L-Homoserine - ≥98% , CAS No.672-15-1

CAS: 672-15-1 Cat. No.: H105430 Molecular Weight: 119.12 Beilstein Registry Number: 1721681 EC Number: 211-590-6

GRADE & PURITY ≥98%

Synonyms

EN300-75344 | MFCD00063090 | s3118 | (S)-2-Amino-4-hydroxybutyric acid | DTXSID5075159 | (2S)-2-ammonio-4-hydroxybutanoate | 09EC5004-E0F7-4325-B392-59A264DAF51F | 6KA95X0IVO | (S)-(-)-2-AMINO-4-HYDROXYBUTYRIC ACID | (S)-2-Amino-4-hydroxybutanoate | (S)-2

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

L-Homoserine is a variant of serine with an additional carbon on its side chain.

Specifications

Synonyms

EN300-75344 | MFCD00063090 | s3118 | (S)-2-Amino-4-hydroxybutyric acid | DTXSID5075159 | (2S)-2-ammonio-4-hydroxybutanoate | 09EC5004-E0F7-4325-B392-59A264DAF51F | 6KA95X0IVO | (S)-(-)-2-AMINO-4-HYDROXYBUTYRIC ACID | (S)-2-Amino-4-hydroxybutanoate | (S)-2

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

L-homoserine is synthesized by an oxidation process catalyzed by homoserine dehydrogenase. This is one of the steps in the synthesis of L-threonine. This reaction maintains carbon fluxes in bacteria such as E. coli. L-homoserine is used in the biosynthesi

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504752375
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752375
• Canonical Smiles: C(CO)C(C(=O)O)N
• IUPAC Name: (2S)-2-amino-4-hydroxybutanoic acid
• InChIKey: UKAUYVFTDYCKQA-VKHMYHEASA-N
• INCHI: 1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
• Isomeric SMILES: C(CO)[C@@H](C(=O)O)N
• WGK Germany: 3
• Molecular Weight: 119.12
• Beilstein: 1721681
• Reaxy-Rn: 1721682
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1721682&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: Short-chain hydroxy acids and derivatives Fatty acids and conjugates 1,3-aminoalcohols Amino acids Monocarboxylic acids and derivatives Carboxylic acids Primary alcohols Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: L-alpha-amino acid - Short-chain hydroxy acid - Fatty acid - 1,3-aminoalcohol - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Amine - Alcohol - 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: Other amino 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: Soluble in water (1100 mg/ml at 30°C), and methanol (Sparingly). Insoluble in ethanol.
• Specific Rotation[α]: -8° (C=2,H2O)
• Melt Point(°C): 203°C
• Molecular Weight: 119.120 g/mol
• XLogP3: -4.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 119.058 Da
• Monoisotopic Mass: 119.058 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 83.400
• 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. Zhang Jing, Yang Junqing, Luo Ying, Li Jiansha, Gong Tao, Huang Suqiong, Xiong Yan, Jiang Xinhui.  (2022)  Determination of 23 Amino Acids and Amines in Plasma and Cortex of C57BL/6 Mice with HPLC–FLD.  JOURNAL OF CHROMATOGRAPHIC SCIENCE,      [PMID:36572394] [10.1093/chromsci/bmac103]

2. Jing Zhang, Jun-qing Yang, Ying Luo, Jian-sha Li, Tao Gong, Su-qiong Huang, Yan Xiong, Xin-hui Jiang.  (2022)  Determination of 23 related analytes in bone marrow fluid and hippocampus of C57BL/6 mice following cerebral ischemia–reperfusion injury by HPLC-FLD.  BIOMEDICAL CHROMATOGRAPHY,  36  (10): (e5435).  [PMID:35763335] [10.1002/bmc.5435]

3. Yu Zhang, Minhua Wei, Guihong Zhao, Wenjie Zhang, Yingzi Li, Beibei Lin, Yanjun Li, Qingyang Xu, Ning Chen, Chenglin Zhang.  (2021)  High-level production of l-homoserine using a non-induced, non-auxotrophic Escherichia coli chassis through metabolic engineering.  BIORESOURCE TECHNOLOGY,      [PMID:33592493] [10.1016/j.biortech.2021.124814]

4. Wei Xia, Zhu Qingfen, Liu Na, Xu Lihua, Wei Sheng, Fan Zhiyun, Sun Changhua, Zhao Yan, Qiao Mingqi, Wu Jibiao, Hu Defu, Wang Yang, Sun Peng.  (2019)  Neuroprotective Effects and Mechanisms of Zhenlong Xingnao Capsule in In Vivo and In Vitro Models of Hypoxia.  Frontiers in Pharmacology,      [PMID:31611791] [10.3389/fphar.2019.01096]