6300-78-3

Basic information

• Product Name: (S)-2-AMINO-2-ETHYLHEXANOIC ACID
• Synonyms: (S)-2-AMINO-2-ETHYLHEXANOIC ACID;DL-Norleucine, 2-ethyl-;QUDXVGQYPUXXER-UHFFFAOYSA-N
• CAS NO: 6300-78-3
• Molecular Formula: C8H17NO2
• Molecular Weight: 159.23
• Mol File: 6300-78-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 260.9°C at 760 mmHg
• Flash Point: 111.6°C
• Appearance: /
• Density: 1.001g/cm³
• Vapor Pressure: 0.00356mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: (S)-2-AMINO-2-ETHYLHEXANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-AMINO-2-ETHYLHEXANOIC ACID(6300-78-3)
• EPA Substance Registry System: (S)-2-AMINO-2-ETHYLHEXANOIC ACID(6300-78-3)

Safety Data

• Hazardous Substances Data: 6300-78-3(Hazardous Substances Data)

Usage

General Description

(S)-2-AMINO-2-ETHYLHEXANOIC ACID, also known as leucine, is an essential amino acid that is necessary for protein synthesis and overall growth and repair of the body. It is one of the three branched-chain amino acids and is commonly found in many types of food, including meat, dairy products, and legumes. Leucine plays a crucial role in regulating blood sugar levels, contributing to the healing of tissues and bones, and providing energy for muscles during exercise. Additionally, it has been linked to improved cognitive function and the prevention of muscle loss during aging. Due to its numerous health benefits, leucine is commonly used as a dietary supplement for athletes and individuals looking to optimize their muscle growth and overall physical performance.

InChI:InChI=1/C8H17NO2/c1-3-5-6-8(9,4-2)7(10)11/h3-6,9H2,1-2H3,(H,10,11)

Upstream product

• 106-35-4 heptan-3-one 
• 75024-35-0 5-butyl-5-ethyl-imidazolidine-2,4-dione 
• 58577-05-2 2-amino-2-ethylhexanonitrile 

Downstream Products

• 152802-65-8 (+/-)-ethyl 2-amino-2-ethylhexanoate 
• 164262-42-4 ethyl (S)-2-amino-2-ethylhexanoate 
• 114781-14-5 (R)-2-amino-2-ethylhexanoic acid 
• 114781-15-6 (S)-2-amino-2-ethylhexanoic acid 

Relevant articles and documents

The first fully planar C5-conformation of homooligopeptides prepared from a chiral α-ethylated α,α-disubstituted amino acid: (S)-butylethylglycine (=(2S)-2-amino-2-ethylhexanoic acid)

An optically active α-ethylated α,α-disubstituted amino acid, (S)-butylethylglycine (=(2S)-2-amino-2-ethylhexanoic acid; (S)-Beg; (S)-2), was prepared starting from butyl ethyl ketone (1) by the Strecker method and enzymatic kinetic resolution of the racemic amino acid. Homooligopeptides containing (S)-Beg (up to hexapeptide) were synthesized by conventional solution methods. An ethyl ester was used for the protection at the C-terminus, and a trifluoroacetyl group was used for the N-terminus of the peptides. The structures of tri-and tetrapeptides 5 and 6 in the solid state were solved by X-ray crystallographic analysis, and were shown to have a bent planar C5-conformation (tripeptide) and a fully planar C5-conformation (tetrapeptide) (see Figs. 1 and 2, resp.). The IR and 1H-NMR spectra of hexapeptide 8 revealed that the dominant conformation in CDCl3 solution was also a fully planar C5-conformation. These results show for the first time that the preferred conformation of homopeptides containing a chiral α-ethylated α,α-disubstituted amino acid is a planar C5-conformation.