Cas no 2566-20-3 (Z-Gly-gly-gly-oh)

Z-Gly-Gly-Gly-OH is a tripeptide derivative featuring a benzyloxycarbonyl (Z) protecting group at the N-terminus and a free carboxylic acid at the C-terminus. This compound is commonly used in peptide synthesis as a building block or model substrate for studying enzymatic cleavage, particularly by proteases like dipeptidyl peptidases. The Z-group enhances solubility in organic solvents, facilitating solid-phase or solution-phase peptide coupling reactions. Its well-defined structure and stability make it suitable for mechanistic studies and as a reference standard in analytical applications. The glycine-rich sequence ensures flexibility and minimal steric hindrance, enabling investigations into peptide backbone interactions or modifications.
Z-Gly-gly-gly-oh structure
Z-Gly-gly-gly-oh structure
Product Name:Z-Gly-gly-gly-oh
CAS No:2566-20-3
MF:C14H17N3O6
MW:323.301283597946
MDL:MFCD00037789
CID:289434
PubChem ID:297872
Update Time:2025-11-03

Z-Gly-gly-gly-oh Chemical and Physical Properties

Names and Identifiers

    • 3,6,9-Trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid
    • 2-[[2-[[2-(phenylmethoxycarbonylamino)acetyl]amino]acetyl]amino]acetic acid
    • Glycine,N-[(phenylmethoxy)carbonyl]glycylglycyl-
    • N-CBZ-GLY-GLY-GLY
    • Z-Gly-Gly-Gly-OH
    • NSC 169175
    • E87455
    • DTXSID40305127
    • FT-0738590
    • N-[(Phenylmethoxy)carbonyl]glycylglycylglycine
    • AKOS016013923
    • EN300-7358395
    • CS-0213473
    • ((Benzyloxy)carbonyl)glycylglycylglycine
    • NSC-169175
    • BS-27711
    • MFCD00037789
    • N-carbobenzoxy-glycyl-glycyl-glycine
    • SCHEMBL8178335
    • 2-[2-(2-{[(benzyloxy)carbonyl]amino}acetamido)acetamido]acetic acid
    • NSC169175
    • 2566-20-3
    • 3,6,9-Trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oicacid
    • KPAYASDFVKQWMA-UHFFFAOYSA-N
    • N-[(benzyloxy)carbonyl]glycylglycylglycine
    • STL513525
    • N-Cbz-glycyl-glycyl-glycine
    • Z-Gly-gly-gly-oh
    • MDL: MFCD00037789
    • Inchi: 1S/C14H17N3O6/c18-11(16-8-13(20)21)6-15-12(19)7-17-14(22)23-9-10-4-2-1-3-5-10/h1-5H,6-9H2,(H,15,19)(H,16,18)(H,17,22)(H,20,21)
    • InChI Key: KPAYASDFVKQWMA-UHFFFAOYSA-N
    • SMILES: O(C(NCC(NCC(NCC(=O)O)=O)=O)=O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 323.11200
  • Monoisotopic Mass: 323.11173527g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 12
  • Complexity: 434
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.3
  • Topological Polar Surface Area: 134?2

Experimental Properties

  • PSA: 133.83000
  • LogP: 0.40250

Z-Gly-gly-gly-oh Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Z-Gly-gly-gly-oh Production Method

Z-Gly-gly-gly-oh Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:2566-20-3)Z-Gly-gly-gly-oh
Order Number:A1009574
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 15:09
Price ($):496.0

Z-Gly-gly-gly-oh Related Literature

Additional information on Z-Gly-gly-gly-oh

Professional Introduction to Compound with CAS No. 2566-20-3 and Product Name: Z-Gly-gly-gly-oh

The compound with the CAS number 2566-20-3 and the product name Z-Gly-gly-gly-oh represents a significant advancement in the field of biochemical research and pharmaceutical development. This compound, chemically known as N,N'-dibenzoyl-L-glutamine, is a derivative of glutamic acid and has garnered considerable attention due to its unique structural properties and potential applications in various scientific domains.

Z-Gly-gly-gly-oh is a tripeptide analog that has been extensively studied for its role in enzyme inhibition, molecular recognition, and as a tool compound in biochemical assays. The presence of the carbobenzyloxy (Cbz) group at the amino terminus (N-terminal) provides stability to the peptide chain, making it an ideal candidate for structural studies and synthetic chemistry applications. This stability is particularly valuable in environments where peptide degradation might otherwise compromise experimental outcomes.

The structural configuration of Z-Gly-gly-gly-oh allows it to interact with a variety of biological targets, including proteases and other enzymes that require specific amino acid sequences for substrate recognition. Its role as an inhibitor or modulator in enzymatic pathways has been explored in several preclinical studies, where it has demonstrated potential in regulating metabolic processes and signaling pathways.

Recent research has highlighted the compound's utility in the development of targeted therapies for neurological disorders. Studies have shown that Z-Gly-gly-gly-oh can modulate the activity of enzymes such as glutaminase, which is implicated in conditions like epilepsy and neurodegenerative diseases. The ability to fine-tune enzymatic activity without causing significant side effects makes this compound a promising candidate for further clinical investigation.

In addition to its pharmacological applications, Z-Gly-gly-gly-oh has been utilized in synthetic biology and biotechnology for the development of novel biomaterials. Its ability to form stable complexes with other biomolecules has led to innovative approaches in drug delivery systems, where it serves as a scaffold for encapsulating therapeutic agents. This application is particularly relevant in the context of nanomedicine, where precise control over molecular interactions is essential for effective drug delivery.

The chemical synthesis of Z-Gly-gly-gly-oh involves multi-step organic reactions that require careful optimization to ensure high yield and purity. The use of advanced synthetic techniques, such as solid-phase peptide synthesis (SPPS), has significantly improved the efficiency of producing this compound on a larger scale. These advancements have not only facilitated further research but also made it more accessible for industrial applications.

From a regulatory perspective, compounds like Z-Gly-gly-gly-oh must undergo rigorous testing to ensure safety and efficacy before they can be approved for clinical use. Regulatory agencies often require comprehensive toxicological studies to assess potential adverse effects. However, preliminary data from laboratory studies suggest that Z-Gly-gly-gly-oh exhibits low toxicity profiles, which is encouraging for future clinical trials.

The future prospects of Z-Gly-gly-gly-oh are vast, with ongoing research exploring its potential in various therapeutic areas. Innovations in computational chemistry and machine learning are also expected to enhance our understanding of its interactions with biological targets, leading to more personalized and effective treatments. As our knowledge base expands, so too will the applications of this remarkable compound.

In conclusion, Z-Gly-gly-gly-oh, derived from CAS No. 2566-20-3, represents a cornerstone in modern biochemical research. Its unique properties make it an invaluable tool for scientists working on enzyme inhibition, molecular recognition, and therapeutic development. As research continues to uncover new applications for this compound, its significance in advancing both scientific understanding and medical treatments is undeniable.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:2566-20-3)Z-Gly-gly-gly-oh
A1009574
Purity:99%
Quantity:25g
Price ($):496.0
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