L-Norleucine

Names

[ CAS No. ]:
327-57-1

[ Name ]:
L-Norleucine

[Synonym ]:
L-2-Aminohexanoic acid
EINECS 206-321-4
(S)-Norleucine
Norleucine
(S)-2-amino-Hexanoic acid
(S)-(+)-2-Aminohexanoic acid
H-L-NLE-OH
Glycoleucine
H-L-NORLEUCINE
L-Norleucine
(S)-(+)-2-Aminohexanoic acid (S)-2-Aminocaproic acid
(S)-Aminohexanoic acid
(S)-a-Aminocaproic acid
L-2-Amino-hexanoic acid
L-Aminohexanoic acid
Norleucine, L-
(S)-2-Aminohexanoic acid
caprine
H-NLE-OH
H-ACPO(2)-OH
L-2-aminohexanoate
H-AHX(2)-OH
D,L-Norleucine
MFCD00064423
L(+)-Norleucine
(S)-2-aminocaproic acid
N-NORLEUCINE

Biological Activity

[Description]:

L-Norleucine is an isomer of leucine, specifically affects protein synthesis in skeletal muscle, and has antivirus activity.

[Related Catalog]:

Research Areas >> Infection

Natural Products >> Others

[Target]

Human Endogenous Metabolite

[In Vitro]

L-Norleucine is an isomer of leucine, specifically affecting protein synthesis in skeletal muscle[1]. L-Norleucine has antiviral activity. L-Norleucine interacts with hnRNPA2/B1 protein to suppresses the expressions of Twist1 and Snail, two inhibitors of E-cadherin, and promotes the expression of E-cadherin, resulting in the inhibition of tumor metastasis[2].

[References]

[1]. Schott KJ, et al. On the role of branched-chain amino acids in protein turnover of skeletal muscle. Studies in vivo with L-norleucine. Z Naturforsch C. 1985 May-Jun;40(5-6):427-37.

[2]. He T, et al. The homeostasis-maintaining metabolites from bacterial stress response to bacteriophage infection suppress tumor metastasis. Oncogene. 2018 Jun 20.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
234.0±23.0 °C at 760 mmHg

[ Melting Point ]:
300ºC

[ Molecular Formula ]:
C₆H₁₃NO₂

[ Molecular Weight ]:
131.173

[ Flash Point ]:
95.3±22.6 °C

[ Exact Mass ]:
131.094635

[ PSA ]:
63.32000

[ LogP ]:
0.92

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.465

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RC6308000

CHEMICAL NAME :: Norleucine, L-

CAS REGISTRY NUMBER :: 327-57-1

BEILSTEIN REFERENCE NO. :: 1721750

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C6-H13-N-O2

MOLECULAR WEIGHT :: 131.20

WISWESSER LINE NOTATION :: ZY4&VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 100 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 12,349,1971

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H317

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R43

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
RC6308000

[ HS Code ]:
29224995

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%

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