Cas no 2231665-52-2 ((2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid)

(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid is a structurally unique non-natural amino acid featuring a rigid bicyclo[1.1.1]pentane (BCP) scaffold. The BCP group serves as a bioisostere for aromatic or aliphatic substituents, offering enhanced steric and electronic properties while maintaining metabolic stability. This compound is particularly valuable in medicinal chemistry for designing peptidomimetics and constrained peptides, where its rigid geometry improves target binding affinity and selectivity. Its chiral (S)-configuration ensures compatibility with biological systems, making it suitable for applications in drug discovery and protein engineering. The bicyclo[1.1.1]pentane core also reduces conformational flexibility, potentially improving pharmacokinetic properties compared to traditional amino acid analogs.
(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid structure
2231665-52-2 structure
Product Name:(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid
CAS No:2231665-52-2
MF:C7H11NO2
MW:141.167742013931
CID:5106829
Update Time:2026-03-03

(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[1.1.1]pentane-1-acetic acid, α-amino-, (αS)-
    • (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid
    • Inchi: 1S/C7H11NO2/c8-5(6(9)10)7-1-4(2-7)3-7/h4-5H,1-3,8H2,(H,9,10)/t4?,5-,7?/m1/s1
    • InChI Key: IPZOLHVNGOSCLN-KPPVHYKDSA-N
    • SMILES: OC([C@H](C12CC(C1)C2)N)=O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 173
  • XLogP3: -2.4
  • Topological Polar Surface Area: 63.3

(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid Pricemore >>

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NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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¥5603.0 2024-04-22
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(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:2231665-52-2)(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid
Order Number:A972654
Stock Status:in Stock
Quantity:100.0mg/250.0mg/500.0mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:33
Price ($):702.0/1123.0/1873.0

Additional information on (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid

Exploring the Unique Properties and Applications of (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid (CAS No. 2231665-52-2)

In the realm of synthetic chemistry and pharmaceutical research, (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid (CAS No. 2231665-52-2) has emerged as a compound of significant interest. This structurally unique molecule, characterized by its bicyclo[1.1.1]pentane core, offers a fascinating case study in the design of novel bioactive compounds. Researchers and industry professionals are increasingly drawn to its potential applications in drug discovery, particularly in the development of peptidomimetics and enzyme inhibitors.

The bicyclo[1.1.1]pentane scaffold, a key feature of this compound, is renowned for its ability to mimic phenyl rings or tert-butyl groups while providing enhanced metabolic stability and reduced steric hindrance. This makes (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid a valuable building block in medicinal chemistry. Recent studies highlight its utility in creating conformationally constrained peptides, which are pivotal in targeting protein-protein interactions—a hot topic in oncology and neurodegenerative disease research.

One of the most searched questions in the field is: "How does bicyclo[1.1.1]pentane improve drug bioavailability?" The answer lies in the scaffold's ability to reduce lipophilicity while maintaining spatial geometry, a property that (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid exemplifies. This aligns with the growing demand for bioisosteres that can replace traditional aromatic rings without compromising efficacy—a trend driven by the need for safer and more effective therapeutics.

From a synthetic perspective, the preparation of (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid involves innovative strategies to functionalize the strained bicyclo[1.1.1]pentane system. Recent advancements in C-H activation and photocatalysis have opened new routes to access such frameworks, addressing another frequently asked question: "What are the latest methods to synthesize bicyclo[1.1.1]pentane derivatives?" These techniques not only improve yields but also align with green chemistry principles, a priority for modern pharmaceutical manufacturing.

Beyond drug development, this compound has sparked interest in materials science. Its rigid structure and functional groups make it a candidate for designing high-performance polymers or supramolecular assemblies. As researchers explore AI-driven molecular design, compounds like (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid serve as test cases for machine learning models predicting novel bioisosteres—a cutting-edge intersection of chemistry and artificial intelligence.

In summary, (2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid (CAS No. 2231665-52-2) represents a convergence of structural innovation and practical utility. Its role in addressing challenges like drug permeability, metabolic stability, and 3D molecular diversity ensures its relevance in both academic and industrial settings. As the scientific community continues to unravel its potential, this compound stands as a testament to the power of creative molecular architecture in solving real-world problems.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:2231665-52-2)(2S)-2-Amino-2-(1-bicyclo[1.1.1]pentanyl)acetic acid
A972654
Purity:99%/99%/99%
Quantity:100.0mg/250.0mg/500.0mg
Price ($):702.0/1123.0/1873.0
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