Category: Zwitterions

Mesoionic compounds
In chemistry, mesoionic compounds are one in which a heterocyclic structure is dipolar and where both the negative and the positive charges are delocalized. A completely uncharged structure cannot be
Quinonoid zwitterion
A quinonoid zwitterion is a special type of zwitterion (or more precisely Mesoionic) based on quinone related chemical compounds. The benzene derivate 1,3-dihydroxy-4,6-diaminobenzene is easily oxidiz
D-Amino acid
D-Amino acids are amino acids where the stereogenic carbon alpha to the amino group has the D-configuration. For most naturally-occurring amino acids, this carbon has the L-configuration. D-Amino acid
A betaine (/ˈbiːtə.iːn, bɪˈteɪ-, -ɪn/) in chemistry is any neutral chemical compound with a positively charged cationic functional group, such as a quaternary ammonium or phosphonium cation (generally
ADA (buffer)
ADA is a zwitterionic organic chemical buffering agent; one of Good's buffers. It has a useful pH range of 6.0-7.2 in the physiological range, making it useful for cell culture work. It has a pKa of 6
Fosmanogepix is an experimental antifungal drug being developed by Pfizer. It is being investigated for its potential to treat various fungal infections including aspergillosis, candidaemia, and cocci
HEPBS (N-(2-Hydroxyethyl)piperazine-N'-(4-butanesulfonic acid)) is a zwitterionic organic chemical buffering agent; one of Good's buffers. HEPBS and HEPES have very similar structures and properties,
Tetrodotoxin (TTX) is a potent neurotoxin. Its name derives from Tetraodontiformes, an order that includes pufferfish, porcupinefish, ocean sunfish, and triggerfish; several of these species carry the
Hydrogen isocyanide
Hydrogen isocyanide is a chemical with the molecular formula HNC. It is a minor tautomer of hydrogen cyanide (HCN). Its importance in the field of astrochemistry is linked to its ubiquity in the inter
Ceftazidime, sold under the brand name Fortaz among others, is a third-generation cephalosporin antibiotic useful for the treatment of a number of bacterial infections. Specifically it is used for joi
Cylindrospermopsin (abbreviated to CYN, or CYL) is a cyanotoxin produced by a variety of freshwater cyanobacteria. CYN is a polycyclic uracil derivative containing guanidino and sulfate groups. It is
Diphthamide is a post-translationally modified histidine amino acid found in archaeal and eukaryotic elongation factor 2 (eEF-2).
Dimethylsulfoniopropionate (DMSP), is an organosulfur compound with the formula (CH3)2S+CH2CH2COO−. This zwitterionic metabolite can be found in marine phytoplankton, seaweeds, and some species of ter
Edelfosine (ET-18-O-CH3; 1-octadecyl-2-O-methyl-glycero-3-phosphocholine) is a synthetic alkyl-lysophospholipid (ALP). It has antineoplastic (anti-cancer) effects. Like all ALPs, it incorporates into
In chemistry, a zwitterion (/ˈtsvɪtəˌraɪən/ TSVIT-ə-rye-ən; from German Zwitter [ˈtsvɪtɐ] 'hermaphrodite'), also called an inner salt or dipolar ion, is a molecule that contains an equal number of pos
Cephaloridine (or cefaloridine) is a first-generation semisynthetic derivative of antibiotic cephalosporin C. It is a Beta lactam antibiotic, like penicillin. Its chemical structure contains 3 cephems
Perifosine (also KRX-0401) is a former drug candidate that was under development for a variety of cancer indications. It is an alkyl-phospholipid structurally related to miltefosine. Perifosine interr
Trigonelline is an alkaloid with chemical formula C7H7NO2. It is a zwitterion formed by the methylation of the nitrogen atom of niacin (vitamin B3). Trigonelline is a product of niacin metabolism that
Meldonium (INN; trade name Mildronate, among others) is a limited-market pharmaceutical, developed in 1970 by Ivars Kalviņš at the USSR Latvia Institute of Organic Synthesis, and now manufactured by t
Plakohypaphorines are halogenated indolic non-proteinogenic amino acids named for their similarity to hypaphorine (N,N,N-trimethyltryptophan). First reported in the Caribbean sponge Plakortis simplex
Isoionic point
The isoionic point is the pH value at which a zwitterion molecule has an equal number of positive and negative charges and no adherent ionic species. It was first defined by S.P.L. Sørensen, Kaj Ulrik
Polysulfobetaines are zwitterionic polymers that contain a positively charged quaternary ammonium and a negatively charged sulfonate group within one constitutional repeat unit. In recent years, polys
2-Hydroxy-3-morpholinopropanesulfonic acid
MOPSO is a zwitterionic organic chemical buffering agent; one of Good's buffers. MOPSO and MOPS (3-morpholinopropanesulfonic acid) are chemically similar, differing only in the presence of a hydroxyl
Arsenobetaine is an organoarsenic compound that is the main source of arsenic found in fish. It is the arsenic analog of trimethylglycine, commonly known as betaine. The biochemistry and its biosynthe
Bicine is an organic compound used as a buffering agent. It is one of Good's buffers and has a pKa of 8.35 at 20 °C. It is prepared by the reaction of glycine with ethylene oxide, followed by hydrolys
Burgess reagent
The Burgess reagent (methyl N-(triethylammoniumsulfonyl)carbamate) is a mild and selective dehydrating reagent often used in organic chemistry. It was developed in the laboratory of Edward M. Burgess
Tricine is an organic compound that is used in buffer solutions. The name tricine comes from tris and glycine, from which it was derived. It is a white crystalline powder that is moderately soluble in
Amino acid
Amino acids are organic compounds that contain both amino and carboxylic acid functional groups. Although hundreds of amino acids exist in nature, by far the most important are the alpha-amino acids,
Phosphocholine is an intermediate in the synthesis of phosphatidylcholine in tissues. Phosphocholine is made in a reaction, catalyzed by choline kinase, that converts ATP and choline into phosphocholi
Sucrononic acid
Sucrononic acid is a guanidino derivative artificial sweetener. It is one of the most potent sweeteners known, with a sweetness 200,000 times that of sucrose (table sugar). It has not been approved fo
Trimethylglycine is an amino acid derivative that occurs in plants. Trimethylglycine was the first betaine discovered; originally it was simply called betaine because, in the 19th century, it was disc