Cas no 121343-82-6 (Fmoc-Glu-OH)

Fmoc-Glu-OH, or N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid, is a protected derivative of glutamic acid widely used in solid-phase peptide synthesis (SPPS). The Fmoc group serves as an amine-protecting moiety, enabling selective deprotection under mild basic conditions while preserving the side-chain carboxyl functionality. This compound is particularly valuable for introducing glutamic acid residues into peptide sequences, offering compatibility with standard Fmoc-based strategies. Its high purity and stability ensure reliable performance in automated synthesis, while the free γ-carboxyl group allows for further modifications or conjugation. Fmoc-Glu-OH is essential for researchers designing peptides with carboxylate-containing side chains, facilitating precise control over peptide structure and function.
Fmoc-Glu-OH structure
Fmoc-Glu-OH structure
Product Name:Fmoc-Glu-OH
CAS No:121343-82-6
MF:C20H19NO6
MW:369.367965936661
MDL:MFCD00237657
CID:63555
PubChem ID:7019018
Update Time:2025-05-20

Fmoc-Glu-OH Chemical and Physical Properties

Names and Identifiers

    • Fmoc-L-Glutamic acid
    • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamic acid
    • Fmoc-Glu-OH
    • (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)pentanedioic acid
    • Boc-N-Me-Ala-OH
    • Fmoc-L-Glu-OH
    • N-Fmoc-L-glutamic Acid
    • Fmoc-(L)-Glu
    • FMOC-GLUTAMIC ACID
    • N-(9H-Fluorene-9-ylmethoxycarbonyl)-L-glutamic acid
    • N-Fmoc-L-glutamic AcidFmoc-Glu-OH
    • Fmoc-Glu
    • N-alpha-FMoc-L-glutaMic acid
    • N-Fmoc-L-glutamic Acid Fmoc-Glu-OH
    • FMOC-GLU-OH 98+%
    • Fmoc-L-glutamic acid≥ 98% (HPLC)
    • (2S)-2-[(fluoren-9-ylmethoxy)carbonylamino]pentanedioic acid
    • Fmoc--Glu-OH
    • PubChem10012
    • QEPWHIXHJNNGLU-KRWDZBQOSA-N
    • SBB058249
    • AM81695
    • A
    • FD21436
    • N-9-FLUORENYLMETHOXYCARBONYLGLUTAMIC ACID
    • S-121343-82-6
    • DTXSID40427055
    • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanedioic acid
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-glutamic acid (Fmoc-L-Gln-OH)
    • EN300-81249
    • (9-FLUORENYLMETHOXYCARBONYL)GLUTAMIC ACID
    • (((9H-fluoren-9-yl)methoxy)carbonyl)-L-glutamic acid
    • F0453
    • AKOS010367269
    • MFCD00237657
    • Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
    • CS-W011797
    • Z1123720069
    • HY-W011081
    • M03410
    • (S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)PENTANEDIOIC ACID
    • AKOS015837227
    • J-300109
    • AS-12909
    • Q-101801
    • SCHEMBL1025352
    • 121343-82-6
    • (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanedioic acid
    • PD8L96F9XV
    • L-GLUTAMIC ACID, N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-
    • (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)pentanedioic acid
    • MDL: MFCD00237657
    • Inchi: 1S/C20H19NO6/c22-18(23)10-9-17(19(24)25)21-20(26)27-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,26)(H,22,23)(H,24,25)/t17-/m0/s1
    • InChI Key: QEPWHIXHJNNGLU-KRWDZBQOSA-N
    • SMILES: O(C(N[C@H](C(=O)O)CCC(=O)O)=O)CC1C2C=CC=CC=2C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 369.12100
  • Monoisotopic Mass: 369.12123733g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 8
  • Complexity: 543
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 9
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 3
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 153
  • Topological Polar Surface Area: 113
  • XLogP3: 2.5

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.3660
  • Melting Point: 193-198°C
  • Boiling Point: 594.3°C at 760 mmHg
  • Flash Point: 338.3±30.1 °C
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 112.93000
  • LogP: 3.23400
  • Specific Rotation: -18.0 to -25.0° (C=1, DMF)
  • Solubility: Not determined

Fmoc-Glu-OH Security Information

Fmoc-Glu-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%

Fmoc-Glu-OH Pricemore >>

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Fmoc-Glu-OH Related Literature

Additional information on Fmoc-Glu-OH

Introduction to Fmoc-Glu-OH (CAS No. 121343-82-6)

Fmoc-Glu-OH, with the chemical name N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid and CAS number 121343-82-6, is a widely used reagent in peptide synthesis and chemical biology. This compound is a protected form of the amino acid glutamic acid, which is essential for the construction of complex peptides and proteins. The Fmoc (9-fluorenylmethoxycarbonyl) protecting group is particularly valuable due to its stability under mild conditions and its ease of removal, making it a preferred choice in solid-phase peptide synthesis (SPPS).

The structure of Fmoc-Glu-OH consists of a fluorenylmethoxycarbonyl (Fmoc) group attached to the amino group of L-glutamic acid. This protecting group is known for its high stability in acidic and neutral conditions, which prevents premature deprotection during the synthesis process. The carboxylic acid group of glutamic acid remains free, allowing for efficient coupling reactions with other amino acids or functional groups.

Recent advancements in peptide chemistry have further highlighted the importance of Fmoc-Glu-OH. For instance, a study published in the Journal of Peptide Science in 2023 demonstrated the use of Fmoc-protected amino acids, including Fmoc-Glu-OH, in the synthesis of bioactive peptides with enhanced stability and biological activity. The researchers found that the Fmoc protection strategy significantly improved the yield and purity of the final peptide products, making it a valuable tool in drug discovery and development.

In addition to its applications in peptide synthesis, Fmoc-Glu-OH has also been utilized in the development of novel therapeutic agents. A notable example is its use in the synthesis of peptidomimetics, which are designed to mimic the structure and function of natural peptides but with improved pharmacological properties. A study published in Chemical Communications in 2022 reported the successful synthesis of a peptidomimetic using Fmoc-protected amino acids, including Fmoc-Glu-OH. The resulting compound exhibited potent anti-inflammatory activity and showed promise as a potential treatment for inflammatory diseases.

The versatility of Fmoc-Glu-OH extends beyond its use in peptide synthesis. It has also been employed in the development of diagnostic tools and imaging agents. For instance, a research team at the University of California, San Francisco, used Fmoc-protected amino acids to synthesize fluorescent peptides for cellular imaging applications. The study, published in Bioconjugate Chemistry in 2021, demonstrated that these peptides could be used to visualize specific cellular processes with high sensitivity and specificity.

The safety and handling of Fmoc-Glu-OH are important considerations for researchers working with this compound. While it is generally considered safe when handled properly, it is important to follow standard laboratory safety protocols to prevent exposure to skin or inhalation. Proper storage conditions, such as keeping it dry and at room temperature, are also crucial to maintain its stability and effectiveness.

In conclusion, Fmoc-Glu-OH (CAS No. 121343-82-6) is a versatile and essential reagent in modern chemical biology and peptide synthesis. Its unique properties make it an indispensable tool for researchers working on a wide range of applications, from drug discovery to diagnostic imaging. As research continues to advance, the importance of compounds like Fmoc-Glu-OH is likely to grow, driving further innovations in the field.

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