H-D-Leu-OH

Names

[ CAS No. ]:
328-38-1

[ Name ]:
H-D-Leu-OH

[Synonym ]:
leucine
D-Leucine
MFCD00063088
(R)-2-Amino-4-methylpentanoic acid
(2R)-2-amino-4-methylpentanoic acid
ent-1
H-Leu-OH
D-Homo-valine
D-2-Amino-4-methylvaleric acid
H-D-Leu-OH
(R)-2-Amino-4-methyl-pentanoic acid
Leucine, D-
EINECS 206-327-7
D-2-Amino-4-methylpentanoicacid

Biological Activity

[Description]:

D-Leucine is a more potent anti-seizure agent than L-leucine. D-leucine potently terminates seizures even after the onset of seizure activity. D-leucine, but not L-leucine, reduces long-term potentiation but had no effect on basal synaptic transmission in vitro[1].

[Related Catalog]:

Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

In a screen of candidate neuronal receptors, D-leucine failed to compete for binding by cognate ligands, potentially suggesting a novel target. Even at low doses, D-leucine suppressed ongoing seizures at least as effectively as diazepam but without sedative effects. These studies raise the possibility that D-leucine may represent a new class of anti-seizure agents, and that D-leucine may have a previously unknown function in eukaryotes[1].

[References]

[1]. Xiaoyu Cao, et al. Combination of PARP Inhibitor and Temozolomide to Suppress Chordoma Progression. J Mol Med (Berl). 2019 Aug;97(8):1183-1193

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
225.8±23.0 °C at 760 mmHg

[ Melting Point ]:
> 300ºC

[ Molecular Formula ]:
C₆H₁₃NO₂

[ Molecular Weight ]:
131.173

[ Flash Point ]:
90.3±22.6 °C

[ Exact Mass ]:
131.094635

[ PSA ]:
63.32000

[ LogP ]:
0.73

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.463

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OH2840000

CHEMICAL NAME :: Leucine, D-

CAS REGISTRY NUMBER :: 328-38-1

LAST UPDATED :: 199709

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C6-H13-N-O2

MOLECULAR WEIGHT :: 131.20

WISWESSER LINE NOTATION :: QVYZ1Y1&1 -D

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6429 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease

REFERENCE :: ABBIA4 Archives of Biochemistry and Biophysics. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.31- 1951- Volume(issue)/page/year: 64,319,1956

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
22-24/25-36-26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
OH2840000

[ HS Code ]:
2922499990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Defining transcribed regions using RNA-seq.

Nat. Protoc. 5 , 255-66, (2010)

Next-generation sequencing technologies are revolutionizing genomics research. It is now possible to generate gigabase pairs of DNA sequence within a week without time-consuming cloning or massive inf...

Dietary leucine--an environmental modifier of insulin resistance acting on multiple levels of metabolism.

PLoS ONE 6(6) , e21187, (2011)

Environmental factors, such as the macronutrient composition of the diet, can have a profound impact on risk of diabetes and metabolic syndrome. In the present study we demonstrate how a single, simpl...

Potent anti-seizure effects of D-leucine.

Neurobiol. Dis. 82 , 46-53, (2015)

There are no effective treatments for millions of patients with intractable epilepsy. High-fat ketogenic diets may provide significant clinical benefit but are challenging to implement. Low carbohydra...