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L-leucine

Names

[ CAS No. ]:
61-90-5

[ Name ]:
L-leucine

[Synonym ]:
MFCD00002617
Glusate
H-L-GLU-OH
Leucine
L-GLU
(l)-leucine
EINECS 200-522-0
H-GLU-OH
[14C]-L-(+)-Leucine
GLU
[14C]-L-Glutamic acid
L-2-Amino-4-methylpentanoic acid
(2S)-α-Leucine
GLUTACID
4-Methyl-L-norvaline
LEUCINE, L-
l-Leu
Leucinum
[3H]-L-Glutamic acid
Leucine (USP)
L-Leucine
S-leucine
QVYZ1Y1&1 &&L or S Form
2-Amino-4-methylpentanoic acid, (S)-
H-Leu-OH
(S)-2-amino-4-methyl-pentanoic acid
L-(+)-glutamic acid
(S)-(+)-Leucine
Aciglut
(S)-leucine
glutamic
L-(-)-2-Amino-4-methylpentanoic acid
LEU
Glutaton

Biological Activity

[Description]:

L-Leucine is an essential branched-chain amino acid (BCAA), which activates the mTOR signaling pathway[1].

[Related Catalog]:

Signaling Pathways >> PI3K/Akt/mTOR >> mTOR
Natural Products >> Others
Research Areas >> Metabolic Disease

[Target]

mTORC1


[In Vitro]

L-Leucine (10 mM) treatment impairs endocrine progenitor cell development[1]. In E13.5 rat pancreatic explants, in absence of added L-Leucine, Ngn3 mRNA levels increased after 1 day of culture, peaked on day 3, and then decreased. When L-Leucine is added, a dramatic decrease is observed in Ngn3 mRNA levels. This decrease in Ngn3 mRNA levels was paralleled by a decrease in the number of Ngn3-expressing cells (4728±408 vs. 959±28; P<0.01). Finally, L-Leucine also caused a dose-dependent repressive effect on the mRNA levels of the three genes, namely Ngn3, its target Insm1, and insulin[1]. Leucine stimulates protein synthesis in skeletal muscle of neonatal pigs by enhancing mTORC1 activation. L-Leucine increases intracellular HIF-1α levels and activates the HIF-1α signaling pathway, and these two effects are mediated by the mTOR signaling pathway. This process results in Ngn3 repression and, consequently, decreases β-cell differentiation[1].

[References]

[1]. Rachdi L, et al. L-leucine alters pancreatic β-cell differentiation and function via the mTor signaling pathway. Diabetes. 2012 Feb;61(2):409-17.


[Related Small Molecules]

Rapamycin (Sirolimus) | Torin 1 | MHY1485 | Sapanisertib (MLN0128) | AZD8055 | Dactolisib (BEZ235) | Vistusertib (AZD2014) | Torkinib (PP242) | LY3023414 | Torin 2 | GSK2126458(GSK458) | PF-04691502 | Salidroside | PQR-309 | OSI-027

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

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

[ Melting Point ]:
286-288 ºC

[ 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

[ Water Solubility ]:
22.4 g/L (20 C)

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OH2850000
CHEMICAL NAME :
Leucine, L-
CAS REGISTRY NUMBER :
61-90-5
LAST UPDATED :
199706
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C6-H13-N-O2
MOLECULAR WEIGHT :
131.20
WISWESSER LINE NOTATION :
QVYZ1Y1&1 -L

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 :
5379 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - body temperature decrease
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2620 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
138 gm/kg
SEX/DURATION :
female 5-15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
90 mg/kg
SEX/DURATION :
female 1-6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - other developmental abnormalities
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
90 mg/kg
SEX/DURATION :
female 1-6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - body wall
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
90 mg/kg
SEX/DURATION :
female 1-6 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
60 mg/kg
SEX/DURATION :
female 6-9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
60 mg/kg
SEX/DURATION :
female 6-9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Specific Developmental Abnormalities - urogenital system

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Human Lymphocyte
DOSE/DURATION :
10 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 372,75,1996 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 5 mg/m3 JAN 1993 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81818 No. of Facilities: 53 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 750 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81818 No. of Facilities: 1037 (estimated) No. of Industries: 4 No. of Occupations: 18 No. of Employees: 21979 (estimated) No. of Female Employees: 16153 (estimated)

Safety Information

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

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
OH2850000

[ HS Code ]:
29224995

Synthetic Route

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%

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