Cas no 126109-42-0 (4-carboxy-l-phenylalanine)

4-Carboxy-L-phenylalanine is a non-natural amino acid derivative featuring a carboxyl group at the para position of the phenyl ring. This modification enhances its utility in peptide synthesis and bioconjugation, offering a reactive handle for further functionalization. Its aromatic carboxyl group allows site-specific labeling, crosslinking, or immobilization in biochemical and pharmaceutical applications. The compound retains the stereochemical integrity of L-phenylalanine, ensuring compatibility with biological systems. Its structural properties make it valuable for designing enzyme inhibitors, probes, and modified peptides with tailored properties. The carboxyl group's reactivity also facilitates its use in metal-chelating or pH-sensitive constructs, broadening its applicability in research and drug development.
4-carboxy-l-phenylalanine structure
4-carboxy-l-phenylalanine structure
Product Name:4-carboxy-l-phenylalanine
CAS No:126109-42-0
MF:C10H11NO4
MW:209.198642969131
MDL:MFCD01318768
CID:897160
PubChem ID:1501862
Update Time:2025-05-20

4-carboxy-l-phenylalanine Chemical and Physical Properties

Names and Identifiers

    • 4-carboxy-l-phenylalanine
    • 4-Carboxyl-L-phenylalanine
    • H-p-Carboxy-Phe-OH
    • H-PHE(4-COOH)-OH
    • H-PHE(P-COOH)-OH
    • L-(4-CARBOXY)PHENYLALANINE
    • P-CARBOXY-L-PHENYLALANINE
    • P-CARBOXY-PHENYLALANINE
    • L-Phe(4-COOH)-OH
    • 4-CARBOXYPHENYLALANINE
    • CHEMBL4241273
    • CS-0357492
    • (S)-4-(2-Amino-2-carboxyethyl)benzoic acid
    • 126109-42-0
    • 4-[(2S)-2-AMINO-2-CARBOXYETHYL]BENZOIC ACID
    • L-Phenylalanine, 4-carboxy-
    • SCHEMBL93441
    • N12688
    • (S)-4-(2-Amino-2-carboxy-ethyl)-benzoic acid
    • MFCD01318768
    • (S)-4-(2-Amino-2-carboxyethyl)benzoicacid
    • MDL: MFCD01318768
    • Inchi: 1S/C10H11NO4/c11-8(10(14)15)5-6-1-3-7(4-2-6)9(12)13/h1-4,8H,5,11H2,(H,12,13)(H,14,15)/t8-/m0/s1
    • InChI Key: YXDGRBPZVQPESQ-QMMMGPOBSA-N
    • SMILES: OC([C@H](CC1C=CC(C(=O)O)=CC=1)N)=O

Computed Properties

  • Exact Mass: 209.06900
  • Monoisotopic Mass: 209.06880783g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 246
  • 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
  • XLogP3: -1.6
  • Topological Polar Surface Area: 101?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 436.7±40.0 °C at 760 mmHg
  • Flash Point: 217.9±27.3 °C
  • PSA: 100.62000
  • LogP: 1.03950
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

4-carboxy-l-phenylalanine Security Information

4-carboxy-l-phenylalanine Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) 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:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

4-carboxy-l-phenylalanine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C176355-25mg
4-Carboxy-L-phenylalanine
126109-42-0
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$ 64.00 2023-04-18
TRC
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abcr
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abcr
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abcr
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abcr
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A2B Chem LLC
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Additional information on 4-carboxy-l-phenylalanine

Introduction to 4-carboxy-l-phenylalanine (CAS No. 126109-42-0)

4-carboxy-l-phenylalanine, chemically designated as N-(4-carboxyphenyl)-l-alanine, is a significant compound in the field of pharmaceutical chemistry and biochemistry. With the CAS number 126109-42-0, this molecule has garnered attention for its unique structural properties and potential applications in drug development and metabolic studies. The presence of both a carboxylic acid group and an l-phenylalanine moiety makes it a versatile intermediate in synthetic chemistry, particularly in the synthesis of peptide mimetics and enzyme inhibitors.

The compound’s significance is further underscored by its role in the investigation of enzymatic pathways and its potential as a precursor in the synthesis of more complex molecules. In recent years, advancements in computational chemistry have allowed researchers to predict the reactivity and stability of 4-carboxy-l-phenylalanine, facilitating its use in designing novel therapeutic agents. This has been particularly relevant in the development of protease inhibitors, where the phenylalanine scaffold is often employed to mimic natural substrates.

One of the most exciting areas of research involving 4-carboxy-l-phenylalanine is its application in the field of biodegradable polymers. The carboxylic acid functionality enables copolymerization with other monomers, leading to materials that exhibit controlled degradation rates. Such polymers are increasingly being explored for use in drug delivery systems, where their ability to release payloads in a controlled manner is highly advantageous. Recent studies have demonstrated that polymers incorporating 4-carboxy-l-phenylalanine can enhance the bioavailability of therapeutic proteins, making them promising candidates for clinical translation.

In addition to its applications in polymer chemistry, 4-carboxy-l-phenylalanine has shown promise in the study of neurological disorders. The phenylalanine moiety is known to interact with various neurotransmitter pathways, making it a valuable tool for investigating conditions such as Parkinson’s disease and Alzheimer’s disease. Researchers have utilized derivatives of 4-carboxy-l-phenylalanine to develop potential neuroprotective agents, leveraging its structural similarity to endogenous amino acids to enhance receptor binding affinity.

The synthesis of 4-carboxy-l-phenylalanine itself is another area where innovation has been prominent. Traditional synthetic routes often involve multi-step processes that can be inefficient and costly. However, recent advances in catalytic methods have enabled more streamlined production methods. For instance, asymmetric hydrogenation techniques have been employed to improve the yield and enantioselectivity of key intermediates, making large-scale production more feasible. These advancements not only reduce costs but also minimize waste, aligning with the growing emphasis on sustainable chemistry practices.

From a regulatory perspective, 4-carboxy-l-phenylalanine (CAS No. 126109-42-0) benefits from a well-established safety profile, which has facilitated its use in both academic research and industrial applications. Its non-toxic nature makes it suitable for use in environments where exposure to hazardous substances must be minimized. Furthermore, its stability under various storage conditions simplifies handling and transportation, reducing logistical challenges for researchers and manufacturers alike.

The compound’s versatility extends to its role as a chiral building block in organic synthesis. The l-stereoisomer specifically is particularly valuable for constructing enantiomerically pure compounds, which are often required for optimal biological activity. This has led to increased interest from pharmaceutical companies looking to develop single-enantiomer drugs that exhibit higher efficacy with fewer side effects. The ability to produce high-purity 4-carboxy-l-phenylalanine has therefore become crucial for advancing drug discovery efforts.

Recent publications have highlighted novel applications of 4-carboxy-l-phenylalanine in material science, particularly in the development of smart materials that respond to environmental stimuli such as pH changes or temperature variations. These responsive materials have potential uses in targeted drug delivery systems, where release can be triggered by physiological conditions within the body. The carboxylic acid group plays a key role in these applications by facilitating hydrogen bonding interactions with other functional groups on the polymer backbone.

In conclusion, 4-carboxy-l-phenylalanine (CAS No. 126109-42-0) represents a multifaceted compound with broad implications across multiple scientific disciplines. Its unique structural features make it an invaluable tool for synthetic chemists, biologists, and material scientists alike. As research continues to uncover new applications for this molecule, its importance is likely to grow further, driving innovation in pharmaceuticals, biodegradable materials, and beyond.

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