L-2-Aminobutyric acid - ≥99% , CAS No.1492-24-6

CAS: 1492-24-6 Cat. No.: A109788 Peso molecular: 103.12 Beilstein Registry Number: 1720935 Número EC: 216-083-3

GRADE & PURITY ≥99%

Synonyms

h-2-abu-oh | L-2-aminobutyrate | MFCD00064415 | (2S)-2-aminobutanoate | MFCD00037788 | s6203 | (+)-alpha-Aminobutyric acid | 1,3-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione-4-hydrazone | h-abu(2)-oh | AM20080375 | C02356 | J-300325 | (S)-amino butyric acid

Storage

Room temperature

Shipped In

Normal

Descripción general

application：

L-(+)-2-Aminobutyric acid is used in the biosynthesis of nonribosomal peptides. It acts as a receptor antagonist. It is also used as a chiral reagent. Further, it is used in the determination of substrate of glutamyl cysteine acid synthase. In addition to this, it is also utilized as a drug intermediate.

Specifications

Sinónimos

h-2-abu-oh | L-2-aminobutyrate | MFCD00064415 | (2S)-2-aminobutanoate | MFCD00037788 | s6203 | (+)-alpha-Aminobutyric acid | 1, 3-Dimethyl-2, 4, 6(1H, 3H, 5H)-pyrimidinetrione-4-hydrazone | h-abu(2)-oh | AM20080375 | C02356 | J-300325 | (S)-amino butyric acid

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 488185836
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185836
• Sonrisas canónicas: CCC(C(=O)O)N
• IUPAC Name: (2S)-2-aminobutanoic acid
• InChIKey: QWCKQJZIFLGMSD-VKHMYHEASA-N
• INCHI: 1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
• Isómeros SMILES: CC[C@@H](C(=O)O)N
• WGK Alemania: 3
• Peso molecular: 103.12
• Beilstein: 1720935
• Reaxy-Rn: 635889
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=635889&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase 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
• Clase: 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: Fatty acids and conjugates 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 - Fatty acid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Primary aliphatic amine - Organic nitrogen compound - Carbonyl group - Aliphatic acyclic compound
• Descripción: 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

Objetivos asociados (humanos)

SLC36A1 Tchem Proton-coupled amino acid transporter 1 (102 Activities)

Discover Target: SLC36A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water and acetic acid. Slightly soluble in alcohol and ether.
• Rotación específica [α]: +18.5 to +22.0 deg(C=5, HCl(2+1))
• Punto de fusión (°C): 300°C
• Peso molecular: 103.120 g/mol
• XLogP3: -2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 103.063 Da
• Monoisotopic Mass: 103.063 Da
• Topological Polar Surface Area: 63.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 72.100
• 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

Referencias

1. Yiwei Zhu, Jian Kang, Die Gao, Bingtong Chen, Yi Nie, Hui Wang, Xiaowen Wu.  (2023)  Alcoholamine enhanced fractionation of cellulose from lignocellulosic biomass in ionic liquids.  PHYSICAL CHEMISTRY CHEMICAL PHYSICS,  25  (45): (31444-31456).  [PMID:37962388] [10.1039/D3CP01757E]

2. Han Yan, Pengchao Xu, He Ma, Yanan Li, Runfeng Zhang, Hailin Cong, Bing Yu, Youqing Shen.  (2023)  Enzyme-triggered transcytosis of drug carrier system for deep penetration into hepatoma tumors.  BIOMATERIALS,      [PMID:37385137] [10.1016/j.biomaterials.2023.122213]

3. Wei Luo, Jiagui Hu, Jiapeng Lu, Huili Zhang, Xiaoping Wang, Yuantao Liu, Liqing Dong, Xiaobin Yu.  (2021)  One pot cascade synthesis of L-2-aminobutyric acid employing ω-transaminase from Paracoccus pantotrophus.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2021.111890]

4. Liuzhu Wang, Shiqing Diao, Yangyang Sun, Shuiqin Jiang, Yan Liu, Hualei Wang, Dongzhi Wei.  (2021)  Rational engineering of Acinetobacter tandoii glutamate dehydrogenase for asymmetric synthesis of L-homoalanine through biocatalytic cascades.  Catalysis Science & Technology,  11  (12): (4208-4215).  [PMID:] [10.1039/D1CY00376C]

5. Jiajie Chen, Rongshuai Zhu, Junping Zhou, Taowei Yang, Xian Zhang, Meijuan Xu, Zhiming Rao.  (2021)  Efficient single whole-cell biotransformation for L-2-aminobutyric acid production through engineering of leucine dehydrogenase combined with expression regulation.  BIORESOURCE TECHNOLOGY,      [PMID:33540211] [10.1016/j.biortech.2021.124665]

6. Wenchan Deng, Rongrong Huang, Yuanjiang Pan, Cuirong Sun.  (2024)  Dynamic profiling of intra- and extra-cellular L/D-amino acids metabolism in colorectal cell and intestinal epithelial cell.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:39657277] [10.1016/j.jpba.2024.116622]

7. Chen Qi, Wenke Yang, Fuyan He, Jinshui Yao.  (2020)  The Thermal Properties and Degradability of Chiral Polyester-Imides Based on Several l/d-Amino Acids.  Polymers,  12  (9): (2053).  [PMID:32916788] [10.3390/polym12092053]