Cas no 103478-58-6 (Fmoc-D-N-Me-Val-OH)

Fmoc-D-N-Me-Val-OH is a protected amino acid derivative widely used in solid-phase peptide synthesis (SPPS). The compound features an Fmoc (9-fluorenylmethoxycarbonyl) protecting group for the α-amino functionality and a methylated amide nitrogen (N-Me), which enhances peptide stability and modulates conformational properties. The D-configuration of the valine residue introduces stereochemical diversity, enabling the synthesis of non-natural peptides with tailored biological activity. This derivative is particularly valuable in medicinal chemistry for designing peptidomimetics and constrained peptides, as the N-methylation reduces hydrogen bonding and improves metabolic resistance. High purity and consistent performance make it a reliable choice for researchers in peptide engineering and drug development.
Fmoc-D-N-Me-Val-OH structure
Fmoc-D-N-Me-Val-OH structure
Product Name:Fmoc-D-N-Me-Val-OH
CAS No:103478-58-6
MF:C21H23NO4
MW:353.41162610054
MDL:MFCD00153396
CID:62384
PubChem ID:24870908
Update Time:2025-11-02

Fmoc-D-N-Me-Val-OH Chemical and Physical Properties

Names and Identifiers

    • Fmoc-N-methyl-D-valine
    • N-(9-Fluorenylmethyloxycarbonyl)-N-methyl-D-valine
    • Fmoc-N-Me-D-Val-OH
    • Fmoc-D-N-Me-Val-OH
    • Fmoc-D-MeVal-OH
    • Fmoc-D-N-Me-Ala-OH
    • Fmoc-Nalpha-methyl-D-valine
    • Fmoc-N-Me-D-Valine
    • (2R)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methylbutanoic acid
    • (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acid
    • N-Fmoc-N-methyl-D-valine
    • FMOC-N-ALPHA-METHYL-D-VALINE
    • N-ALPHA-FMOC-N-ALPHA-METHYL-D-VALINE
    • FMOC-N-ME-D-VAL 98.5+%
    • Fmoc-N-methyl-D-valine98+%
    • CS-W014485
    • AKOS015908469
    • HY-W013769
    • AKOS015837188
    • (2R)-2-(9H-fluoren-9-ylmethoxycarbonyl-methylamino)-3-methylbutanoic acid
    • J-000981
    • MFCD00153396
    • N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-N-methyl-D-valine
    • DTXSID50583792
    • SCHEMBL119544
    • AS-50299
    • O11820
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-alpha-methyl-D-valine
    • AC-31986
    • 103478-58-6
    • AM82394
    • N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-methyl-D-valine
    • (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl](methyl)amino}-3-methylbutanoic acid
    • DB-038038
    • MDL： MFCD00153396
    • Inchi： 1S/C21H23NO4/c1-13(2)19(20(23)24)22(3)21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,12H2,1-3H3,(H,23,24)/t19-/m1/s1
    • InChI Key： YCXXXPZNQXXRIG-LJQANCHMSA-N
    • SMILES： O(C(N(C)[C@@H](C(=O)O)C(C)C)=O)CC1C2C=CC=CC=2C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 353.16300
  • Monoisotopic Mass: 353.16270821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 7
  • Complexity: 498
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.2
  • Topological Polar Surface Area: 66.8?2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.214
  • Melting Point: 186-189°C
  • Boiling Point: 527.6℃ at 760 mmHg
  • Flash Point: 272.9±24.3 °C
  • Refractive Index: 1.587
  • PSA: 66.84000
  • LogP: 3.97650
  • Specific Rotation: +70.5° (c=1 in DMF)

Fmoc-D-N-Me-Val-OH Security Information

Fmoc-D-N-Me-Val-OH Customs Data

  • HS CODE：2924299090
  • Customs Data：

    China Customs Code:

    2924299090

    Overview:

    2924299090. Other cyclic amides(Including cyclic carbamates)(Including their derivatives as well as their salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Fmoc-D-N-Me-Val-OH Production Method

Fmoc-D-N-Me-Val-OH Related Literature

Related Categories

Additional information on Fmoc-D-N-Me-Val-OH

Comprehensive Guide to Fmoc-D-N-Me-Val-OH (CAS No. 103478-58-6): Properties, Applications, and Market Insights

Fmoc-D-N-Me-Val-OH (CAS No. 103478-58-6) is a specialized N-methylated amino acid derivative widely used in peptide synthesis and pharmaceutical research. This compound belongs to the Fmoc-protected amino acid family, which is essential for solid-phase peptide synthesis (SPPS). Its unique structure, featuring a D-configuration and N-methylation, makes it valuable for designing peptide therapeutics with enhanced stability and bioavailability.

The growing demand for peptide-based drugs has increased interest in Fmoc-D-N-Me-Val-OH, as researchers explore its potential in drug discovery and bioconjugation. With the rise of personalized medicine and targeted therapies, this compound plays a crucial role in developing novel bioactive peptides. Its applications extend to cancer research, neurodegenerative disease studies, and antimicrobial peptide design, aligning with current trends in biopharmaceutical innovation.

From a chemical perspective, Fmoc-D-N-Me-Val-OH exhibits excellent compatibility with standard peptide coupling reagents such as HBTU and HATU. Its N-methyl group contributes to improved metabolic stability, making it particularly useful for creating peptidomimetics. Researchers frequently search for information on its synthesis protocol, purification methods, and storage conditions, reflecting the compound's importance in laboratory workflows.

The market for Fmoc-protected amino acids continues to expand, driven by advancements in peptide therapeutics and biotechnology applications. Fmoc-D-N-Me-Val-OH is often compared with similar compounds like Fmoc-L-N-Me-Val-OH and Boc-D-N-Me-Val-OH, highlighting the need for stereochemical precision in peptide drug development. Quality control parameters such as HPLC purity and chiral integrity remain critical considerations for purchasers.

Recent studies have explored the use of Fmoc-D-N-Me-Val-OH in macrocyclic peptides and cell-penetrating peptides (CPPs), addressing common challenges in drug delivery systems. The compound's role in peptide stapling techniques has also gained attention, particularly for creating stable helical structures in therapeutic peptides. These applications respond to the increasing demand for next-generation peptide drugs with improved pharmacokinetic properties.

For researchers working with Fmoc-D-N-Me-Val-OH, proper handling and storage at -20°C are recommended to maintain stability. The compound's solubility characteristics in organic solvents like DMF and DCM are frequently discussed in peptide synthesis forums. As the field of peptide engineering evolves, this derivative continues to be a valuable building block for structure-activity relationship (SAR) studies and medicinal chemistry projects.

The future outlook for Fmoc-D-N-Me-Val-OH appears promising, with potential applications in peptide vaccines and diagnostic probes. Its compatibility with automated peptide synthesizers makes it particularly attractive for high-throughput screening applications. As research into peptide-drug conjugates advances, this compound is expected to play an increasingly important role in biopharmaceutical development pipelines worldwide.

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