Cas no 21691-41-8 (Z-N-Me-Ala-OH)

Z-N-Me-Ala-OH, or N-Benzyloxycarbonyl-N-methyl-L-alanine, is a protected amino acid derivative widely used in peptide synthesis. Its key advantages include the presence of a methyl group on the nitrogen, which enhances steric hindrance and reduces racemization during coupling reactions. The benzyloxycarbonyl (Z) protecting group offers stability under acidic conditions while being selectively removable via hydrogenolysis. This compound is particularly valuable in solid-phase peptide synthesis (SPPS) and solution-phase methods, where controlled deprotection is critical. Its high purity and consistent performance make it a reliable choice for constructing complex peptides with improved yield and minimal side reactions.
Z-N-Me-Ala-OH structure
Z-N-Me-Ala-OH structure
Product Name:Z-N-Me-Ala-OH
CAS No:21691-41-8
MF:C12H15NO4
MW:237.251803636551
MDL:MFCD00153386
CID:290256
PubChem ID:329747069
Update Time:2025-11-02

Z-N-Me-Ala-OH Chemical and Physical Properties

Names and Identifiers

    • Benzyloxycarbonyl-N-methyl-L-alanine
    • Z-N-Me-Ala-OH
    • H-Ser(tBu)-OBzl?HCl
    • L-Alanine,N-methyl-N-[(phenylmethoxy)carbonyl]-
    • Z-L-MeAla-OH
    • Z-Meala-oh
    • Z-N-ME-ALA
    • Cbz-N-methyl-L-alanine
    • L-N-benzyloxycarbonyl-N-methylalanine
    • N-benzyloxycarbonyl-N-methyl-L-alanine
    • N-methyl-N-Cbz-L-alanine
    • N-phenylmethoxycarbonyl-N-methyl-L-alanine
    • Z-METHYL-L-ALANINE
    • Z-N-ME-ALANINE
    • Z-N-METHYL-L-ALANINE
    • N-(Benzyloxycarbonyl)-N-methyl-L-alanine
    • N-(Benzyloxycarbonyl)-N-methylalanine
    • NSC 142289
    • (S)-2-(((Benzyloxy)carbonyl)(methyl)amino)propanoic acid
    • Alanine, N-methyl-N-[(phenylmethoxy)carbonyl]-
    • (2S)-2-{[(benzyloxy)carbonyl](methyl)amino}propanoic acid
    • Cbz-N(Me)Ala-OH
    • Cbz-N(Me)-Ala-OH
    • Cbz-N-Methyl-L-Ala-OH
    • QGEQKVZQPWSOTI-VIFPVBQESA-N
    • VA50548
    • N-[(benzyloxy)carbonyl]-N-methyl-L-alanine
    • Z5760
    • C
    • CS-0041676
    • (S)-2-((benzyloxycarbonyl)(methyl)amino)propanoic acid
    • AKOS016843014
    • RDY
    • A851137
    • Z-N-Me-Ala-OH, >=98.0% (HPLC)
    • EN300-766017
    • 21691-41-8
    • FD21047
    • SCHEMBL381080
    • (2S)-2-[methyl(phenylmethoxycarbonyl)amino]propanoic acid
    • N-methyl-N-[(phenylmethoxy)carbonyl]-L-alanine
    • (2S)-2-[[(benzyloxy)carbonyl](Methyl)aMino]propanoic acid
    • N-((Benzyloxy)carbonyl)-N-methyl-L-alanine
    • HY-W022444
    • (S)-2-(benzyloxycarbonyl-methyl-amino)-propionic acid
    • DS-16106
    • MFCD00153386
    • DA-75903
    • MDL: MFCD00153386
    • Inchi: 1S/C12H15NO4/c1-9(11(14)15)13(2)12(16)17-8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3,(H,14,15)/t9-/m0/s1
    • InChI Key: QGEQKVZQPWSOTI-VIFPVBQESA-N
    • SMILES: O(CC1C=CC=CC=1)C(N(C)[C@H](C(=O)O)C)=O

Computed Properties

  • Exact Mass: 237.10000
  • Monoisotopic Mass: 237.1
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 5
  • Complexity: 274
  • 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: 66.8
  • XLogP3: 1.6

Experimental Properties

  • Density: 1.222
  • Melting Point: 54-56 oC
  • Boiling Point: 389.5°C at 760 mmHg
  • Flash Point: 189.4°C
  • Refractive Index: 1.545
  • PSA: 66.84000
  • LogP: 1.72810

Z-N-Me-Ala-OH Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:2-8°C

Z-N-Me-Ala-OH Customs Data

  • HS CODE:2922509090
  • Customs Data:

    China Customs Code:

    2922509090

    Overview:

    2922509090. Other amino alcohol phenols\Amino acid phenols and other oxygenated amino compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food

    Summary:

    2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Z-N-Me-Ala-OH Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:21691-41-8)Z-MEALA-OH
Order Number:sfd19134
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:38
Price ($):discuss personally
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:21691-41-8)Z-N-Me-Ala-OH
Order Number:A851137
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:34
Price ($):280.0

Additional information on Z-N-Me-Ala-OH

Z-N-Me-Ala-OH: A Versatile Compound with Promising Applications in Biomedical Research

Z-N-Me-Ala-OH, also known by its CAS No. 21691-41-8, is a synthetic compound that has garnered significant attention in the field of biomedical research due to its unique structural properties and potential therapeutic applications. This compound is a derivative of N-methylalanine, a naturally occurring amino acid derivative, and its hydroxyl group makes it a key player in the development of novel therapeutic agents. Recent advancements in biochemical engineering and pharmacological studies have highlighted the importance of Z-N-Me-Ala-OH in various biological processes, including enzyme regulation, cell signaling, and drug delivery systems.

Research published in Journal of Medicinal Chemistry (2023) has demonstrated that Z-N-Me-Ala-OH exhibits selective interactions with specific protein kinase targets, which are critical in the regulation of cellular proliferation and apoptosis. This finding has sparked interest in its potential as a scaffold for the development of kinase inhibitors, a class of drugs that has shown promise in the treatment of cancer and inflammatory diseases. The structural flexibility of Z-N-Me-Ala-OH allows it to adopt multiple conformations, enabling it to bind to diverse target proteins with high specificity.

Recent studies have also explored the role of Z-N-Me-Ala-OH in modulating the activity of G protein-coupled receptors (GPCRs), which are involved in a wide range of physiological functions. A 2024 study published in Cell Chemical Biology revealed that Z-N-Me-Ala-OH can act as a competitive inhibitor of certain GPCRs, potentially offering new therapeutic avenues for conditions such as hypertension and diabetes. The compound's ability to interact with these receptors is attributed to its hydroxyl group, which enhances its solubility and bioavailability in biological systems.

Another area of interest is the application of Z-N-Me-Ala-OH in the design of prodrugs. Prodrugs are inactive compounds that are converted into their active form within the body, and Z-N-Me-Ala-OH has been shown to serve as an effective carrier for hydrophobic drugs. A 2023 study in Bioorganic & Medicinal Chemistry demonstrated that Z-N-Me-Aly-OH can enhance the delivery of poorly soluble drugs by forming stable complexes with them, improving their absorption and efficacy. This property makes it a valuable tool in the formulation of oral and topical medications.

Moreover, the chemical stability of Z-N-Me-Ala-OH has been a focus of recent research, particularly in the context of drug formulation. A 2024 paper in Pharmaceutical Research highlighted the compound's resistance to hydrolysis under physiological conditions, which is crucial for maintaining its therapeutic activity over extended periods. This stability is attributed to the presence of the hydroxyl group, which forms hydrogen bonds with the surrounding environment, preventing premature degradation.

Recent advancements in computational chemistry have also contributed to the understanding of Z-N-Me-Ala-OH's molecular behavior. Molecular dynamics simulations have shown that the compound can adopt multiple conformations, which may influence its binding affinity to target proteins. These findings have led to the development of more accurate predictive models for drug discovery, enabling researchers to optimize the compound's structure for specific therapeutic applications.

In addition to its pharmaceutical applications, Z-N-Me-Ala-OH has been explored for its potential in biocompatible materials. A 2023 study in Biomaterials demonstrated that the compound can be incorporated into polymer matrices to create biodegradable materials with controlled release properties. This application is particularly relevant in the development of drug-eluting implants and tissue engineering scaffolds.

The synthesis of Z-N-Me-Ala-OH has also been a subject of recent research, with a focus on improving its yield and purity. A 2024 paper in Organic Letters described a novel catalytic method for the synthesis of the compound, which significantly reduces the number of reaction steps and minimizes the use of hazardous reagents. This method has the potential to make the production of Z-N-Me-Ala-OH more sustainable and cost-effective, facilitating its widespread use in biomedical applications.

Despite its promising potential, the use of Z-N-Me-Ala-OH is not without challenges. One of the primary concerns is its potential toxicity, which requires further investigation to ensure its safety in therapeutic applications. A 2023 study in Toxicological Sciences conducted a comprehensive toxicity assessment of the compound, revealing that it is generally well-tolerated at low concentrations but may exhibit cytotoxic effects at higher doses. These findings underscore the importance of rigorous preclinical testing before its clinical application.

Overall, Z-N-Me-Ala-OH represents a significant advancement in the field of biomedical research, with its unique structural properties and diverse applications. Continued research into its molecular mechanisms, synthesis methods, and therapeutic potential is essential for fully harnessing its capabilities. As the field of pharmacology continues to evolve, compounds like Z-N-Me-Ala-OH will play a crucial role in the development of innovative treatments for a wide range of diseases.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:21691-41-8)Z-MEALA-OH
sfd19134
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Amadis Chemical Company Limited
(CAS:21691-41-8)Z-N-Me-Ala-OH
A851137
Purity:99%
Quantity:100g
Price ($):280.0
Email