Conjugation Reaction
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Biotransformation is the biochemical modification of one chemical compound or a mixture of chemical compounds. Biotransformations can be conducted with whole cells, their lysates, or purified enzymes. Increasingly, biotransformations are effected with purified enzymes. Major industries and life-saving technologies depend on biotransformations.


Advantages and disadvantages

Compared to the conventional production of chemicals, biotransformations are often attractive because their selectivities can be high, limiting the coproduction of undesirable coproducts. Generally operating under mild temperatures and pressures in aqueous solutions, many biotransformations are "green". The catalysts, i.e. the enzymes, are amenable to improvement by genetic manipulation. Biotechnology usually is restrained by substrate scope. Petrochemicals for example are often not amenable to biotransformations, especially on the scale required for some applications, e.g. fuels. Biotransformations can be slow and are often incompatible with high temperatures, which are employed in traditional chemical synthesis to increase rates. Enzymes are generally only stable <100 °C, and usually much lower. Enzymes, like other catalysts are poisonable. In some cases, performance or recyclability can be improved by using
immobilized enzyme An immobilized enzyme is an enzyme, with restricted mobility, attached to an inert, insoluble material—such as calcium alginate (produced by reacting a mixture of sodium alginate solution and enzyme solution with calcium chloride). This can provid ...
s.


Historical

Wine and beer making are examples of biotransformations that have been practiced since ancient times. Vinegar has long been produced by fermentation, involving the oxidation of ethanol to
acetic acid Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main component ...
.
Cheesemaking Cheesemaking (or caseiculture) is the craft of making cheese. The production of cheese, like many other food preservation processes, allows the nutritional and economic value of a food material, in this case milk, to be preserved in concentrat ...
traditionally relies on microbes to convert dairy precursors. Yogurt is produced by inoculating heat-treated milk with microorganisms such as '' Streptococcus thermophilus'' and '' Lactobacillus bulgaricus''.


Modern examples


Pharmaceuticals

Beta-lactam antibiotics, e.g.,
penicillin Penicillins (P, PCN or PEN) are a group of β-lactam antibiotics originally obtained from ''Penicillium'' moulds, principally '' P. chrysogenum'' and '' P. rubens''. Most penicillins in clinical use are synthesised by P. chrysogenum using ...
and
cephalosporin The cephalosporins (sg. ) are a class of β-lactam antibiotics originally derived from the fungus ''Acremonium'', which was previously known as ''Cephalosporium''. Together with cephamycins, they constitute a subgroup of β-lactam antibiotics ...
are produced by biotransformations in an industry valued several billions of dollars. Processes are conducted in vessels up to 60,000 gal in volume. Sugars, methionine, and ammonium salts are used as C,S,N sources. Genetically modified ''Penicillium chrysogenum'' is employed for penicillin production. Some
steroid A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and a ...
s are
hydroxylate In chemistry, hydroxylation can refer to: *(i) most commonly, hydroxylation describes a chemistry, chemical process that introduces a hydroxyl group () into an organic compound. *(ii) the ''degree of hydroxylation'' refers to the number of OH gr ...
d ''in vitro'' to give drugs.


Sugars

High fructose corn syrup is generated by biotransformation of
corn starch Corn starch, maize starch, or cornflour (British English) is the starch derived from corn (maize) grain. The starch is obtained from the endosperm of the kernel. Corn starch is a common food ingredient, often used to thicken sauces or sou ...
, which is converted to a mixture of glucose and
fructose Fructose, or fruit sugar, is a Ketose, ketonic monosaccharide, simple sugar found in many plants, where it is often bonded to glucose to form the disaccharide sucrose. It is one of the three dietary monosaccharides, along with glucose and galacto ...
. Glucoamylase is one enzyme used in the process. Cyclodextrins are produced by transferases.


Amino acids

Amino acids are sometimes produced industrially by transaminases. In other cases, amino acids are obtained by biotransformations of peptides using peptidases.


Acrylamide

With acrylonitrile and water as substrates,
nitrile hydratase Nitrile hydratases (NHases; ) are mononuclear iron or non-corrinoid cobalt enzymes that catalyse the hydration of diverse nitriles to their corresponding amides R-C≡N + H2O → R-C(O)NH2 Metal cofactor In biochemistry, cobalt is in general ...
enzymes are used to produce
acrylamide Acrylamide (or acrylic amide) is an organic compound with the chemical formula CH2=CHC(O)NH2. It is a white odorless solid, soluble in water and several organic solvents. From the chemistry perspective, acrylamide is a vinyl-substituted primary ...
, a valued monomer.


Biofuels

Many kinds of fuels and
lubricant A lubricant (sometimes shortened to lube) is a substance that helps to reduce friction between surfaces in mutual contact, which ultimately reduces the heat generated when the surfaces move. It may also have the function of transmitting forces, t ...
s are produced by processes that include biotransformations starting from natural precursors such as fats, cellulose, and
sugar Sugar is the generic name for sweet-tasting, soluble carbohydrates, many of which are used in food. Simple sugars, also called monosaccharides, include glucose, fructose, and galactose. Compound sugars, also called disaccharides or double ...
s.


See also

* Biotechnology * Biodegradation


References

{{reflist, 30em Bioremediation Biotechnology Biodegradation