Cas no 15266-88-3 (Cyclo(-Gly-L-His))

Cyclo(-Gly-L-His) is a cyclic dipeptide composed of glycine and L-histidine residues, known for its structural stability and bioactive potential. Its constrained ring structure enhances resistance to enzymatic degradation, making it suitable for applications requiring prolonged stability. The presence of the imidazole side chain in L-histidine provides metal-binding capabilities, facilitating its role in catalysis or chelation. This compound is of interest in peptide research, medicinal chemistry, and materials science due to its ability to mimic secondary protein structures and participate in molecular recognition. Its synthetic accessibility and modular design further enable tailored modifications for specific functional or mechanistic studies.
Cyclo(-Gly-L-His) structure
Cyclo(-Gly-L-His) structure
Product Name:Cyclo(-Gly-L-His)
CAS No:15266-88-3
MF:C8H10N4O2
MW:194.19060087204
MDL:MFCD00237614
CID:120887
PubChem ID:7408484
Update Time:2025-05-24

Cyclo(-Gly-L-His) Chemical and Physical Properties

Names and Identifiers

    • 2,5-Piperazinedione,3-(1H-imidazol-5-ylmethyl)-, (3S)-
    • CYCLO(-GLY-HIS)
    • Cyclo(-Gly-L-His)
    • (S)-3-(1H-Imidazol-4-ylmethyl)-2,5-piperazinedione
    • cyclo-(glycyl-L-histidyl)
    • CYCLO(GLY-L-HIS)
    • cyclo-Gly-His
    • Cyclo(glycyl-L-histidyl)
    • SCHEMBL10515887
    • HY-P5033
    • CS-0675750
    • Cyclo(Gly-His)
    • (3S)-3-(1H-imidazol-5-ylmethyl)piperazine-2,5-dione
    • 15266-88-3
    • MFCD00237614
    • (S)-3-((1H-Imidazol-5-yl)methyl)piperazine-2,5-dione
    • AKOS006275241
    • (3S)-3-[(1H-imidazol-5-yl)methyl]piperazine-2,5-dione
    • G84417
    • MDL: MFCD00237614
    • Inchi: 1S/C8H10N4O2/c13-7-3-10-8(14)6(12-7)1-5-2-9-4-11-5/h2,4,6H,1,3H2,(H,9,11)(H,10,14)(H,12,13)/t6-/m0/s1
    • InChI Key: FYFJTCMGWLBLPG-LURJTMIESA-N
    • SMILES: O=C1[C@H](CC2=CN=CN2)NC(CN1)=O

Computed Properties

  • Exact Mass: 194.08000
  • Monoisotopic Mass: 194.08
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 256
  • 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
  • Topological Polar Surface Area: 86.9A^2
  • XLogP3: -1.1

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 758.7±50.0 °C at 760 mmHg
  • Flash Point: 412.6±30.1 °C
  • PSA: 86.88000
  • LogP: -0.77560
  • Vapor Pressure: 0.0±2.6 mmHg at 25°C

Cyclo(-Gly-L-His) Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Cyclo(-Gly-L-His) Pricemore >>

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Cyclo(-Gly-L-His) Production Method

Cyclo(-Gly-L-His) Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:15266-88-3)Cyclo(-Gly-L-His)
Order Number:A1131437
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 22:29
Price ($):276.0

Cyclo(-Gly-L-His) Related Literature

  • 1. Co-ordinating properties of cyclopeptides. Thermodynamic and spectroscopic study on the formation of copper(II) complexes with cyclo(Gly-His)4 and cyclo(Gly-His-Gly)2 and their superoxide dismutase-like activity
    Raffaele P. Bonomo,Giuseppe Impellizzeri,Giuseppe Pappalardo,Roberto Purrello,Enrico Rizzarelli,Giovanni Tabbì J. Chem. Soc. Dalton Trans. 1998 3851
  • 2. Co-ordination properties of cyclopeptides. Formation and stability of zinc(II) and copper(II) complexes of histidine-containing cyclopeptides, or imidazole
    Giuseppe Arena,Giuseppe Impellizzeri,Giuseppe Maccarrone,Giuseppe Pappalardo,Enrico Rizzarelli J. Chem. Soc. Dalton Trans. 1994 1227
  • 3. Co-ordination properties of cyclopeptides. Formation and stability of zinc(II) and copper(II) complexes of histidine-containing cyclopeptides, or imidazole
    Giuseppe Arena,Giuseppe Impellizzeri,Giuseppe Maccarrone,Giuseppe Pappalardo,Enrico Rizzarelli J. Chem. Soc. Dalton Trans. 1994 1227
  • L. Crombie,V. Gold,B. Capon,C. W. Rees,E. F. Caldin,D. J. Millen,R. F. M. White,C. J. Timmons,E. S. Waight,R. H. Thomson,R. McCrindle,K. H. Overton,R. M. Acheson,K. W. Bentley,J. S. Whitehurst,D. J. Manners,R. C. Sheppard Annu. Rep. Prog. Chem. 1963 60 245
  • L. Crombie,V. Gold,B. Capon,C. W. Rees,E. F. Caldin,D. J. Millen,R. F. M. White,C. J. Timmons,E. S. Waight,R. H. Thomson,R. McCrindle,K. H. Overton,R. M. Acheson,K. W. Bentley,J. S. Whitehurst,D. J. Manners,R. C. Sheppard Annu. Rep. Prog. Chem. 1963 60 245

Additional information on Cyclo(-Gly-L-His)

Introduction to Cyclo(-Gly-L-His) (CAS No. 15266-88-3)

Cyclo(-Gly-L-His), also known as cyclic dipeptide, is a unique compound with the CAS registry number 15266-88-3. This compound is a result of the cyclization of the amino acids glycine (Gly) and L-histidine (His), forming a stable ring structure. The compound has garnered significant attention in recent years due to its potential applications in various fields, including biomedical research, pharmaceuticals, and biotechnology.

The structure of Cyclo(-Gly-L-His) is characterized by a six-membered ring, where the carboxyl group of glycine is linked to the amino group of histidine. This cyclization imparts unique chemical and biological properties to the molecule. Recent studies have highlighted its role as a bioactive molecule, capable of interacting with cellular components and influencing biological processes.

One of the most promising areas of research involving Cyclo(-Gly-L-His) is its potential in drug delivery systems. The compound's ability to form stable structures and its compatibility with biological systems make it an ideal candidate for encapsulating drugs and delivering them to specific targets within the body. Researchers have explored its use in creating nanoparticles and liposomes, which can enhance drug efficacy while reducing side effects.

In addition to its role in drug delivery, Cyclo(-Gly-L-His) has shown potential in antimicrobial therapy. Studies have demonstrated that this compound exhibits antimicrobial activity against various pathogens, including bacteria and fungi. Its ability to disrupt microbial membranes without causing significant toxicity to human cells makes it a valuable candidate for developing novel antimicrobial agents.

Another area of interest is the use of Cyclo(-Gly-L-His) in biomaterials and tissue engineering. The compound's structural properties allow it to form self-assembled monolayers, which can be used to create surfaces with specific functionalities. These surfaces can be tailored for applications such as cell adhesion, differentiation, and proliferation, making them highly relevant for regenerative medicine.

Recent advancements in synthetic biology have also led to the exploration of Cyclo(-Gly-L-His) as a building block for creating more complex molecules. By incorporating this compound into larger structures, researchers aim to develop materials with enhanced mechanical properties and biocompatibility. This approach has opened new avenues for designing biomimetic materials that can mimic natural tissues and organs.

The synthesis of Cyclo(-Gly-L-His) involves a combination of peptide bond formation and cyclization reactions. Traditional methods include using coupling agents like carbodiimides or activating esters, followed by cyclization under specific conditions. However, recent innovations have focused on developing more efficient and environmentally friendly synthesis routes, such as using enzymatic catalysis or microwave-assisted synthesis.

Despite its numerous potential applications, further research is needed to fully understand the biological mechanisms underlying Cyclo(-Gly-L-His)'s activity. Investigating its interaction with cellular pathways, metabolic processes, and immune responses will be crucial for harnessing its full potential in therapeutic and diagnostic applications.

In conclusion, Cyclo(-Gly-L-His) (CAS No. 15266-88-3) is a versatile compound with a wide range of applications across multiple disciplines. Its unique properties make it a valuable tool in advancing biomedical research, drug development, and material science. As research continues to uncover new insights into its capabilities, Cyclo(-Gly-L-His) is poised to play an increasingly important role in shaping future innovations in these fields.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:15266-88-3)Cyclo(-Gly-L-His)
A1131437
Purity:99%
Quantity:1g
Price ($):276.0
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