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Merck
CN

184047

(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:
7533-40-6
Molecular Weight:
117.19
EC Number:
231-400-5
UNSPSC Code:
12352200
PubChem Substance ID:
24851088
Beilstein/REAXYS Number:
1719240
MDL number:
MFCD00063676

Key Documents

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InChI key

VPSSPAXIFBTOHY-LURJTMIESA-N

InChI

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

SMILES string

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

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

Application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

195.8 °F - closed cup

flash_point_c

91 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
17923HU
15608HO
10501CG
06509KI
04509HI

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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
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
P T Pham et al.
Journal of cellular biochemistry, 79(3), 427-441 (2000-09-06)
Enhanced phosphorylation of the ribosomal protein s6 kinase, p70(s6k), and the translational repressor, 4E-BP1, are associated with either insulin-induced or amino acid-induced protein synthesis. Hyperphosphorylation of p70(s6k) and 4E-BP1 in response to insulin or amino acids is mediated through the
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)
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