been used to make
Modal, a
bio-based textile derived from beechwood cellulose. Cellulose is used within the laboratory as the stationary phase for
thin layer chromatography, and
cotton linters, is used in the manufacture of
nitrocellulose, historically used in
smokeless gunpowder.
Rayon is an important fiber made out of cellulose and has been used for textiles since the beginning of the 20th century.
Cellulose source and energy crops
Switchgrass is used as cellulose energy crop.
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Structure
Cellulose is derived from (β-glucose), which
condense through β(1→4)-
glycosidic bonds. This linkage motif contrasts with that for α(1→4)-
glycosidic bonds present in
starch and other carbohydrates. Cellulose is a straight chain polymer: unlike starch, no coiling occurs, and the molecule adopts an extended rod-like conformation. In ''microfibrils'', the multiple hydroxyl groups on the glucose residues
hydrogen bond with each other, holding the chains firmly together and contributing to their high tensile strength. This strength is important in cell walls, where they are meshed into a carbohydrate ''matrix'', conferring rigidity to plant cells.
In contrast to
starch, cellulose is also much more
crystalline. Whereas starch undergoes a crystalline to amorphous transition at 60 -70 °C in water (as in cooking), cellulose requires 320 °C and 25
MPa to become amorphous in water.
[''Cooking cellulose in hot and compressed water'' Shigeru Deguchi, Kaoru Tsujii and Koki Horikoshi Chem. Commun., '2006', 3293 - 3295, ]
Assaying cellulose
Given a cellulose containing material, the portion that does not dissolve in a 17.5% solution of sodium hydroxide at 20 °C is ''α cellulose'', which is true cellulose. Acidification of the extract precipitates ''β cellulose''. The portion that dissolves in base but does not precipitate with acid is ''γ cellulose''.
Cellulose can be assayed using a method described by Updegraff in
1969, where the fiber is dissolved in
acetic and
nitric acid, and allowed to react with
anthrone in
sulfuric acid. The resulting coloured compound is assayed spectrophotometrically at a wavelength of approximately 635
nm.
In addition, cellulose is represented by the difference between acid detergent fiber (ADF) and acid detergent lignin(ADL).
Biosynthesis
In higher plants cellulose is synthesized at the
plasma membrane by rosette terminal complexes (RTC's). The RTC's are hexameric protein structures, approximately 25 nm in diameter that contain the cellulose synthase enzymes that synthesise the individual cellulose chains.
[3] The RTC's contain at least three different cellulose synthases, encoded by ''CesA'' genes, in an unknown stoichiometry.
[4] Separate sets of ''CesA'' genes are involved in primary and secondary
cell wall biosynthesis. Cellulose synthase utilizes UDP-D-glucose precursors to generate microcrystalline cellulose. Cellulose synthesis requires chain initiation and elongation, and the two processes are separate. ''CesA'' glucosyltransferase initiates cellulose polymerization using a steroid primer, 'sitosterol-beta-glucoside' and UDP-glucose.
[5] A
cellulase may function to cleave the primer from the mature chain.
Breakdown (cellulolysis)
Cellulolysis is the process relating to or causing the hydrolysis of cellulose (i.e. cellulolytic bacteria, fungi or enzymes).
Mammals do not have the ability to break down cellulose directly. Typically, this ability is possessed only by certain bacteria (which have specific
enzymes) like ''
Cellulomonas'' etc, and which are often the flora on the gut walls of
ruminants like cows and sheep, or by fungi, which in nature are responsible for cycling of nutrients. The enzymes utilized to the
glycosidic linkage in cellulose are
glycoside hydrolases including endo-acting cellulases and exo-acting glucosidases. Such enzymes are usually secreted as part of multienzyme complexes that may include
dockerins and cellulose
binding modules, referred to in some cases as
cellulosomes.
Many cellulolytic bacteria, fungi or
enzymes break down cellulose into shorter linked chains known as
cellodextrins.
Derivatives
The
hydroxyl groups of cellulose can be partially or fully reacted with various
reagents to afford derivatives with useful properties. Cellulose
esters and cellulose
ethers are the most important commercial materials. In principle, though not always in current industrial practice, cellulosic polymers are renewable resources.
Among the esters are
cellulose acetate and
cellulose triacetate, which are film- and fiber-forming materials that find a variety of uses. The inorganic ester
nitrocellulose was initially used as an explosive and was an early film forming material.
Ether derivatives include
★ Ethylcellulose, a water-insoluble commercial thermoplastic used in coatings, inks, binders, and controlled-release drug tablets;
★
Methylcellulose;
★
Hydroxypropyl cellulose;
★
Carboxymethyl cellulose;
★ Hydroxypropyl methyl cellulose,
E464, used as a viscosity modifier, gelling agent, foaming agent and binding agent;
★ Hydroxyethyl methyl cellulose, used in production of cellulose films.
References
1. Semimicro determination of cellulose in biological materials, Updegraff DM, , , Analytical Biochemistry, 1969
2. Cellulose structure modification and hydrolysis, , Raymond, Young, Wiley, 1986,
3. Kimura, Laosinchai, Itoh, Cui, Linder, Brown, ''Plant Cell'', 1999, 11, '2075-2085
4. Taylor, Howells, Huttly, Vickers, Turner, ''PNAS'', 2003, '100', 1450-1455
5. Peng, Kawagoe, Hogan, Delmer, ''Nature'', 2002, '295', 147-150.
See also
★
Cell wall
★
Ethanol fuel
★
Hemicellulose
★
Jungle rot
★
Lignin
★
Microcrystalline cellulose
★
Proteonomics
External links
★
LSBU cellulose page
★
Clear description of a cellulose assay method at the Cotton Fiber Biosciences unit of the
USDA.
★
Cellulose films could provide flapping wings and cheap artificial muscles for robots - TechnologyReview.com
★
Using cellulase enzymes in the bioethanol process.
★
The use of Cellulose in disposable diapers
★
A list of cellulolytic bacteria.
★
Manufacturers of fluff cellulose all over the world