L-Aminohexanoate

Base Information

• Chemical Name: L-Aminohexanoate
• CAS No.: 327-57-1
• Molecular Formula: C6H13NO2
• Molecular Weight: 131.175
• Hs Code.: 29224995
• Mol file: 327-57-1.mol

Synonyms:L-Aminohexanoate;S-2-aminohexanoic acid;L-norleucine zwitterion;(2S)-2-ammoniohexanoate;CHEBI:58455;L-2-aminohexanoic acid zwitterion

Chemical Property of L-Aminohexanoate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.0188mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 23 ° (C=5, 5mol/L HCl)
• Boiling Point: 234 °C at 760 mmHg
• PKA: 2.335(at 25℃)
• Flash Point: 95.3 °C
• PSA: 63.32000
• Density: 1.038 g/cm³
• LogP: 1.28880
• Storage Temp.: Store at RT.
• Solubility.: 1.6 g/100 mL (23°C)
• Water Solubility.: 1.6 g/100 mL (23 ºC)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 131.094628657
• Heavy Atom Count: 9
• Complexity: 87.5

Purity/Quality:

98%, ^*data from raw suppliers

L-Norleucine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CCCC[C@@H](C(=O)[O-])[NH3+]
• Uses: As a non-essential amino acid, L-Norleucine can be used as internal standard in amino acid analysis. A non-essential amino acid. Used as internal standard in amino acid analysis.

Technology Process of L-Aminohexanoate

There total 59 articles about L-Aminohexanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-amino-(S,Z)-3-hexenoic acid hydrobromide (127644-00-2) → L-Norleucine (327-57-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 5h;

DOI:10.1016/S0040-4020(01)85141-3

Reference yield: 89.0%

(3S,5S)-2,3,5,6-tetrahydro-3-(3-butenyl)-5-phenyl-N-(benzyloxycarbonyl)-4H-1,4-oxazine-2-one (625824-28-4) → L-Norleucine (327-57-1)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; for 24h; under 2844.31 Torr;

DOI:10.1081/SCC-120021497

Reference yield: 82.0%

N-acetylnorleucine (7682-16-8) → L-Norleucine (327-57-1)

Guidance literature:

With lithium hydroxide; In water; at 37 ℃; for 16h; pH=7.2 , hog renal acylase;

DOI:10.1016/S0040-4020(01)86046-4

upstream raw materials:

For-Nle-OH

2-amino-hexanoic acid

N-acetylnorleucine

N-Acetyl-L-2-aminohexanoic acid

Downstream raw materials:

(S)-2-hydroxyhexanoic acid

N-benzenesulfonyl-L-norleucine

N-benzyloxycarbonyl-L-norleucine

N-Acetyl-L-2-aminohexanoic acid

Refernces

• 1、 Park, Eul-Soo,Park, Sae-Rom,Han, Sang-Woo,Dong, Joo-Young,Shin, Jong-Shik. "Structural determinants for the non-canonical substrate specificity of the ω-transaminase from paracoccus denitrificans". . p. 212 - 220. Retrieved 2014.
• 2、 Liu, Yayun,Meng, Lijun,Wu, Jianping,Yang, Lirong,Yin, Xinjian,Zhou, Haisheng. "Semi-rational hinge engineering: modulating the conformational transformation of glutamate dehydrogenase for enhanced reductive amination activity towards non-natural substrates". . p. 3376 - 3386. Retrieved 2020/06/09.
• 3、 Dennig, Alexander,Blaschke, Fabio,Gandomkar, Somayyeh,Tassano, Erika,Nidetzky, Bernd. "Preparative Asymmetric Synthesis of Canonical and Non-canonical α-amino Acids Through Formal Enantioselective Biocatalytic Amination of Carboxylic Acids". supporting information. . Retrieved 2019/02/09.