Carrelame

Last updated
Carrelame
Carrelame Structure.svg
Names
IUPAC name
(Z)-N-{[(3,5-Dichlorophenyl)amino][(diphenylmethyl)amino]methylene}glycine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C22H19Cl2N3O2/c23-17-11-18(24)13-19(12-17)26-22(25-14-20(28)29)27-21(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-13,21H,14H2,(H,28,29)(H2,25,26,27)
    Key: QMIBAVZANYVPEF-UHFFFAOYSA-N
  • InChI=1/C22H19Cl2N3O2/c23-17-11-18(24)13-19(12-17)26-22(25-14-20(28)29)27-21(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-13,21H,14H2,(H,28,29)(H2,25,26,27)
    Key: QMIBAVZANYVPEF-UHFFFAOYAI
  • c1ccc(cc1)C(c2ccccc2)N/C(=N/CC(=O)O)/Nc3cc(cc(c3)Cl)Cl
Properties
C22H19Cl2N3O2
Molar mass 428.311
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Carrelame is an extremely high potency artificial sweetener of the guanidine class, closely related to lugduname. While Carrelame is roughly 200,000 times as sweet as sucrose, lugduname is still somewhat sweeter. [1] It appears safe in pigs. [2]

Contents

See also

Additional reading

Related Research Articles

<span class="mw-page-title-main">Aspartame</span> Artificial non-saccharide sweetener

Aspartame is an artificial non-saccharide sweetener 200 times sweeter than sucrose and is commonly used as a sugar substitute in foods and beverages. It is a methyl ester of the aspartic acid/phenylalanine dipeptide with the trade names NutraSweet, Equal, and Canderel. First submitted for approval as a food ingredient in 1974, aspartame was approved by the US Food and Drug Administration (FDA) in 1981.

<span class="mw-page-title-main">Stevia</span> Sweetener and sugar substitute

Stevia is a natural sweetener and sugar substitute derived from the leaves of the plant species Stevia rebaudiana, native to Paraguay and Brazil.

<span class="mw-page-title-main">Sucralose</span> Chemical compound

Sucralose is an artificial sweetener and sugar substitute. The majority of ingested sucralose is not broken down by the body, so it is noncaloric. In the European Union, it is also known under the E number E955. It is produced by chlorination of sucrose, selectively replacing three of the hydroxy groups in the C1, C4, and C6 positions to give a 1,6-dichloro-1,6-dideoxyfructose–4-chloro-4-deoxygalactose disaccharide. Sucralose is about 320 to 1,000 times sweeter than sucrose, three times as sweet as both aspartame and acesulfame potassium, and twice as sweet as sodium saccharin.

<span class="mw-page-title-main">Sugar substitute</span> Sugarless food additive intended to provide a sweet taste

A sugar substitute is a food additive that provides a sweetness like that of sugar while containing significantly less food energy than sugar-based sweeteners, making it a zero-calorie or low-calorie sweetener. Artificial sweeteners may be derived through manufacturing of plant extracts or processed by chemical synthesis. Sugar substitute products are commercially available in various forms, such as small pills, powders, and packets. Natural sweeteners include stevia, maple syrup, and agave nectar.

<span class="mw-page-title-main">Cyclamate</span> Chemical compound

Cyclamate is an artificial sweetener. It is 30–50 times sweeter than sucrose, making it the least potent of the commercially used artificial sweeteners. It is often used with other artificial sweeteners, especially saccharin; the mixture of 10 parts cyclamate to 1 part saccharin is common and masks the off-tastes of both sweeteners. It is less expensive than most sweeteners, including sucralose, and is stable under heating. Safety concerns led to it being banned in a few countries, though the European Union considers it safe.

<span class="mw-page-title-main">Thaumatin</span> Low-calorie sweetener and flavor modifier

Thaumatin is a low-calorie sweetener and flavor modifier. The protein is often used primarily for its flavor-modifying properties and not exclusively as a sweetener.

<span class="mw-page-title-main">Saccharin</span> Chemical compound

Saccharin, often used in the form of sodium saccharin, is an artificial sweetener with effectively no nutritional value. It is about 550 times as sweet as sucrose but has a bitter or metallic aftertaste, especially at high concentrations. Saccharin is used to sweeten products such as drinks, candies, cookies, and especially for masking the bitter taste of some medicines.

<span class="mw-page-title-main">Acesulfame potassium</span> Calorie-free sugar substitute

Acesulfame potassium, also known as acesulfame K or Ace K, is a synthetic calorie-free sugar substitute often marketed under the trade names Sunett and Sweet One. In the European Union, it is known under the E number E950. It was discovered accidentally in 1967 by German chemist Karl Clauss at Hoechst AG. In chemical structure, acesulfame potassium is the potassium salt of 6-methyl-1,2,3-oxathiazine-4(3H)-one 2,2-dioxide. It is a white crystalline powder with molecular formula C
4
H
4
KNO
4
S
and a molecular weight of 201.24 g/mol.

<span class="mw-page-title-main">Diet drink</span> Type of sugar-free or artificially sweetened soda

Diet or light beverages are generally sugar-free, artificially sweetened beverages with few or no calories. They are marketed for diabetics and other people who want to reduce their sugar intake.

<span class="mw-page-title-main">Neotame</span> Chemical compound

Neotame, also known by the trade name Newtame, is a non-caloric artificial sweetener and aspartame analog by NutraSweet. By mass, it is 8000 times sweeter than sucrose. It has no notable off-flavors when compared to sucrose. It enhances original food flavors. It can be used alone, but is often mixed with other sweeteners to increase their individual sweetness and decrease their off-flavors. It is chemically somewhat more stable than aspartame. Its use can be cost effective in comparison to other sweeteners as smaller amounts of neotame are needed.

<i>Stevia rebaudiana</i> Species of flowering plant

Stevia rebaudiana is a plant species in the genus Stevia of the family Asteraceae. It is commonly known as candyleaf, sweetleaf or sugarleaf.

<span class="mw-page-title-main">Sweetness</span> Basic taste

Sweetness is a basic taste most commonly perceived when eating foods rich in sugars. Sweet tastes are generally regarded as pleasurable. In addition to sugars like sucrose, many other chemical compounds are sweet, including aldehydes, ketones, and sugar alcohols. Some are sweet at very low concentrations, allowing their use as non-caloric sugar substitutes. Such non-sugar sweeteners include saccharin and aspartame. Other compounds, such as miraculin, may alter perception of sweetness itself.

<span class="mw-page-title-main">Brazzein</span> Protein

Brazzein is a protein found in the West African fruit Oubli. It was first isolated by the University of Wisconsin–Madison in 1994.

<span class="mw-page-title-main">Lugduname</span> Chemical compound

Lugduname is one of the most potent sweetening agents known. Lugduname has been estimated to be between 220,000 and 300,000 times as sweet as sucrose, with estimates varying between studies. It was developed at the University of Lyon, France in 1996. Lugduname is part of a family of potent sweeteners which contain acetic acid functional groups attached to guanidine.

<i>Pentadiplandra</i> Genus of flowering plants

Pentadiplandra brazzeana is an evergreen shrub or liana that is the only species assigned to the genus Pentadiplandra, and has been placed in a family of its own called Pentadiplandraceae. It produces large red berries, sometimes mottled with grey. It is known from West-Central Tropical Africa, between northern Angola, eastern Nigeria and western Democratic Republic of Congo. The berry is sweet in taste due to the protein, brazzein, which is substantially sweeter than saccharose. Brazzein may be useful as a low-calorie sweetener, but is not yet allowed as a food additive in the United States and the European Union.

Pentadin, a sweet-tasting protein, was discovered and isolated in 1989, in the fruit of Oubli, a climbing shrub growing in some tropical countries of Africa.

<span class="mw-page-title-main">TAS2R9</span> Protein-coding gene in the species Homo sapiens

Taste receptor type 2 member 9 is a protein that in humans is encoded by the TAS2R9 gene.

<span class="mw-page-title-main">Taste</span> Sense of chemicals on the tongue

The gustatory system or sense of taste is the sensory system that is partially responsible for the perception of taste (flavor). Taste is the perception stimulated when a substance in the mouth reacts chemically with taste receptor cells located on taste buds in the oral cavity, mostly on the tongue. Taste, along with the sense of smell and trigeminal nerve stimulation, determines flavors of food and other substances. Humans have taste receptors on taste buds and other areas, including the upper surface of the tongue and the epiglottis. The gustatory cortex is responsible for the perception of taste.

Sugar preference is a biological phenomena where sugar is favored over artificial sweeteners by both humans and animals.

References

  1. Glaser D (2002), "Specialization and phyletic trends of sweetness reception in animals" (PDF), Pure Appl. Chem., 74 (7): 1153–1158, doi:10.1351/pac200274071153, S2CID   97439028
  2. Nofre, C; Glaser, D; Tinti, JM; Wanner, M (2002). "Gustatory responses of pigs to sixty compounds tasting sweet to humans". Journal of Animal Physiology and Animal Nutrition. 86 (3–4): 90–96. doi:10.1046/j.1439-0396.2002.00361.x. PMID   11972677.