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CS-W001157 4
Total: USD 88.00

(tert-Butoxycarbonyl)glycylglycylglycine

  • CAS No. 28320-73-2

  • Cat. No. CS-W021474
  • Molecule weight289.29
  • Purity≥95%
  • MDL No.MFCD00190687

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

(tert-Butoxycarbonyl)glycylglycylglycine|CS-W021474

Structure of 28320-73-2

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General Information

  • CAS No. 28320-73-2
  • Cat. No. CS-W021474
  • Purity ≥95%
  • MDL No. MFCD00190687
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉N₃O₆
  • Molecular Weight 289.29
  • Synonym(s) None
  • SMILES O=C(NCC(NCC(O)=O)=O)CNC(OC(C)(C)C)=O

Description

Boc-Gly-Gly-Gly delivers a protected tripeptide scaffold for peptide synthesis, featuring a stable tert-butoxycarbonyl group at the N-terminus. This bench-stable, moisture-tolerant derivative simplifies sequential coupling protocols and enables efficient deprotection under mild acidic conditions.

Application

Boc-Gly-Gly-Gly serves as a stable, bench-ready tripeptide building block for solid-phase peptide synthesis. Its tert-butoxycarbonyl (Boc) group provides reliable N-terminal protection with orthogonal compatibility to other common protecting groups. The glycine sequence offers minimal steric hindrance and high solubility in organic solvents, facilitating efficient coupling reactions and straightforward purification. This tripeptide fragment enables precise construction of larger peptide architectures while maintaining excellent stability during storage and handling.

Synthesis

  • Route1

    References

    • Patel, Anupama; Lindhorst, Thisbe K. Carbohydrate Research, 2006 , vol. 341, # 10 p. 1657 - 1668
  • Route2

    References

    • NeoRx Corporation Patent: US5541287 A1, 1996 ; Title/Abstract Full Text Show Details NeoRx Corporation Patent: US6022966 A1, 2000 ;
  • Route3
    • null|null
      67585-90-4
    • ~76%
    • In-stock
      (tert-Butoxycarbonyl)glycylglycylglycine|CS-W021474
      28320-73-2

    References

    • Mack, Philip O. L.; Kelly, David P.; Martin, Roger F.; Wakelin, Laurence P. G. Australian Journal of Chemistry, 1987 , vol. 40, # 1 p. 97 - 105

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

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Computational Chemistry Data

  • TPSA   133.83
  • LogP   -1.1719
  • H_Acceptors   5
  • H_Donors   4
  • Rotatable_Bonds   6

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