A non-proteinogenic amino acid
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

L-2-Aminobutyric Acid

Item No. 38750

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2S-amino-butanoic acid
CAS Number
1492-24-6
Synonyms
  • L-2-ABA
  • L-Butyrine
  • L-Homoalanine
  • NSC 97060
Molecular Formula
C4H9NO2
Formula Weight
103.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
OC([C@H](CC)N)=O
InChi Code
InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
InChi Key
QWCKQJZIFLGMSD-VKHMYHEASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 g

    $30

    Add

    5 g

    $88

    Add

    10 g

    $161

    Add

    25 g

    $366

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    L-2-Aminobutyric acid is a non-proteinogenic amino acid.1 It inhibits LPS-induced nitric oxide (NO) production in, and reduces the bactericidal activity of, isolated mouse bone marrow-derived macrophages (BMDMs) when used at concentrations of 0.1 and 1 mM. L-2-Aminobutyric acid (75 mg/kg) increases survival in mouse models of sepsis induced by LPS or cecum ligation and puncture and decreases disease severity in a mouse model of inflammatory bowel disease (IBD) induced by dextran sodium sulfate (DSS; Item No. 23250). Serum levels of L-2-aminobutyric acid are increased in patients with COVID-19 and increased serum levels are associated with higher overall survival in patients with head and neck cancer.2,3 It has been used in the synthesis of several compounds, including the antiepileptic levetiracetam (Item No. 9001820) and antimycobacterial agent ethambutol (Item No. 23713).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, F., Xia, Y., Yuan, S., et al. α-Aminobutyric acid constrains macrophage-associated inflammatory diseases through metabolic reprogramming and epigenetic modification. Int. J. Mol. Sci. 24(13), 10444 (2023).

    2. Atila, A., Alay, H., Yaman, M.E., et al. The serum amino acid profile in COVID-19. Amino Acids 53(10), 1569-1588 (2021).

    3. Cadoni, G., Giraldi, L., Chiarla, C., et al. Prognostic role of serum amino acids in head and neck cancer. Dis. Markers 2291759 (2020).

    4. Zhang, K., Li, H., Cho, K.M., et al. Expanding metabolism for total biosynthesis of the nonnatural amino acid L-homoalanine. Proc. Natl. Acad. Sci. USA 107(14), 6234-6239 (2010).