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CS-W001157 4
Total: USD 88.00

L-Isovaline

  • CAS No. 595-40-4

  • Cat. No. CS-W020180
  • Purity≥98%
  • MDL No.MFCD00145255

*For research and further manufacturing use only, not for direct human use.

L-Isovaline|CS-W020180

Structure of 595-40-4

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General Information

  • CAS No. 595-40-4
  • Cat. No. CS-W020180
  • Purity ≥98%
  • MDL No. MFCD00145255
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₂
  • Molecular Weight 117.15
  • Synonym(s) None
  • SMILES OC([C@@](C)(N)CC)=O

Description

L-Isovaline is a non-proteinogenic amino acid featuring a branched aliphatic side chain, conferring enhanced stability and resistance to racemization. This structural motif enables reliable incorporation in peptide synthesis and biomimetic studies, particularly under physiological conditions. Its stereochemical integrity supports applications in chiral catalysis and prebiotic chemistry research.

Application

L-Isovaline serves as a valuable non-proteinogenic amino acid building block in peptide synthesis and medicinal chemistry. Its branched aliphatic side chain enhances metabolic stability and modulates physicochemical properties, making it useful for probing structure-activity relationships. The chiral center enables stereoselective transformations, while its bench-stable nature supports reliable handling and purification in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      1266681-11-1
    • ~86%
    • In-stock
      L-Isovaline|CS-W020180
      595-40-4

    References

    • Lu, Ta-Jung; Lin, Cheng-Kun Journal of Organic Chemistry, 2011 , vol. 76, # 6 p. 1621 - 1633
  • Route2
    • null|null
      295799-94-9
    • ~70%
    • In-stock
      L-Isovaline|CS-W020180
      595-40-4

    References

    • Najera, Carmen; Abellan, Tomas; Sansano, Jose M. European Journal of Organic Chemistry, 2000 , # 15 p. 2809 - 2820
  • Route3
    • null|null
      123463-75-2
    • ~%
    • In-stock
      L-Isovaline|CS-W020180
      595-40-4

    References

    • Journal of Organic Chemistry, , vol. 54, # 23 p. 5413 - 5415

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   0.1984
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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