Structure via PubChem · Public domain (PubChem)
L-selenocysteine
Sign in to saveAlso known as 3-selenyl-L-alanine, selenocysteine, 3-selanyl-2-aminopropanoic acid, selenium cysteine, Sec
thumb|Selenocysteine ball and stick model spinning Selenocysteine (symbol Sec or U, in older publications also as Se-Cys) is the 21st proteinogenic amino acid. Selenoproteins contain selenocysteine residues. Selenocysteine is an analogue of the more common cysteine with selenium in place of the sulfur.
OverviewAI-generated
L-selenocysteine is a chemical compound with the formula C₃H₇NO₂Se. Its IUPAC name is (2R)-2-amino-3-selanylpropanoic acid. The molecule has a mass of 168.964 and a weight of 168.06. It possesses a charge of 0, with 2 hydrogen bond donors and 3 hydrogen bond acceptors. The topological polar surface area is 63.3.
The canonical SMILES notation for the compound is C(C(C(=O)O)N)[SeH], while the isomeric SMILES is C([C@@H](C(=O)O)N)[SeH]. It is associated with a PubMed query count of 3544. The subject is referenced by 284 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C3H7NO2Se
- Molecular weight
- 168.06 g/mol
- IUPAC name
- (2R)-2-amino-3-selanylpropanoic acid
- SMILES
- C([C@@H](C(=O)O)N)[SeH]
- InChIKey
- ZKZBPNGNEQAJSX-REOHCLBHSA-N
- Polar surface area
- 63.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
3,544 papersvia PubMed
Wikidata facts
- Has part
- oxygen
- Mass
- 168.964
Show 6 more facts
- found in taxon
- Onion
- chemical formula
- C₃H₇NO₂Se
- subject has role
- primary metabolite
- Commons category
- Selenocysteine
- canonical SMILES
- C(C(C(=O)O)N)[SeH]
- isomeric SMILES
- C([C@@H](C(=O)O)N)[SeH]
via Wikidata · CC0
~7 min read
Encyclopedic overview
13 sectionsContents
- Chemistry
- Structure
- Biology
- Production
- Selenoproteins
- Breakdown
- Toxicity
- Derivatives
- Applications
- See also
- References
- Further reading
- External links
thumb|Selenocysteine ball and stick model spinning Selenocysteine (symbol Sec or U, in older publications also as Se-Cys) is the 21st proteinogenic amino acid. Selenoproteins contain selenocysteine residues. Selenocysteine is an analogue of the more common cysteine with selenium in place of the sulfur.
Selenocysteine is present in several enzymes (for example glutathione peroxidases, tetraiodothyronine 5′ deiodinases, thioredoxin reductases, formate dehydrogenases, glycine reductases, selenophosphate synthetase 2, methionine-R-sulfoxide reductase B1 (SEPX1), and some hydrogenases). It occurs in all three domains of life, including important enzymes (listed above) present in humans.
Excerpted from Wikipedia’s “L-selenocysteine” article, available under the CC BY-SA 4.0 licence.