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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13NO2
Molecular Weight 131.1729
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of D-Leucine

SMILES

CC(C)C[C@@H](N)C(O)=O

InChI

InChIKey=ROHFNLRQFUQHCH-RXMQYKEDSA-N
InChI=1S/C6H13NO2/c1-4(2)3-5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t5-/m1/s1

HIDE SMILES / InChI

Molecular Formula C6H13NO2
Molecular Weight 131.1729
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q01650
Gene ID: 8140.0
Gene Symbol: SLC7A5
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Uptake of [3H]L-serine in rat brain synaptosomal fractions.
2003-09-05
Expression and regulation of L-cystine transporter, system xc-, in the newly developed rat retinal Müller cell line (TR-MUL).
2003-09
Effects of acute tryptophan depletion on executive function in healthy male volunteers.
2003-08-04
Dietary protein reduction in sheep and goats: different effects on L-alanine and L-leucine transport across the brush-border membrane of jejunal enterocytes.
2003-08
Diagnosis of maple syrup urine disease by determination of L-valine, L-isoleucine, L-leucine and L-phenylalanine in neonatal blood spots by gas chromatography-mass spectrometry.
2003-07-25
Manipulation of CD98 expression affects both trophoblast cell fusion and amino acid transport activity during syncytialization of human placental BeWo cells.
2003-07-01
Regulation of L-leucine transport in rat kidney by dexamethasone and triiodothyronine.
2003-07
Sequence analysis and biochemical characterization of the nostopeptolide A biosynthetic gene cluster from Nostoc sp. GSV224.
2003-06-05
Regulatory effects of 5'-deoxypyridoxal on glutamate dehydrogenase activity and insulin secretion in pancreatic islets.
2003-06
Study of structure-function relationships in human glutamate dehydrogenases reveals novel molecular mechanisms for the regulation of the nerve tissue-specific (GLUD2) isoenzyme.
2003-05-14
High cell density cultivation of Brevibacterium linens and formation of proteinases and lipase.
2003-05
Transport of L-arginine and nitric oxide formation in human platelets.
2003-05
Functional and molecular characteristics of system L in human breast cancer cells.
2003-04-01
L-phenylalanine selectively depresses currents at glutamatergic excitatory synapses.
2003-04-01
Spinal gabapentin and antinociception: mechanisms of action.
2003-04
[Preparation and pharmaceutical properties of salcatonin dry powder inhalations].
2003-03
A comparative study on the rectal aminopeptidase enzymatic activities of different species.
2003-03
Inhibition of amino acid-mTOR signaling by a leucine derivative induces G1 arrest in Jurkat cells.
2003-02-07
Increased nitric oxide synthesis in uraemic platelets is dependent on L-arginine transport via system y(+)L.
2003-02
Noncovalent chiral domino effect on one-handed helix of nonapeptide containing a midpoint L-residue.
2003-01-14
Development of an orexin-2 receptor selective agonist, [Ala(11), D-Leu(15)]orexin-B.
2003-01-06
Involvement of the system L amino acid transporter on uptake of S-nitroso-L-cysteine, an endogenous S-nitrosothiol, in PC12 cells.
2003-01-01
Kynurenate production by cultured human astrocytes.
2003-01
Proteolytic activity of a yeast cell wall lytic Arthrobacter species.
2003
Biochemical characterization of the soluble alkaline phosphatase isolated from the venomous snake W. aegyptia.
2002-12
Monitoring the structural consequences of Phe12-->D-Phe and Leu15-->Aib substitution in human/rat corticotropin releasing hormone. Implications for design of CRH antagonists.
2002-12
Kinetics of sequential metabolism from D-leucine to L-leucine via alpha-ketoisocaproic acid in rat.
2002-12
Substitution of Ser for Arg-443 in the regulatory domain of human housekeeping (GLUD1) glutamate dehydrogenase virtually abolishes basal activity and markedly alters the activation of the enzyme by ADP and L-leucine.
2002-11-29
Protective effect of D-glucose, L-leucine and fetal calf serum against oxidative stress in neonatal pancreatic islets.
2002-11-20
Prediction of the bitterness of single, binary- and multiple-component amino acid solutions using a taste sensor.
2002-11-06
19F NMR study of the leucine-specific binding protein of Escherichia coli: mutagenesis and assignment of the 5-fluorotryptophan-labeled residues.
2002-11
Synthesis and conformational analysis of small peptides containing 6-endo-BT(t)L scaffolds as reverse turn mimetics.
2002-10-18
The stimulus-secretion coupling of amino acid-induced insulin release. Insulinotropic action of L-alanine.
2002-10-10
Studies on the macroscopic protonation constants of some alpha-amino acids in ethanol-water mixtures.
2002-10-01
[Studies on the cytological function of the biomembrane and the neurons].
2002-10
Cloning and characterization of an aromatic amino acid and leucine permease of Penicillium chrysogenum.
2002-09-20
Anti-AIDS agents 49. Synthesis, anti-HIV, and anti-fusion activities of IC9564 analogues based on betulinic acid.
2002-09-12
A continuous 96-well plate spectrophotometric assay for branched-chain amino acid aminotransferases.
2002-09-01
Lysine uptake by cloned hCAT-2B: comparison with hCAT-1 and with trophoblast surface membranes.
2002-09-01
The barbamide biosynthetic gene cluster: a novel marine cyanobacterial system of mixed polyketide synthase (PKS)-non-ribosomal peptide synthetase (NRPS) origin involving an unusual trichloroleucyl starter unit.
2002-08-21
A study of L-leucine, L-phenylalanine and L-alanine transport in the perfused rat mammary gland: possible involvement of LAT1 and LAT2.
2002-08-19
Effects of epidermal growth factor on placental amino acids uptake in pregnant rats.
2002-08
Genetic and physiological analysis of branched-chain alcohols and isoamyl acetate production in Saccharomyces cerevisiae.
2002-08
Glial induction of blood-brain barrier-like L-system amino acid transport in the ECV304 cell line.
2002-08
Synthesis and asymmetric reducing performance of chitin/dihydronicotinamide conjugates having glycine or L-leucine spacer arms.
2002-07-09
Oral amino-acid provision does not affect muscle strength or size gains in older men.
2002-07
Evaluation of the RBE4 cell line to explore carrier-mediated drug delivery to the CNS via the L-system amino acid transporter at the blood-brain barrier.
2002-06
Tumor necrosis factor-alpha mediates inhibitory effect of lipopolysaccharide on L-leucine intestinal uptake.
2002-06
Synthesis and anti-Helicobacter pylori activity of pyloricidin derivatives II. The combination of amino acid residues in the dipeptidic moiety and its effect on the anti-Helicobacter pylori activity.
2002-05
[Enantioseparation of twelve pharmaceutical racemates with high performance capillary electrophoresis using L-leucine as chiral selector].
2001-03
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:41:29 GMT 2025
Edited
by admin
on Mon Mar 31 23:41:29 GMT 2025
Record UNII
965COD96YA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
D-Leucine
Systematic Name English
NSC-77687
Preferred Name English
(R)-(-)-LEUCINE
Systematic Name English
LEUCINE, D-
Systematic Name English
D-LEUCINELEUCINE, D-
Common Name English
(R)-4-METHYL-2-AMINOPENTANOIC ACID
Systematic Name English
Code System Code Type Description
NSC
77687
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
CAS
328-38-1
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
CHEBI
143079
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID6046347
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
CHEBI
30005
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
CHEBI
28225
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-327-7
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
FDA UNII
965COD96YA
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
DRUG BANK
DB01746
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY
PUBCHEM
439524
Created by admin on Mon Mar 31 23:41:29 GMT 2025 , Edited by admin on Mon Mar 31 23:41:29 GMT 2025
PRIMARY