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184047

Sigma-Aldrich

(S)-(+)-Leucinol

96%

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Synonym(s):
(S)-2-Amino-4-methyl-1-pentanol, 2-Amino-4-methyl-1-pentanol, L-Leucinol
Linear Formula:
(CH3)2CHCH2CH(NH2)CH2OH
CAS Number:
7533-40-6
Molecular Weight:
117.19
Beilstein:
1719240
EC Number:
231-400-5
MDL number:
MFCD00063676
UNSPSC Code:
12352200
PubChem Substance ID:
24851088

Assay

96%

optical activity

[α]20/D +4°, c = 9 in ethanol

optical purity

ee: 99% (GLC)

reaction suitability

reaction type: solution phase peptide synthesis

refractive index

n20/D 1.4511 (lit.)

bp

198-200 °C/768 mmHg (lit.)

density

0.917 g/mL at 25 °C (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)C[C@H](N)CO

InChI

1S/C6H15NO/c1-5(2)3-6(7)4-8/h5-6,8H,3-4,7H2,1-2H3/t6-/m0/s1

InChI key

VPSSPAXIFBTOHY-LURJTMIESA-N

Application

Starting material for the synthesis of aminopeptidase N and phospholipase A2 inhibitors.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

195.8 °F

Flash Point(C)

91 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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C Bennion et al.
Journal of medicinal chemistry, 35(16), 2939-2951 (1992-08-07)
A series of substrate analogue inhibitors of pancreatic phospholipase A2 has been designed and synthesized. The compounds were tested in a novel dual-screening system based on parallel assays with monomeric and micellar substrates. Intermolecular nuclear Overhauser effects between vinylic protons
Chiral derivatives of xanthones and benzophenones: Synthesis, enantioseparation, molecular docking, and tumor cell growth inhibition studies.
Ye' Zaw Phyo et al.
Chirality, 33(4), 153-166 (2021-01-16)
Suraj Adhikari et al.
Chirality, 28(12), 789-794 (2016-11-30)
A convenient method using a fluorogenic agent, 4-chloro-7-nitro-1,2,3-benzoxadiazole (NBD-Cl), was developed for enantiomer separation of chiral aliphatic amines including amino alcohols by normal high-performance liquid chromatography. The enantiomer separation of chiral aliphatic amines as NBD derivatives was performed on six
Kevin X Chen et al.
Journal of medicinal chemistry, 52(5), 1370-1379 (2009-02-07)
The hepatitis C virus (HCV) infection is a leading cause of chronic liver disease. The moderate efficacy along with side effects of the current pegylated interferon and ribavirin combination therapy underscores the need for more effective and safer new treatment.
Michael Rapp et al.
Journal of the American Chemical Society, 132(51), 18051-18053 (2010-12-04)
Experiments have shown that enantiospecificity can be important in wetting. Measurements of droplet contact angles can be used to estimate the energy of enantiomeric discrimination.
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