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Merck
CN

184047

Sigma-Aldrich

(S)-(+)-Leucinol

96%

Synonym(s):

(S)-2-Amino-4-methyl-1-pentanol, 2-Amino-4-methyl-1-pentanol, L-Leucinol

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About This Item

Linear Formula:
(CH3)2CHCH2CH(NH2)CH2OH
CAS Number:
Molecular Weight:
117.19
Beilstein:
1719240
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
David Schachter et al.
American journal of physiology. Heart and circulatory physiology, 282(3), H1135-H1148 (2002-02-09)
Rat aortic endothelium is differentiated regionally for three signal pathways capable of regulating the cGMP content of the underlying smooth muscle. Formation of nitric oxide (NO) from L-arginine and of glutamate from L-leucine increase cGMP; however, formation of prostaglandin H2
Klaus Ringsborg Westphal et al.
Toxins, 11(5) (2019-05-19)
Fungal non-ribosomal peptide synthetase (NRPS) clusters are spread across the chromosomes, where several modifying enzyme-encoding genes typically flank one NRPS. However, a recent study showed that the octapeptide fusaoctaxin A is tandemly synthesized by two NRPSs in Fusarium graminearum. Here

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