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Ac-2-Nal-OH

  • CAS No. 37439-99-9

  • Cat. No. CS-0276627
  • Purity≥98%
  • MDL No.MFCD03094597

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

Ac-2-Nal-OH|CS-0276627

Structure of 37439-99-9

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General Information

  • CAS No. 37439-99-9
  • Cat. No. CS-0276627
  • Purity ≥98%
  • MDL No. MFCD03094597
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₅NO₃
  • Molecular Weight 257.28
  • Synonym(s) (S)-N-Acetyl-2-naphthylalanine
  • SMILES CC(N[C@H](C(O)=O)CC1=CC2=CC=CC=C2C=C1)=O

Description

Ac-2-Nal-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a hydrophobic naphthyl group. This modified residue integrates readily into peptide chains, enhancing membrane permeability and metabolic stability in bioactive sequences.

Application

Ac-2-Nal-OH serves as a valuable building block in peptide synthesis, offering a stable, bench-ready derivative of 2-naphthylalanine. Its acetylated amine facilitates orthogonal protection strategies, while the naphthyl moiety provides enhanced hydrophobicity and structural rigidity for peptidomimetic applications. The compound exhibits excellent functional group tolerance and simplifies purification in multi-step sequences.

Synthesis

  • Route1
    • null|null
      172214-89-0
    • ~85%
    • In-stock
      Ac-2-Nal-OH|CS-0276627
      37439-99-9
    • null|null
      136015-51-5

    References

    • Rodriguez; Bernad; Galas; Lignon; Laur; Aumelas; Martinez European Journal of Medicinal Chemistry, 1991 , vol. 26, # 3 p. 245 - 253
  • Route2
    • null|null
      6960-34-5
    • ~%
    • In-stock
      Ac-2-Nal-OH|CS-0276627
      37439-99-9

    References

    • Syntex Inc. Patent: US4341767 A1, 1982 ;
  • Route3
    • null|null
      92635-04-6
    • ~%
    • In-stock
      Ac-2-Nal-OH|CS-0276627
      37439-99-9

    References

    • Zhang, Xiaowei; Huang, Kexuan; Hou, Guohua; Cao, Bonan; Zhang, Xumu Angewandte Chemie - International Edition, 2010 , vol. 49, # 36 p. 6421 - 6424

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   66.4
  • LogP   1.9716
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   4

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