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Brilliant blue FCF (Blue 1) is a synthetic
organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
used primarily as a blue
colorant A colourant/colour additive (British spelling) or colorant/color additive (American spelling) is a substance that is added or applied in order to change the colour of a material or surface. Colourants can be used for many purposes including printing ...
for processed foods, medications, dietary supplements, and cosmetics. It is classified as a
triarylmethane dye Triarylmethane dyes are synthetic organic compounds containing triphenylmethane backbones. As dyes, these compounds are intensely colored. They are produced industrially as dyes. Families Triarylmethane dyes can be grouped into families accordin ...
and is known under various names, such as FD&C Blue No. 1 or acid blue 9. It is denoted by E number E133 and has a
color index In astronomy, the color index is a simple numerical expression that determines the color of an object, which in the case of a star gives its temperature. The lower the color index, the more blue (or hotter) the object is. Conversely, the larg ...
of 42090. It has the appearance of a blue powder and is soluble in water and glycerol, with a maximum absorption at about 628
nanometers 330px, Different lengths as in respect to the molecular scale. The nanometre (international spelling as used by the International Bureau of Weights and Measures; SI symbol: nm) or nanometer (American and British English spelling differences#-re ...
. It is one of the oldest FDA-approved color additives and is generally considered nontoxic and safe.


Production

Brilliant blue FCF is synthetic dye produced by the condensation of 2-formyl
benzenesulfonic acid Benzenesulfonic acid (conjugate base benzenesulfonate) is an organosulfur compound with the formula C6 H6 O3 S. It is the simplest aromatic sulfonic acid. It forms white deliquescent sheet crystals or a white waxy solid that is soluble in water ...
and the appropriate aniline followed by oxidation. It can be combined with
tartrazine Tartrazine is a synthetic lemon yellow azo dye primarily used as a food coloring. It is also known as E number E102, C.I. 19140, FD&C Yellow 5, Yellow 5 Lake, Acid Yellow 23, Food Yellow 4, and trisodium 1-(4-sulfonatophenyl)-4-(4-sulfonatop ...
(E102) to produce various shades of green. It is usually a disodium salt. The diammonium salt has CAS number . Calcium and potassium salts are also permitted. It can also appear as an aluminum
lake A lake is an area filled with water, localized in a basin, surrounded by land, and distinct from any river or other outlet that serves to feed or drain the lake. Lakes lie on land and are not part of the ocean, although, like the much large ...
. The chemical formation is C37H34N2Na2O9S3. Related dyes are C.I. acid green 3 (CAS#4680-78-8) and acid green 9 (CAS#4857-81-2). In these dyes, the 2-sulfonic acid group is replaced by H and Cl, respectively. Many attempts have been made to find similarly colored natural dyes that are as stable as brilliant blue FCF. Blue pigments must possess many chemical traits, including pi-bond conjugation, aromatic rings,
heteroatom In chemistry, a heteroatom () is, strictly, any atom that is not carbon or hydrogen. Organic chemistry In practice, the term is usually used more specifically to indicate that non-carbon atoms have replaced carbon in the backbone of the molecula ...
s and heteroatom groups, and ionic charges in order to absorb low energy red light. Most natural blue dyes are either unstable, blue only in alkaline conditions, or toxic; good candidates for further research into use as natural dyes include anthocyanin and trichotomine derivatives. No replacement for brilliant blue FCF has been found for use in beverages.


Applications

Like many other color additives, the primary use of Blue No. 1 is to correct or enhance natural coloring or to give colorless compounds a vivid hue. In the United States, of the two approved blue dyes (the other being
Indigo carmine Indigo carmine, or 5,5′-indigodisulfonic acid sodium salt, is an organic salt derived from indigo by aromatic sulfonation, which renders the compound soluble in water. It is approved for use as a food colorant in the U.S and E.U. to produce ...
, or FD&C Blue #2), brilliant blue FCF is the more common of the two. As a blue color, brilliant blue FCF is often found in
cotton candy Cotton candy, also known as fairy floss and candy floss, is a spun sugar confection that resembles cotton. It usually contains small amounts of flavoring or food coloring. It is made by heating and liquefying sugar, and spinning it centrifu ...
,
ice cream Ice cream is a sweetened frozen food typically eaten as a snack or dessert. It may be made from milk or cream and is flavoured with a sweetener, either sugar or an alternative, and a spice, such as cocoa or vanilla, or with fruit such as ...
, canned processed
pea The pea is most commonly the small spherical seed or the seed-pod of the flowering plant species ''Pisum sativum''. Each pod contains several peas, which can be green or yellow. Botanically, pea pods are fruit, since they contain seeds and d ...
s, packet soups, bottled
food coloring Food coloring, or color additive, is any dye, pigment, or substance that imparts color when it is added to food or drink. They come in many forms consisting of liquids, powders, gels, and pastes. Food coloring is used in both commercial food ...
s, icings, ice pops, blueberry flavored products, children's medications, dairy products, sweets soft drinks, and drinks, especially the liqueur
Blue Curaçao Blue is one of the three primary colours in the RYB colour model (traditional colour theory), as well as in the RGB (additive) colour model. It lies between violet and cyan on the spectrum of visible light. The eye perceives blue when ob ...
. It is also used in
soap Soap is a salt of a fatty acid used in a variety of cleansing and lubricating products. In a domestic setting, soaps are surfactants usually used for washing, bathing, and other types of housekeeping. In industrial settings, soaps are use ...
s,
shampoo Shampoo () is a hair care product, typically in the form of a Viscosity, viscous liquid, that is used for cleaning hair. Less commonly, shampoo is available in solid bar format. Shampoo is used by applying it to wet hair, massaging the product ...
s,
mouthwash Mouthwash, mouth rinse, oral rinse, or mouth bath is a liquid which is held in the mouth passively or swilled around the mouth by contraction of the perioral muscles and/or movement of the head, and may be gargled, where the head is tilted back ...
and other hygiene and cosmetics applications. Brilliant blue FCF is extensively used as a water tracer agent. Due to its ability to retain color for long periods of time, brilliant blue FCF outperforms other dye tracers. Additionally, brilliant blue FCF has a low toxicity level that is favorable for the environment. However, brilliant blue FCF has different impacts on varying soils. Brilliant blue FCF is attracted to and sorbed in acidic soils due to its large size and ionic charge. Soil composition and
flow velocity In continuum mechanics the flow velocity in fluid dynamics, also macroscopic velocity in statistical mechanics, or drift velocity in electromagnetism, is a vector field used to mathematically describe the motion of a continuum. The length of the f ...
also affect the level of sorption of brilliant blue FCF. Brilliant blue FCF dye within beverages items—such as soda—can be used in the blue bottle experiment. In such foods, both the dye and
reducing agent In chemistry, a reducing agent (also known as a reductant, reducer, or electron donor) is a chemical species that "donates" an electron to an (called the , , , or ). Examples of substances that are commonly reducing agents include the Earth me ...
s are incorporated in the same solution. When the solution is blue, oxygen is present. On the addition of NaOH, a reaction occurs that removes the oxygen, turning the solution clear. The dye turns back to blue once it is reoxidized by swirling the solution, incorporating oxygen from the air as an
oxidizing agent An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or " accepts"/"receives" an electron from a (called the , , or ). In other words, an oxi ...
.


Health and safety

The dye is poorly absorbed from the gastrointestinal tract and 95% of the ingested dye can be found in the feces. When applied to the tongue or shaved skin, brilliant blue FCF can be absorbed directly into the bloodstream. Due to its nontoxic properties, brilliant blue FCF has been used as a biological stain. When dissolved in an acidic medium, this dye has been used to stain cell walls, bacteria, and fungal cells. The dye does not inhibit the growth of any of these species. For similar reasons, brilliant blue FCF is also being utilized in
hemostatic An antihemorrhagic (antihæmorrhagic) agent is a substance that promotes hemostasis (stops bleeding). It may also be known as a hemostatic (also spelled haemostatic) agent. Antihemorrhagic agents used in medicine have various mechanisms of action: ...
medical devices, most notably the Hemopatch—designed to be placed on bleeding tissues and coagulate the blood. A low concentration of brilliant blue FCF is placed on the backside of the Hemopatch at 1 cm increments, allowing surgeons to cut precisely and indicate the side of the Hemopatch that is an active hemostatic agent for correct placement. Brilliant blue FCF is an approved food colorant and pharmacologically inactive substance for drug formulations in the EU and the United States. It is also legal in other countries. It has the capacity for inducing
allergic Allergies, also known as allergic diseases, refer a number of conditions caused by the hypersensitivity of the immune system to typically harmless substances in the environment. These diseases include hay fever, food allergies, atopic der ...
reactions in individuals with pre-existing moderate asthma. In 2003, the U.S. FDA issued a public health advisory to warn health care providers of the potential toxicity of this synthetic dye in enteral feeding solutions. The following legal limits apply in the EU (E 133) and other countries: 150–300 mg/kg depending on the type of food. Safety limit for foods and drugs: 0.1 mg/day per kg body weight. The
ADI Adi or ADI may refer to: Names and titles * Adi (mythology), an Asura in Hindu faith who appears in the Matsya Purāṇa * Adi (name), a given name in Hebrew and a nickname in other languages * Adi (title), a Fijian title used by females of chi ...
for brilliant blue FCF is 6 mg/kg.


Biomedical research

Brilliant blue FCF and similar dyes such as brilliant blue G are inhibitors to
purinergic receptor Purinergic receptors, also known as purinoceptors, are a family of plasma membrane molecules that are found in almost all mammalian tissues. Within the field of purinergic signalling, these receptors have been implicated in learning and memory, lo ...
s—receptors that are responsible for inflammatory responses and other cell process. Scientists who were conducting ''in-vivo'' studies of compounds to lessen the severity of inflammation following experimental
spinal cord The spinal cord is a long, thin, tubular structure made up of nervous tissue, which extends from the medulla oblongata in the brainstem to the lumbar region of the vertebral column (backbone). The backbone encloses the central canal of the sp ...
injury had previously tested a compound called OxATP to block a key ATP receptor in spinal
neuron A neuron, neurone, or nerve cell is an electrically excitable cell that communicates with other cells via specialized connections called synapses. The neuron is the main component of nervous tissue in all animals except sponges and placozoa. ...
s. However, OxATP has toxic side effects and must be injected directly into the spinal cord; in searching for alternatives they noted that brilliant blue FCF has a similar structure. This led them to test a related dye, brilliant blue G (also known as
Coomassie brilliant blue Coomassie brilliant blue is the name of two similar triphenylmethane dyes that were developed for use in the textile industry but are now commonly used for staining proteins in analytical biochemistry. Coomassie brilliant blue G-250 differs from ...
) in rats, which improved recovery from spinal cord injury while temporarily turning them blue. When human washed platelets are evaluated using
turbidimetry Turbidimetry (the name being derived from ''turbidity'') is the process of measuring the loss of intensity of transmitted light due to the scattering effect of particles suspended in it. Light is passed through a filter creating a light of known wav ...
it was found that brilliant blue FCF affects
platelet aggregation Platelets, also called thrombocytes (from Greek θρόμβος, "clot" and κύτος, "cell"), are a component of blood whose function (along with the coagulation factors) is to react to bleeding from blood vessel injury by clumping, thereby ini ...
by blocking the Panx1 channels. These inhibitory effects on collagen-induced shape change and maximal aggregation were shown by high (1 mM) concentrations of the dye but not by lower concentrations (100 μM). The 1 mM effective concentration is 1.59 times greater than the approximately 0.63 mM maximal allowable brilliant blue FCF concentration according to the European Food Safety Authority. Scientists are performing studies to better understand the effects of brilliant blue FCF during
vein Veins are blood vessels in humans and most other animals that carry blood towards the heart. Most veins carry deoxygenated blood from the tissues back to the heart; exceptions are the pulmonary and umbilical veins, both of which carry oxygenat ...
graft Graft or grafting may refer to: *Graft (politics), a form of political corruption * Graft, Netherlands, a village in the municipality of Graft-De Rijp Science and technology *Graft (surgery), a surgical procedure *Grafting, the joining of plant t ...
explantation. Brilliant blue FCF hinders the
purinergic receptor Purinergic receptors, also known as purinoceptors, are a family of plasma membrane molecules that are found in almost all mammalian tissues. Within the field of purinergic signalling, these receptors have been implicated in learning and memory, lo ...
s, limiting cell proliferation that may lead to intimal hyperplasia. The effects of brilliant blue FCF were tested on rat aortic cells. It was found that brilliant blue FCF had a positive impact in limiting the development of intimal hyperplasia following a vein graft procedure.


References


Further reading

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External links


The Chemistry of Colors
{{DEFAULTSORT:Brilliant Blue Fcf Food colorings Triarylmethane dyes Anilines Benzenesulfonates Organic sodium salts E-number additives Acid dyes