(2S)-2-aminohexanoic acid

• ChemBase ID: 4003
• Molecular Formular: C6H13NO2
• Molecular Mass: 131.17292
• Monoisotopic Mass: 131.09462866
• SMILES: CCCC[C@H](N)C(=O)O
• Canonical SMILES: CCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
• InChIKey: LRQKBLKVPFOOQJ-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-aminohexanoic acid
• IUPAC Traditional name: caprine
• Synonyms: (S)-2-Aminohexanoic Acid; (S)-Norleucine; (S)-α-Aminohexanoic Acid; 2-Aminocaproic Acid; 2-Aminohexanoic Acid; Caprine; Glycoleucine; L-(+)-Norleucine; NSC 10378; NSC 74430; Norleucine; α-Aminocaproic Acid; Norleucine; L-2-Aminohexanoic acid; (S)-(+)-2-Aminohexanoic acid, (S)-2-Aminocaproic acid; L-NORLEUCINE; (S)-(+)-2-Aminohexanoic acid; (S)-2-Aminocaproic acid; L-Norleucine; H-Nle-OH; L-(+)-Norleucine; L-(+)-己氨酸

Database IDs

• CAS Number: 327-57-1
• EC Number: 206-321-4
• MDL Number: MFCD00064423
• Beilstein Number: 1721750
• Merck Index: 146706
• PubChem SID: 24897682; 24897796; 160967438; 46507238
• PubChem CID: 21236; 456468

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.787851
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.4290233
• LogD (pH = 7.4): -1.431352
• Log P: -1.4286288
• Molar Refractivity: 34.2233 cm^3
• Polarizability: 13.835553 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.74
• LOG S: -0.17
• Solubility (Water): 8.91e+01 g/l

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.); >300°C; 301°C
• Optical Rotation: [α]20/D +23±1°, c = 5% in 5 M HCl; +23 (c=5 in 5N HCl)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: RC6308000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98% (TLC); ≥99.0% (NT); 98%; 99%
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (GC)
• Suitability: suitable for amino acid analysis
• Linear Formula: CH3(CH2)3CH(NH2)CO2H

DETAILS

MP Biomedicals - 02151775

Crystalline
Purity: 99%

DrugBank - DB04419

• Drug Groups: experimental
• Description: An unnatural amino acid that is used experimentally to study protein structure and function. It is structurally similar to METHIONINE, however it does not contain SULFUR. [PubChem]

Sigma Aldrich - N8513

Application
Highly purified internal standard for all amino acid analysis methods.
Other Notes
Non-essential amino acid.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N8513.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - N6877

Other Notes
Non-essential amino acid.
包装
1, 5, 10 g in poly bottle
Biochem/physiol Actions
L-Norleucine is a synthetic amino acid commonly used as an internal standard.

Sigma Aldrich - 74560

Application
As internal standard in amino acid analysis1,2,3
Other Notes
Non-essential amino acid.

Toronto Research Chemicals - N712000

A non-essential amino acid. Used as internal standard in amino acid analysis.

REFERENCES

• Robertson, D., et al.: Toxicol. Sci., 85 (2005)
• Pan, Z., et al.: Anal. Bioanal. Chem., 387, 525 ( 2007),
• Internal standard for amino acid analysis: Anal. Biochem., 150, 174 (1985).