Cas no 40482-05-1 (trans-2-aminocyclopentanecarboxylic acid)

Trans-2-aminocyclopentanecarboxylic acid is a cyclic β-amino acid featuring a rigid cyclopentane backbone with amino and carboxyl functional groups in a trans configuration. This structure imparts conformational constraints, making it valuable in peptide design and medicinal chemistry for stabilizing secondary structures or modulating biological activity. Its stereochemistry and rigidity enhance binding affinity and metabolic stability in drug candidates. The compound is also used as a chiral building block in asymmetric synthesis. High purity and well-defined stereochemistry ensure reproducibility in research and pharmaceutical applications. Its compatibility with standard peptide coupling methods further broadens its utility in synthetic chemistry.
trans-2-aminocyclopentanecarboxylic acid structure
40482-05-1 structure
Product Name:trans-2-aminocyclopentanecarboxylic acid
CAS No:40482-05-1
MF:C6H11NO2
MW:129.157041788101
MDL:MFCD14155659
CID:324428
PubChem ID:10997062
Update Time:2025-08-05

trans-2-aminocyclopentanecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Cyclopentanecarboxylic acid, 2-amino-, (1R,2R)-rel-
    • (1R,2R)-2-aminocyclopentanecarboxylic acid
    • (1R,2R)-2-amino-cyclopentanecarboxylic acid
    • TRANS-2-AMINO-CYCLOPENTANECARBOXYLIC ACID
    • (+/-)-trans-2-Aminocyclopentanecarboxylic acid
    • (+/-)-Transpentacin
    • trans-2-aminocyclopentanecarboxylic acid
    • InChI=1/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5-/m1/s
    • Transpentacin, (+/-)-
    • 136315-77-0
    • 3H6P0920VL
    • CS-0131295
    • MFCD09749903
    • Transpentacin, (-)-
    • Cyclopentanecarboxylic acid, 2-amino-, (1R,2R)-
    • trans-(1R,2R)-2-Aminocyclopentane-1-carboxylic acid
    • trans-2-aminocyclopentanecarboxylicacid
    • AKOS006329217
    • EN300-93019
    • (1R,2R)-(-)-2-Amino-1-cyclopentanecarboxylic acid
    • J-500284
    • FR-109615, trans-(-)-
    • Cyclopentanecarboxylic acid, 2-amino-, trans-
    • FR-109615, trans-(+/-)-
    • rac-(1R,2R)-2-aminocyclopentane-1-carboxylic acid
    • 36G8O949X4
    • EN300-6473082
    • trans-2-Aminocyclopentane-1-carboxylic acid
    • 2-Aminocyclopentanecarboxylic acid #
    • UNII-36G8O949X4
    • (1R,2R)-2-aminocyclopentane-1-carboxylic acid
    • (1R,2R)-2-aminocyclopentanecarboxylic?acid
    • MFCD14155659
    • JWYOAMOZLZXDER-RFZPGFLSSA-N
    • UNII-3H6P0920VL
    • (-)-Transpentacin
    • SCHEMBL420637
    • 40482-05-1
    • MDL: MFCD14155659
    • Inchi: 1S/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5-/m1/s1
    • InChI Key: JWYOAMOZLZXDER-RFZPGFLSSA-N
    • SMILES: OC([C@@H]1CCC[C@H]1N)=O

Computed Properties

  • Exact Mass: 129.078978594g/mol
  • Monoisotopic Mass: 129.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 124
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Density: 1.190
  • Boiling Point: 265 oC
  • Flash Point: 114 oC

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trans-2-aminocyclopentanecarboxylic acid Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40482-05-1)trans-2-aminocyclopentanecarboxylic acid
Order Number:A1086526
Stock Status:in Stock
Quantity:1.0g/5.0g/10.0g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 19:26
Price ($):217.0/650.0/1084.0

trans-2-aminocyclopentanecarboxylic acid Related Literature

Additional information on trans-2-aminocyclopentanecarboxylic acid

Comprehensive Overview of trans-2-aminocyclopentanecarboxylic acid (CAS No. 40482-05-1)

trans-2-aminocyclopentanecarboxylic acid (CAS No. 40482-05-1) is a cyclic amino acid derivative that has garnered significant attention in pharmaceutical and biochemical research. This compound, characterized by its cyclopentane backbone and trans-configuration, serves as a versatile building block in organic synthesis and drug development. Its unique structural features make it a valuable intermediate for designing peptidomimetics and bioactive molecules, addressing modern challenges in drug discovery and enzyme inhibition.

Recent trends in scientific literature highlight the growing interest in non-proteinogenic amino acids like trans-2-aminocyclopentanecarboxylic acid. Researchers are exploring its potential in modulating protein-protein interactions and enhancing metabolic stability of therapeutic peptides. A 2023 study published in the Journal of Medicinal Chemistry emphasized its role in improving oral bioavailability of peptide-based drugs—a key focus area for pharmaceutical companies tackling drug delivery challenges.

The compound's stereochemical purity (trans-configuration) is critical for its biological activity. Advanced chiral synthesis methods, including asymmetric hydrogenation and enzymatic resolution, have been developed to produce high-purity trans-2-aminocyclopentanecarboxylic acid. These innovations align with the industry's push toward green chemistry and sustainable manufacturing—topics frequently searched in academic and industrial forums.

In computational chemistry, 40482-05-1 serves as a model compound for studying conformational restrictions in cyclic systems. Molecular docking simulations reveal its ability to mimic β-turn structures in proteins, explaining its utility in designing GPCR-targeted therapeutics. This application resonates with current searches about structure-based drug design and computational biology tools.

Analytical characterization of trans-2-aminocyclopentanecarboxylic acid typically involves HPLC-MS and NMR spectroscopy, with particular emphasis on distinguishing its stereoisomers. The compound's zwitterionic nature at physiological pH makes it relevant for studies on membrane permeability—a hot topic in ADME research (Absorption, Distribution, Metabolism, Excretion).

Emerging applications include its use as a precursor for macrocyclic compounds in cancer immunotherapy and as a scaffold for metal-chelating agents in diagnostic imaging. These developments respond to frequent queries about next-generation therapeutics and molecular imaging probes in medical research databases.

From a commercial perspective, suppliers often list CAS 40482-05-1 alongside related search terms like cyclopentane amino acid derivatives and constrained amino acid analogs. The compound's storage stability and solubility profiles (notably in aqueous and polar organic solvents) are frequently documented in technical datasheets to assist formulation scientists.

Ongoing research explores the compound's potential in neurological disorders, particularly as a modulator of neurotransmitter receptors. This aligns with rising public interest in neurodegenerative disease treatments and blood-brain barrier penetration strategies—subjects generating substantial traffic in scientific search engines.

In summary, trans-2-aminocyclopentanecarboxylic acid (CAS No. 40482-05-1) represents a multifaceted tool for modern chemical biology, bridging gaps between structural chemistry, therapeutic development, and computational modeling. Its continued study addresses pressing questions in medicinal chemistry while offering solutions to real-world challenges in biopharmaceutical innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:40482-05-1)trans-2-aminocyclopentanecarboxylic acid
A1086526
Purity:99%/99%/99%
Quantity:1.0g/5.0g/10.0g
Price ($):217.0/650.0/1084.0
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