L-Norleucine - ≥99% , CAS No.327-57-1

CAS: 327-57-1 Cat. No.: N109230 Molecular Weight: 131.17 Beilstein Registry Number: 1721750 EC Number: 206-321-4

GRADE & PURITY ≥99%

Synonyms

n-C4H9CH(NH2)COOH | (2S)-2-aminohexanoic acid | 2-Aminocaproate | Glycoleucine | (S)-2-aminohexanoate | (S)-2-amino-Hexanoate | AKOS006240047 | BRN 1721750 | .alpha.-Aminocaproic acid | Caprine | UNII-832C8OV84S | Hexanoic acid, 2-amino-, (S)- | M03242 |

Storage

Room temperature

Shipped In

Normal

Overview

L-Norleucine ((S)-2-Aminohexanoic acid) is an isomer of leucine, specifically affects protein synthesis in skeletal muscle, and has antivirus activity.

Specifications

Synonyms

n-C4H9CH(NH2)COOH | (2S)-2-aminohexanoic acid | 2-Aminocaproate | Glycoleucine | (S)-2-aminohexanoate | (S)-2-amino-Hexanoate | AKOS006240047 | BRN 1721750 | .alpha.-Aminocaproic acid | Caprine | UNII-832C8OV84S | Hexanoic acid, 2-amino-, (S)- | M03242 |

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

L-正亮氨酸是一种通常用作内标的合成氨基酸。

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488182679
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488182679
• Canonical Smiles: CCCCC(C(=O)O)N
• IUPAC Name: (2S)-2-aminohexanoic acid
• InChIKey: LRQKBLKVPFOOQJ-YFKPBYRVSA-N
• INCHI: 1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
• Isomeric SMILES: CCCC[C@@H](C(=O)O)N
• WGK Germany: 3
• RTECS: RC6308000
• Molecular Weight: 131.17
• Beilstein: 1721750
• Reaxy-Rn: 1721748
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1721748&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids
              • Level8 L-alpha-amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
• Direct Parent: L-alpha-amino acids
• Alternative Parents: Medium-chain fatty acids Amino fatty acids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Medium-chain fatty acid - Amino fatty acid - Fatty acid - Fatty acyl - Amino acid - Monocarboxylic acid or derivatives - Carboxylic acid - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Organic nitrogen compound - Amine - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
• External Descriptors: Amino fatty acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: souble in water
• Specific Rotation[α]: 23 ° (C=5, 5mol/L HCl)
• Melt Point(°C): 300°C
• Molecular Weight: 131.170 g/mol
• XLogP3: -1.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 131.095 Da
• Monoisotopic Mass: 131.095 Da
• Topological Polar Surface Area: 63.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 93.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lu Gao, Jia-Hua Zhang, Xiao-Xu Chen, Hui-Li Ren, Xiu-Ling Feng, Jia-Ling Wang, Jun-Hua Xiao.  (2019)  Combination of L-Arginine and L-Norvaline protects against pulmonary fibrosis progression induced by bleomycin in mice.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:30889486] [10.1016/j.biopha.2019.108768]

2. Qing Xiong, Jing Jin, Liqiong Lv, Zhisi Bu, Shengqiang Tong.  (2018)  Chiral ligand exchange countercurrent chromatography: Enantioseparation of amino acids.  JOURNAL OF SEPARATION SCIENCE,  41  (6): (1479-1488).  [PMID:29323783] [10.1002/jssc.201701117]

3. Zhang Qian, Wang Junsong, Liao Shanting, Li Pei, Xu Dingqiao, Lv Yan, Yang Minghua, Kong Lingyi.  (2017)  Optimization of Huang-Lian-Jie-Du-Decoction for Ischemic Stroke Treatment and Mechanistic Study by Metabolomic Profiling and Network Analysis.  Frontiers in Pharmacology,      [PMID:28400733] [10.3389/fphar.2017.00165]

4. Yuanhao Cai, Yulong Chen, Qijie Li, Liang Li, Haoxin Huang, Suying Wang, Weixing Wang.  (2017)  CO2 Hydrate Formation Promoted by a Natural Amino Acid l-Methionine for Possible Application to CO2 Capture and Storage.  Energy Technology,  5  (8): (1195-1199).  [PMID:] [10.1002/ente.201600731]

5. Jie Du, Chaoqun Li, Li Chai, Fabao Zhao, Lin Lv, Zongcheng Yang, Zhiyuan Zhao, Rong Gong, Liu Yang, Meng Wu, Meng Nie, Jihui Jia, Dongwei Kang, Chengjiang Gao, Wei Zhao, Mutian Jia.  (2026)  Asparagine sensing by TBK1 controls its phase separation to drive antiviral innate immune responses.  MOLECULAR CELL,  86  (4): (722-739).  [PMID:41653919] [10.1016/j.molcel.2026.01.010]

6. Min Hu, Yi Liu, Jing Cao, Sha Zhou, Xiaoyu Ma.  (2026)  Enhancing the HRPSoC Cycling Performance of Pure Lead Foil Lead-Acid Batteries Using Lysine as an Electrolyte Additive.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2026.148730]