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chemistry

Phytic acid

Phytic acid is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand Phytic acid rather than just read about it. In short: Phytic acid is a six-fold dihydrogenphosphate ester of inositol (specifically, of the myo isomer), also called inositol hexaphosphate, inositol hexakisphosphate (IP6) or inositol polyphosphate. At physiological pH, the phosphates are partially ionized, resulting in the phytate anion.

Phytic acid — main illustration
Phytic acid — illustration

Key takeaways

  • Phytic acid belongs to chemistry; place it in that map before memorising details.
  • Learn the definition first, then one example that makes the definition concrete.
  • Connect Phytic acid to a quantity you can measure, compute or draw — that is where exam questions come from.
  • Reproduce the core statement of Phytic acid from memory before moving on to harder problems.

Reference excerpt

Phytic acid is a six-fold dihydrogenphosphate ester of inositol (specifically, of the myo isomer), also called inositol hexaphosphate, inositol hexakisphosphate (IP6) or inositol polyphosphate. At physiological pH, the phosphates are partially ionized, resulting in the phytate anion. The (myo) phytate anion is a colorless species that has significant nutritional role as the principal storage form of phosphorus in many plant tissues, especially bran and seeds. It is also present in many legumes, cereals, and grains. Phytic acid and phytate have a strong binding affinity to the dietary minerals calcium, iron, and zinc, inhibiting their absorption in the small intestine. The lower inositol polyphosphates are inositol esters with less than six phosphates, such as inositol penta- (IP5), tetra- (IP4), and triphosphate (IP3). These occur in nature as catabolites of phytic acid.

Significance in agriculture

Phytic acid was first identified as a substance by Pfeffer in 1872. In 1903, Posternak called it “la phytine”. The term "phytase" was first used in 1907 by Umetaro Suzuki. Generally, phosphorus and inositol in phytate form are not bioavailable to non-ruminant animals because these animals lack the enzyme phytase required to hydrolyze the inositol-phosphate linkages. Ruminants are able to digest phytate because of the phytase produced by rumen microorganisms. In most commercial agriculture, non-ruminant livestock, such as swine, fowl, and fish, are fed mainly grains, such as maize, legumes, and soybeans. Because phytate from these grains and beans is unavailable for absorption, the unabsorbed phytate passes through the gastrointestinal tract, elevating the amount of phosphorus in the manure. Excess phosphorus excretion can lead to environmental problems, such as eutrophication. The use of sprouted grains may reduce the quantity of phytic acids in feed, with no significant reduction of nutritional value. Also, viable low-phytic acid mutant lines have been developed in several crop species in which the seeds have drastically reduced levels of phytic acid and concomitant increases in inorganic phosphorus. However, germination problems have reportedly hindered the use of these cultivars thus far. This may be due to phytic acid's critical role in both phosphorus and metal ion storage. Phytate variants also have the potential to be used in soil remediation, to immobilize uranium, nickel, and other inorganic contaminants.

Biological effects

Plants Although indigestible for many animals as they occur in seeds and grains, phytic acid and its metabolites have several important roles for the seedling plant. Most notably, phytic acid functions as a phosphorus store, as an energy store, as a source of cations and as a source of myo-inositol (a cell wall precursor). Phytic acid is the principal storage form of phosphorus in plant seeds.

Animals In animal cells, myo-inositol polyphosphates are ubiquitous, and phytic acid (myo-inositol hexakisphosphate) is the most abundant, with its concentration ranging from 10 to 100 μM in mammalian cells, depending on cell type and developmental stage. Being not directly absorbed in the gut, phytic acid is not obtained from the animal diet, but must be synthesized inside the cell from phosphate and inositol (which in turn is produced from glucose, usually in the kidneys).

In vitro The interaction of intracellular phytic acid with specific intracellular proteins has been investigated in vitro, and these interactions have been found to result in the inhibition or potentiation of the activities of those proteins. Inositol hexaphosphate facilitates the formation of the six-helix bundle and assembly of the immature HIV-1 Gag lattice. IP6 makes ionic contacts with two rings of lysine residues at the centre of the Gag hexamer. Proteolytic cleavage then unmasks an alternative binding site, where IP6 interaction promotes the assembly of the mature capsid lattice. These studies identify IP6 as a naturally occurring small molecule that promotes both assembly and maturation of HIV-1.

Food science Phytic acid, mostly as phytate in the form of phytin (i.e. the calcium/magnesium salts of phytate), is found within the hulls and kernels of seeds, including nuts, grains, and pulses. In-home food preparation techniques may break down the phytic acid in all of these foods. Simply cooking the food will reduce the phytic acid to some degree. More effective methods are soaking in an acid medium, sprouting, and lactic acid fermentation such as in sourdough and pickling. No detectable phytate (less than 0.02% of wet weight) was observed in vegetables such as scallion and cabbage leaves or in fruits such as apples, oranges, bananas, or pears. As a food additive, phytic acid is used as the preservative E391. It is allowed as a food additive in the US (GRAS), the EU, Japan, and China. It offers some antioxidant activity by binding away iron, and is especially effective in meat. It also inhibits polyphenol oxidase, the enzyme responsible for apple and banana browning. Basic research also suggests that it may deter the growth of pathogenic bacteria and spoilage mold.

Dietary mineral absorption Phytic acid has a strong affinity to the dietary trace elements such as calcium, iron, and zinc, inhibiting their absorption by the small intestine, so it is considered an antinutrient. Other phytochemicals such as tannins similarly bind dietary metals. When iron and zinc bind to phytic acid, they form insoluble precipitates and are far less absorbable in the intestines. Similarly, absorption of calcium is impaired with the result that diets high in phytates but low in calcium can result in rickets. Because phytic acid inhibits the absorption of iron, "dephytinization should be considered as a major strategy to improve iron nutrition during the weaning period". Dephytinization by exogenous phytase to phytate-containing food is an approach being investigated to improve nutritional health in populations that are vulnerable to mineral deficiency due to their reliance on phytate-laden food staples. Crop breeding to increase mineral density (biofortification) or reducing phytate content are under preliminary research.

Proposed applications

Fire retarding agent Phytic acid derivatives have been studied as means to enhance the fire retardancy of composite materials and organic polymers such as PLA.

… excerpt ends here. Continue reading the full article.

Illustrations

Phytic acid: Structural formula of phytic acid
Structural formula of phytic acid
Phytic acid: Ball-and-stick model of phytic acid
Ball-and-stick model of phytic acid
Phytic acid: Space-filling model of phytic acid
Space-filling model of phytic acid
Phytic acid: The hexavalent phytate anion.
The hexavalent phytate anion.

Worked examples

Example 1 — a first encounter with Phytic acid

Start with the simplest possible case. Write down what Phytic acid claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to Phytic acid before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about Phytic acid ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of Phytic acid

In research
Phytic acid appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry
Engineering practice reuses Phytic acid in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom
Phytic acid is common in secondary-school and first-year university syllabi. It links to neighbouring topics Antinutrients, Food additives, Inositol, so understanding it makes those chapters shorter.
In everyday life
Look for Phytic acid outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.
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How to study Phytic acid in 20 minutes

  1. Read the reference excerpt below once, without taking notes.
  2. Close the page and write down what Phytic acid means in your own words.
  3. Compare your version with the excerpt and mark what you missed.
  4. Work through the three examples above with pen and paper.
  5. Explain Phytic acid out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Phytic acid in simple terms?

Phytic acid is a six-fold dihydrogenphosphate ester of inositol (specifically, of the myo isomer), also called inositol hexaphosphate, inositol hexakisphosphate (IP6) or inositol polyphosphate. At physiological pH, the phosphates are partially ionized, resulting in the phytate anion.

Why does Phytic acid matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study Phytic acid?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on Phytic acid.

Tags

  • Antinutrients
  • Food additives
  • Inositol
  • Meso compounds
  • Organophosphates
  • Phytochemicals
  • Preservatives
  • Xanthine oxidase inhibitors

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