Cas no 739308-18-0 (3-formyl-L-tyrosine)

3-Formyl-L-tyrosine is a modified amino acid derivative featuring a formyl group at the 3-position of the tyrosine aromatic ring. This functionalization enhances its utility as a versatile intermediate in organic synthesis, peptide modification, and bioconjugation applications. The aldehyde group provides a reactive handle for selective chemical transformations, including Schiff base formation and reductive amination, facilitating site-specific labeling or crosslinking in biomolecules. Its compatibility with standard peptide coupling methods allows for seamless incorporation into peptide sequences. The compound is particularly valuable in biochemical research, where precise modification of tyrosine residues is required for studying protein interactions, enzyme mechanisms, or designing targeted probes.
3-formyl-L-tyrosine structure
3-formyl-L-tyrosine structure
Product Name:3-formyl-L-tyrosine
CAS No:739308-18-0
MF:C10H11NO4
MW:209.198642969131
CID:2072092
PubChem ID:45258891
Update Time:2025-06-14

3-formyl-L-tyrosine Chemical and Physical Properties

Names and Identifiers

    • 3-formyl-L-tyrosine
    • CHEBI:211974
    • 739308-18-0
    • 3-Formyltyrosine
    • SCHEMBL5833111
    • (2S)-2-Amino-3-(3-formyl-4-hydroxyphenyl)propanoicacid
    • (2S)-2-amino-3-(3-ormyl-4-hydroxyphenyl)propanoic acid
    • (2S)-2-Amino-3-(3-formyl-4-hydroxyphenyl)propanoic acid
    • EN300-755114
    • (2S)-2-Amino-3-(3-formyl-4-hydroxyphenyl)propanoate
    • (s)-2-amino-3-(3-formyl-4-hydroxyphenyl)propanoic acid
    • Inchi: 1S/C10H11NO4/c11-8(10(14)15)4-6-1-2-9(13)7(3-6)5-12/h1-3,5,8,13H,4,11H2,(H,14,15)/t8-/m0/s1
    • InChI Key: MYVUDDGZMPQJEZ-QMMMGPOBSA-N
    • SMILES: OC([C@H](CC1C=CC(=C(C=O)C=1)O)N)=O

Computed Properties

  • Exact Mass: 209.06880783g/mol
  • 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: 244
  • 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: -2.4
  • Topological Polar Surface Area: 101?2

3-formyl-L-tyrosine Pricemore >>

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Additional information on 3-formyl-L-tyrosine

Comprehensive Overview of 3-Formyl-L-Tyrosine (CAS No. 739308-18-0): Properties, Applications, and Research Insights

3-Formyl-L-Tyrosine (CAS No. 739308-18-0) is a chemically modified derivative of the naturally occurring amino acid L-tyrosine. This compound has garnered significant attention in biochemical and pharmaceutical research due to its unique aldehyde functional group, which enables diverse applications in protein conjugation, biomarker development, and drug discovery. With the rise of precision medicine and bioconjugation technologies, researchers are increasingly exploring its potential in targeted therapies and diagnostic tools.

The molecular structure of 3-formyl-L-tyrosine features a formyl group (-CHO) attached to the aromatic ring of L-tyrosine, making it a versatile intermediate for click chemistry and site-specific labeling. This modification is particularly valuable in antibody-drug conjugates (ADCs), where controlled payload attachment is critical for efficacy. Recent studies highlight its role in proteomics and enzyme engineering, addressing common challenges like post-translational modification analysis.

In the context of sustainable chemistry, 3-formyl-L-tyrosine aligns with the growing demand for green synthesis methods. Researchers are optimizing its production using enzymatic catalysis to reduce waste and energy consumption. This approach resonates with the life sciences industry, where eco-friendly reagents are prioritized. Additionally, its compatibility with aqueous reaction conditions makes it suitable for biocompatible materials design.

From a market perspective, the demand for custom amino acid derivatives like 3-formyl-L-tyrosine is driven by advancements in peptide therapeutics and nanotechnology. Companies specializing in high-purity biochemicals are expanding their portfolios to include such compounds, catering to academic labs and biotech startups. Analytical techniques such as HPLC and mass spectrometry ensure stringent quality control, meeting the needs of GMP-compliant applications.

Emerging trends in cancer research have further spotlighted 3-formyl-L-tyrosine. Its ability to facilitate controlled drug release in tumor microenvironments is under investigation, with promising results in in vivo models. This aligns with frequent search queries like "amino acid-based drug delivery" and "non-toxic bioconjugation methods", reflecting broader interest in translational science.

For laboratory protocols, handling 3-formyl-L-tyrosine requires attention to pH stability and storage conditions (typically at -20°C under inert atmosphere). Its solubility in polar solvents like water or DMSO simplifies experimental workflows, though kinetic studies recommend optimizing reaction times to maximize yield. These practical insights address common questions such as "how to modify tyrosine residues" and "best practices for aldehyde-reactive probes".

In summary, 3-formyl-L-tyrosine (CAS No. 739308-18-0) represents a critical tool at the intersection of chemical biology and therapeutic innovation. Its dual role as a synthetic building block and biological probe ensures continued relevance in both basic research and industrial applications. As the scientific community seeks multifunctional reagents, this compound exemplifies how molecular design can bridge gaps between discovery and implementation.

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