CHEBI:53174 - N-bromosuccinimide

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ChEBI Name N-bromosuccinimide
ChEBI ID CHEBI:53174
ChEBI ASCII Name N-bromosuccinimide
Definition A five-membered cyclic dicarboximide compound having a bromo substituent on the nitrogen atom.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Colin Batchelor
Supplier Information ChemicalBook:CB4365169, eMolecules:499483
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Leucine (symbol Leu or L) is an essential amino acid that is used in the biosynthesis of proteins. Leucine is an α-amino acid, meaning it contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO− form under biological conditions), and a side chain isobutyl group, making it a non-polar aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it; it must be obtained from the diet. Human dietary sources are foods that contain protein, such as meats, dairy products, soy products, and beans and other legumes. It is encoded by the codons UUA, UUG, CUU, CUC, CUA, and CUG. Leucine is named after the Greek word for "white": λευκός (leukós, "white"), after its common appearance as a white powder, a property it shares with many other amino acids. Like valine and isoleucine, leucine is a branched-chain amino acid. The primary metabolic end products of leucine metabolism are acetyl-CoA and acetoacetate; consequently, it is one of the two exclusively ketogenic amino acids, with lysine being the other. It is the most important ketogenic amino acid in humans. Leucine and β-hydroxy β-methylbutyric acid, a minor leucine metabolite, exhibit pharmacological activity in humans and have been demonstrated to promote protein biosynthesis via the phosphorylation of the mechanistic target of rapamycin (mTOR).
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Formula C4H4BrNO2
Net Charge 0
Average Mass 177.98400
Monoisotopic Mass 176.94254
InChI InChI=1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
InChIKey PCLIMKBDDGJMGD-UHFFFAOYSA-N
SMILES BrN1C(=O)CCC1=O
Roles Classification
Application(s): reagent
A substance used in a chemical reaction to detect, measure, examine, or produce other substances.
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ChEBI Ontology
Outgoing N-bromosuccinimide (CHEBI:53174) has functional parent succinimide (CHEBI:9307)
N-bromosuccinimide (CHEBI:53174) has role reagent (CHEBI:33893)
N-bromosuccinimide (CHEBI:53174) is a dicarboximide (CHEBI:35356)
N-bromosuccinimide (CHEBI:53174) is a organobromine compound (CHEBI:37141)
N-bromosuccinimide (CHEBI:53174) is a pyrrolidinone (CHEBI:38275)
IUPAC Name
1-bromopyrrolidine-2,5-dione
Synonyms Sources
1-Bromo-2,5-pyrrolidine-dione NIST Chemistry WebBook
1-bromo-2,5-pyrrolidinedione ChEBI
N-Bromosuccimide ChemIDplus
N-Bromosuccinimide ChemIDplus
NBS ChemIDplus
Succinbromide ChemIDplus
Succinbromimide ChemIDplus
Succinibromimide ChemIDplus
Manual Xrefs Databases
N-Bromosuccinimide Wikipedia
N-BROMOSUCCINIMIDE MetaCyc
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Registry Numbers Types Sources
113916 Reaxys Registry Number Reaxys
128-08-5 CAS Registry Number NIST Chemistry WebBook
128-08-5 CAS Registry Number ChemIDplus
26634 Gmelin Registry Number Gmelin
Citations
Last Modified
31 March 2014