Substance

ID:41

Names and Identifiers
IUPAC name
(2S)-2-amino-5-(carbamoylamino)pentanoic acid
Synonyms
L-CitrullineN5-carbamylornithineSitrullineN5-carbamoylornithineN5-Carbamoyl-L-ornithine2-Amino-5-uredovaleric acidCitrullineN5-(Aminocarbonyl)ornithinedelta-Ureidonorvaline
IUPAC Traditional name
L-citrulline
Registration numbers
CAS Number
PubChem SID
PubChem CID
Properties
Physical Property
Hydrophobicity(logP)
-3.9
Solubility
200 g/L (at 20 oC)
Molecule Details
Drug Groups
approved; nutraceutical
Description
Citrulline is an amino acid. It is made from ornithine and carbamoyl phosphate in one of the central reactions in the urea cycle. It is also produced from arginine as a by-product of the reaction catalyzed by NOS family. Its name is derived from citrullus, the Latin word for watermelon, from which it was first isolated.
Indication
Used for nutritional supplementation, also for treating dietary shortage or imbalance.
Pharmacology
A non-essential amino acid and a precursor of arginine. Citrulline supplements have been claimed to promote energy levels, stimulate the immune system and help detoxify ammonia (a cell toxin). L-citrulline is made from L-ornithine and carbamoyl phosphate in one of the central reactions in the urea cycle. It is also produced from L-arginine as a by-product of the reaction catalyzed by the enzyme NO synthase. L-citrulline, while being an amino acid, is not involved in protein synthesis and is not one of the amino acids coded for by DNA. Although citrulline cannot be incorporated in proteins during protein synthesis, several proteins are known to contain citrulline as an amino acid. These citrulline residues are generated by a family of enzymes called peptidylarginine deiminases (PADs), which convert the amino acid arginine into citrulline. Proteins that contain citrulline residues include myelin basic protein (MBP), fillagrin and several histone proteins.
Affected Organisms
Humans and other mammals
Molecular Spectra
No Data Available
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References
No Data Available
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