L-685,458

Term ID

CHEBI:74921

Synonyms

(1S,2R,4R)-{1-benzyl-4-[1-(1S)-carbamoyl-(2-phenylethylcarbamoyl)-(1S)-3-methylbutylcarbamoyl]-2-hydroxy-5-phenylpentyl}carbamic acid tert-butyl ester
(5S)-[tert-butoxycarbonylamino-6-phenyl-(4R)-hydroxy-(2R)-benzylhexanoyl]-L-Leu-L-Phe-NH2
L-685458
N-{(2R,4R,5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhexanoyl}-L-leucyl-L-phenylalaninamide
{(1S)-benzyl-(4R)-[1-((1S)-carbamoyl-2-phenyl-ethylcarbamoyl)-(1S)-3-methyl-butyl-carbamoyl]-(2R)-hydroxy-5-phenyl-pentyl} carbamic acid tert-butyl ester
{1(S)-benzyl-4(R)-[1-(1(S)-carbamoyl-2-phenylethylcarbamoyl)-1(S)-3-methyl-butylcarbamoyl]-2(R)-hydroxy-5-phenylpentyl}carbamic acid tert-butyl ester

Definition

A peptide and carboxamide that is L-leucyl-L-phenylalaninamide, L-Leu-L-Phe-NH2, which has been acylated on the N-terminus by a Phe-Phe hydroxyethylene dipeptide isotere, 2R-benzyl-5S-tert-butoxycarbonylamino-4R-hydroxy-6-phenylhexanoic acid. Compounds based on the structure of L-685,458 are potent inhibitors of gamma-secretase, which mediates the final catalytic step that generates the amyloid beta-peptide (Abeta), which assembles into the neurotoxic aggregates in the brains of sufferers of Alzheimer's disease.

References

Ontology

ChEBI ( EBI )

Relationships

is a type of: carbamate ester monocarboxylic acid amide peptide secondary alcohol

carbamate ester monocarboxylic acid amide peptide secondary alcohol Show first 5 Terms
has_part: tert-butoxycarbonyl group

tert-butoxycarbonyl group Show first 5 Terms
has_role: EC 3.4.23.46 (memapsin 2) inhibitor peptidomimetic

EC 3.4.23.46 (memapsin 2) inhibitor peptidomimetic Show first 5 Terms
inverse has_functional_parent: GCB

GCB Show first 5 Terms

Phenotype

Phenotype resulting from L-685,458

Phenotype where environments contain L-685,458

Phenotype modified by environments containing L-685,458

Human Disease / Model Data

Citations