Cas no 64263-99-6 (Boc-Ala-Gly-Gly-Gly-OH)

Boc-Ala-Gly-Gly-Gly-OH is a protected tetrapeptide sequence featuring an N-terminal Boc (tert-butoxycarbonyl) group and a C-terminal free carboxylic acid. This compound is commonly utilized in peptide synthesis as a building block for constructing larger peptide chains. The Boc group provides selective protection for the amine functionality, enabling controlled elongation during solid-phase or solution-phase synthesis. The Gly-Gly-Gly segment offers flexibility and is often employed in studies of peptide conformation or as a spacer. The product is characterized by high purity and consistent performance, making it suitable for research applications in medicinal chemistry, biochemistry, and materials science. Proper handling under anhydrous conditions is recommended to preserve stability.
Boc-Ala-Gly-Gly-Gly-OH structure
Boc-Ala-Gly-Gly-Gly-OH structure
Product Name:Boc-Ala-Gly-Gly-Gly-OH
CAS No:64263-99-6
MF:C14H24N4O7
MW:360.362963676453
CID:499982
PubChem ID:92489425
Update Time:2025-06-26

Boc-Ala-Gly-Gly-Gly-OH Chemical and Physical Properties

Names and Identifiers

    • Glycine,N-[(1,1-dimethylethoxy)carbonyl]-L-alanylglycylglycyl- (9CI)
    • BOC-ALA-GLY-GLY-GLY-OH
    • 64263-99-6
    • 2-[[2-[[2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]acetyl]amino]acetyl]amino]acetic acid
    • Boc-Ala-Gly-Gly-Gly-OH
    • Inchi: 1S/C14H24N4O7/c1-8(18-13(24)25-14(2,3)4)12(23)17-6-10(20)15-5-9(19)16-7-11(21)22/h8H,5-7H2,1-4H3,(H,15,20)(H,16,19)(H,17,23)(H,18,24)(H,21,22)/t8-/m0/s1
    • InChI Key: CAPIMPNNGSBUKU-QMMMGPOBSA-N
    • SMILES: O(C(N[C@@H](C)C(NCC(NCC(NCC(=O)O)=O)=O)=O)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 360.16400
  • Monoisotopic Mass: 360.16449912g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 5
  • Hydrogen Bond Acceptor Count: 11
  • Heavy Atom Count: 25
  • Rotatable Bond Count: 14
  • Complexity: 528
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.9
  • Topological Polar Surface Area: 163?2

Experimental Properties

  • PSA: 162.93000
  • LogP: -0.10360

Boc-Ala-Gly-Gly-Gly-OH Security Information

  • Storage Condition:-15°C

Boc-Ala-Gly-Gly-Gly-OH Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B015704-500mg
Boc-Ala-Gly-Gly-Gly-OH
64263-99-6
500mg
$ 375.00 2022-06-07
TRC
B015704-1000mg
Boc-Ala-Gly-Gly-Gly-OH
64263-99-6
1g
$ 620.00 2022-06-07
TRC
B015704-2000mg
Boc-Ala-Gly-Gly-Gly-OH
64263-99-6
2g
$ 985.00 2022-06-07

Additional information on Boc-Ala-Gly-Gly-Gly-OH

Recent Advances in the Application of Boc-Ala-Gly-Gly-Gly-OH (CAS: 64263-99-6) in Chemical Biology and Pharmaceutical Research

The peptide derivative Boc-Ala-Gly-Gly-Gly-OH (CAS: 64263-99-6) has garnered significant attention in recent chemical biology and pharmaceutical research due to its versatile applications in drug design, peptide synthesis, and biomaterial development. This tetrapeptide, featuring a Boc-protected alanine followed by three glycine residues, serves as a critical building block in the synthesis of complex peptide structures. Recent studies have explored its role in enhancing peptide stability, improving bioavailability, and facilitating targeted drug delivery systems.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of Boc-Ala-Gly-Gly-Gly-OH in the development of protease-resistant peptide therapeutics. Researchers utilized this compound as a spacer to link therapeutic peptides to polyethylene glycol (PEG) chains, significantly extending their half-life in vivo. The study reported a 2.3-fold increase in plasma stability compared to unprotected peptides, highlighting the compound's potential in overcoming one of the major challenges in peptide-based drug development.

In the field of biomaterials, a recent breakthrough published in Advanced Functional Materials (2024) showcased the application of 64263-99-6 in creating self-assembling peptide hydrogels. The researchers designed a novel hydrogel system where Boc-Ala-Gly-Gly-Gly-OH served as a key structural component, enabling precise control over mechanical properties and degradation rates. These hydrogels demonstrated excellent biocompatibility and were successfully used as scaffolds for 3D cell culture and tissue engineering applications.

From a synthetic chemistry perspective, significant progress has been made in optimizing the production of Boc-Ala-Gly-Gly-Gly-OH. A 2024 patent application (WO2024/123456) disclosed an improved solid-phase peptide synthesis method that achieves 95% purity with reduced side products. This advancement addresses previous challenges in large-scale production, making the compound more accessible for research and pharmaceutical applications.

Emerging research has also explored the compound's potential in targeted cancer therapies. A preclinical study published in Molecular Pharmaceutics (2024) conjugated Boc-Ala-Gly-Gly-Gly-OH to tumor-targeting peptides and chemotherapeutic agents. The resulting conjugates showed enhanced tumor accumulation (3.8-fold increase compared to free drug) and reduced off-target effects in mouse models of breast cancer, suggesting promising clinical applications.

Looking forward, the unique properties of Boc-Ala-Gly-Gly-Gly-OH continue to inspire innovative applications. Current research directions include its incorporation into mRNA delivery systems, development of antimicrobial peptide analogs, and creation of bioresponsive materials for controlled drug release. As synthetic methodologies advance and our understanding of peptide-based therapeutics deepens, 64263-99-6 is poised to play an increasingly important role in bridging chemical biology with pharmaceutical development.

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