Biotin

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Biotin
Biotin structure.svgBiotin3d.png
General
Systematic name
Chemical formula C10H16N2O3S
Molecular weight 244.31 g/mol
Other names
  • Vitamin B7
  • Vitamin H
Vitamin properties
Solubility Water
RDA (adult male) 30 µg/day
RDA (adult female) 30 µg/day
RDA upper limit (adult male) None
RDA upper limit (adult female) None
Deficiency symptoms
  • Dry scaly skin
  • Fatigue
  • Loss of appetite
  • Nausea and vomiting
  • Mental depression
  • Tongue inflammation
  • High cholesterol
Excess symptoms None
Dietary sources
Infobox disclaimer and references
Vitamin H redirects here. In medical slang, Vitamin H may also refer to haloperidol.

Biotin, also known as vitamin H or B7, is a vitamin that is important in the catalysis of essential metabolic reactions to synthesize fatty acids, in gluconeogenesis (generation of glucose from non-sugar carbon substrates like pyruvate, glycerol, and amino acids), and to metabolize leucine. Vitamins are organic (carbon-containing) nutrients obtained through the diet and essential in small amounts for normal metabolic reactions in humans.

Biotin is one of the B vitamins (vitamin B complex), a group of chemically distinct, water-soluble vitamins that also includes thiamine, riboflaven, niacin, pantothenic acid, pyridoxine, folic acid, and others. Once considered to be a single vitamin, vitamin B is now seen as a complex of different vitamins that generally are found in the same foods.

Biotin has the chemical formula C10H16N2O3S and is composed of an ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. A valeric acid substituent is attached to one of the carbon atoms of the tetrahydrothiophene ring.

General overview

Biotin is used in cell growth, the production of fatty acids, metabolism of fats, and amino acids. It plays a role in the Krebs Cycle, which is the process in which energy is released from food. Biotin not only assists in various metabolic chemical conversions, but also helps with the transfer of carbon dioxide. Biotin is also helpful in maintaining a steady blood sugar level. Biotin is often recommended for strengthening hair and nails. Consequently, it is found in many cosmetic and health products for the hair and skin.

Deficiency is extremely rare, as intestinal bacteria generally produce in excess of the body's daily requirement. For that reason, statutory agencies in many countries (e.g., the Australian Department of Health and Aging) do not prescribe a recommended daily intake.

Uses

Hair problems

Biotin supplements are often recommended as a natural product to counteract the problem of hair loss in both children and adults. There are, however, no studies that show any benefit in any case where the subject is not actually biotin deficient. The signs and symptoms of biotin deficiency include hair loss which progresses in severity to include loss of eye lashes and eye brows in severely deficient subjects. Some shampoos are available that contain biotin, but it is doubtful whether they would have any useful effect, as biotin is not absorbed well through the skin.

Cradle cap (seborrheic dermatitis)

Children with a rare inherited metabolic disorder called phenylketonuria (PKU; in which one is unable to break down the amino acid phenylalanine) often develop skin conditions such as eczema and seborrheic dermatitis in areas of the body other than the scalp. The scaly skin changes that occur in people with PKU may be related to poor ability to use biotin. Increasing dietary biotin has been known to improve seborrheic dermatitis in these cases.

Diabetes

People with type 2 diabetes often have low levels of biotin. Biotin may be involved in the synthesis and release of insulin. Preliminary studies in both animals and people suggest that biotin may help improve blood sugar control in those with diabetes, particularly type 2 diabetes.[citation needed]

Biotin deficiency

Biotin deficiency is a rare metabolic genetic disorder. Biotin deficiency can have a very serious, even fatal, outcome if it is allowed to progress without treatment. Signs and symptoms of biotin deficiency can develop in persons of any age, race, or gender. Biotin deficiency rarely occurs in healthy individuals, since the daily requirements of biotin are low, many foods contain adequate amounts, intestinal bacteria synthesize small amounts, and the body effectively scavenges and recycles biotin from bodily waste. However, deficiency can be caused by excessive consumption of raw egg-whites over a long period (months to years). Egg-whites contain high levels of avidin, a protein that binds biotin strongly. Once a biotin-avidin complex forms, the bond is essentially irreversible. The biotin-avidin complex is not broken down nor liberated during digestion, and the biotin-avidin complex is lost in the feces. Once cooked, the egg-white avidin becomes denatured and entirely non-toxic.

Initial symptoms of biotin deficiency include:

  1. Dry skin
  2. Seborrheic dermatitis
  3. Fungal infections
  4. Rashes including erythematous periorofacial macular rash
  5. Fine and brittle hair
  6. Hair loss or total alopecia

If left untreated, neurological symptoms can develop, including:

  1. Mild depression, which may progress to profound lassitude and, eventually, to somnolence
  2. Changes in mental status
  3. Generalized muscular pains (myalgias)
  4. Hyperesthesias and paresthesias

The treatment for biotin deficiency is to simply start taking some biotin supplements.

Biochemistry

Biotin is a cofactor responsible for carbon dioxide transfer in several carboxylase enzymes:

  • Acetyl-CoA carboxylase alpha
  • Acetyl-CoA carboxylase beta
  • Methylcrotonyl-CoA carboxylase
  • Propionyl-CoA carboxylase
  • Pyruvate carboxylase

The attachment of biotin to various chemical sites, called biotinylation, can be used as an important laboratory technique to study various processes including DNA transcription and replication. Biotin itself is known to biotinylate histones, but is not found naturally on DNA.

Biotin binds very tightly to the tetrameric protein streptavidin, with a dissociation constant Kd in the order of 10-15 mol/L (Bonjour, 1977; Green 1975; and Roth, 1985). This is often used in different biotechnological applications. Until 2005, very harsh conditions were required to break the biotin-streptavidin bond (Holmberg et al, 2005).

Laboratory uses

In the biology laboratory, biotin is sometimes chemically linked, or tagged, to a molecule or protein for biochemical assays. Since avidin and streptavidin bind preferentially to biotin, biotin-tagged molecules can be extracted from a sample by mixing them with beads covered with avidin or strepavidin, and washing away anything unbound to the beads.

For example, biotin can be tagged onto a molecule of interest (eg. protein), and this modified molecule will be mixed with a complex mixture of proteins. Avidin or streptavidin beads are added to the mixture, and the biotinylated molecule will bind to the beads. Any other proteins binding to the biotinylated molecule will also stay with the beads. All other unbound proteins can be washed away, and the scientist can use a variety of methods to determine which proteins have bound to the biotinylated molecule.

Biotinylated antibodies are used to capture avidin or streptavidin in both the ELISPOT and ELISA techniques.

References
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See also

  • Biotinylation
  • Streptavidin

External links

Template:ChemicalSources


Vitamins
All B vitamins | All D vitamins
Retinol (A) | Thiamine (B1) | Riboflavin (B2) | Niacin (B3) | Pantothenic acid (B5) | Pyridoxine (B6) | Biotin (B7) | Folic acid (B9) | Cyanocobalamin (B12) | Ascorbic acid (C) | Ergocalciferol (D2) | Cholecalciferol (D3) | Tocopherol (E) | Naphthoquinone (K)

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