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CS-W001157 4
Total: USD 88.00

D-Isovaline

  • CAS No. 3059-97-0

  • Cat. No. CS-W008544
  • Purity≥97%
  • MDL No.MFCD00800497

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

D-Isovaline|CS-W008544

Structure of 3059-97-0

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General Information

  • CAS No. 3059-97-0
  • Cat. No. CS-W008544
  • Purity ≥97%
  • MDL No. MFCD00800497
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₂
  • Molecular Weight 117.15
  • Synonym(s) None
  • SMILES C[C@](CC)(N)C(O)=O

Description

D-Isovaline is a non-proteinogenic amino acid featuring a branched aliphatic side chain, offering enhanced stability and resistance to racemization under physiological conditions. This structural rigidity supports its use in peptide conjugation, chiral auxiliaries, and studies of prebiotic chemistry.

Application

D-Isovaline serves as a stable, enantiomerically pure building block for peptide synthesis and bioactive molecule construction. Its branched aliphatic side chain imparts conformational rigidity and enhanced metabolic stability, enabling efficient incorporation into peptidomimetics and cyclic scaffolds. The carboxylic acid and amine functionalities support standard coupling protocols, while its bench-stable solid form facilitates handling and purification in synthetic workflows.

Synthesis

  • Route1
    • null|null
      1092559-79-9
    • ~99%
    • In-stock
      D-Isovaline|CS-W008544
      3059-97-0

    References

    • Mukaiyama, Teruaki; Kuroda, Kiichi; Maruyama, Yuji Heterocycles, 2010 , vol. 80, # 1 p. 63 - 82
  • Route2
    • null|null
      110510-47-9
    • ~%
    • In-stock
      D-Isovaline|CS-W008544
      3059-97-0

    References

    • Journal of the American Chemical Society, , vol. 109, # 21 p. 6537 - 6538
  • Route3
    • null|null
      88082-98-8
    • ~70%
    • In-stock
      D-Isovaline|CS-W008544
      3059-97-0

    References

    • Schoellkopf, Ulrich; Lonsky, Ralph Synthesis, 1983 , # 8 p. 675 - 676

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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