Cas no 244028-70-4 (Fmoc-3-iodo-d-tyr-oh)

Fmoc-3-iodo-d-tyr-oh is a protected amino acid derivative used in solid-phase peptide synthesis (SPPS). The Fmoc (9-fluorenylmethoxycarbonyl) group provides orthogonal protection for the amine, enabling selective deprotection under mild basic conditions. The 3-iodo substitution on the tyrosine aromatic ring offers a versatile handle for further functionalization via cross-coupling reactions, such as Suzuki or Sonogashira couplings. The D-configuration of the tyrosine residue is valuable for designing peptidomimetics and bioactive peptides with enhanced stability against enzymatic degradation. This compound is particularly useful in medicinal chemistry and bioconjugation, where site-specific modifications are required. High purity and consistent performance make it a reliable building block for complex peptide architectures.
Fmoc-3-iodo-d-tyr-oh structure
Fmoc-3-iodo-d-tyr-oh structure
Product Name:Fmoc-3-iodo-d-tyr-oh
CAS No:244028-70-4
MF:C24H20INO5
MW:529.32377910614
MDL:MFCD03840398
CID:245810
PubChem ID:56777108
Update Time:2025-06-08

Fmoc-3-iodo-d-tyr-oh Chemical and Physical Properties

Names and Identifiers

    • D-Tyrosine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-iodo-
    • FMOC-3-IODO-D-TYR-OH
    • Fmoc-3-iodo-D-tyrosine
    • Fmoc-D-3-Iodotyrosine
    • Fmoc-D-Tyr(3-I)-OH
    • (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxy-3-iodophenyl)propanoic acid
    • FMOC-M-IODO-D-TYR-OH
    • AKOS025289368
    • AS-57427
    • CS-0149678
    • MFCD03840398
    • EN300-7374728
    • D94921
    • 244028-70-4
    • J-015501
    • (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid
    • (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxy-3-iodophenyl)propanoic acid
    • (2R)-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}-3-(4-HYDROXY-3-IODOPHENYL)PROPANOIC ACID
    • Fmoc-3-iodo-d-tyr-oh
    • MDL: MFCD03840398
    • Inchi: 1S/C24H20INO5/c25-20-11-14(9-10-22(20)27)12-21(23(28)29)26-24(30)31-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-11,19,21,27H,12-13H2,(H,26,30)(H,28,29)/t21-/m1/s1
    • InChI Key: ZRJAMVZQFHAZAE-OAQYLSRUSA-N
    • SMILES: IC1=C(C=CC(=C1)C[C@H](C(=O)O)NC(=O)OCC1C2C=CC=CC=2C2=CC=CC=C12)O

Computed Properties

  • Exact Mass: 529.03900
  • Monoisotopic Mass: 529.03862g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 31
  • Rotatable Bond Count: 8
  • Complexity: 624
  • 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: 4.9
  • Topological Polar Surface Area: 95.9?2

Experimental Properties

  • Density: 1.634±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 134-137 oC
  • Solubility: Insuluble (1.8E-3 g/L) (25 oC),
  • PSA: 95.86000
  • LogP: 4.92210

Fmoc-3-iodo-d-tyr-oh Pricemore >>

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Additional information on Fmoc-3-iodo-d-tyr-oh

Comprehensive Overview of Fmoc-3-iodo-d-tyr-oh (CAS No. 244028-70-4): Applications and Innovations in Peptide Synthesis

The compound Fmoc-3-iodo-d-tyr-oh (CAS No. 244028-70-4) is a specialized amino acid derivative widely utilized in peptide synthesis and pharmaceutical research. Its unique structure, featuring an Fmoc-protected group and an iodo-substituted tyrosine, makes it invaluable for constructing complex peptides with enhanced stability and functionality. This article delves into its properties, applications, and relevance in contemporary scientific advancements, addressing common queries such as "Fmoc-3-iodo-d-tyr-oh solubility", "peptide coupling reagents", and "solid-phase peptide synthesis (SPPS)".

In recent years, the demand for custom peptide synthesis has surged, driven by its applications in drug discovery, biotechnology, and materials science. Researchers frequently search for "Fmoc-3-iodo-d-tyr-oh price" or "CAS 244028-70-4 suppliers", highlighting its commercial significance. The compound's iodo-functional group enables site-specific modifications, such as click chemistry or cross-coupling reactions, aligning with trends in bioconjugation and targeted drug delivery systems.

From a technical perspective, Fmoc-3-iodo-d-tyr-oh exhibits excellent compatibility with SPPS protocols, ensuring high yields and minimal side reactions. Its Fmoc protection simplifies deprotection steps, while the D-tyrosine configuration enhances resistance to enzymatic degradation—a critical factor for therapeutic peptide design. Common questions like "how to store Fmoc-3-iodo-d-tyr-oh" are addressed by its stability under recommended conditions (e.g., -20°C in dry, dark environments).

The compound's role in radiopharmaceuticals and PET imaging probes further underscores its versatility. With growing interest in precision medicine, searches for "iodinated tyrosine derivatives" and "Fmoc-amino acid applications" have increased. Innovations in automated peptide synthesizers and green chemistry approaches also leverage its properties to reduce waste and improve efficiency.

In summary, Fmoc-3-iodo-d-tyr-oh (CAS No. 244028-70-4) remains a cornerstone in peptide science, bridging gaps between synthetic chemistry and biomedical research. Its adaptability to high-throughput screening and biomaterial engineering ensures sustained relevance, while SEO-optimized terms like "buy Fmoc-3-iodo-d-tyr-oh" and "CAS 244028-70-4 technical data" reflect its commercial and academic demand.

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