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CAS 71989-18-9

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N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid γ-tert-butyl ester

Description:
N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid γ-tert-butyl ester, commonly referred to as Fmoc-L-Glu(γ-tBu)-OH, is a protected form of the amino acid L-glutamic acid. This compound is characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective reactions during peptide synthesis. The γ-tert-butyl ester group provides additional protection for the carboxylic acid moiety, enhancing the stability and solubility of the compound in organic solvents. Fmoc-L-Glu(γ-tBu)-OH is typically used in solid-phase peptide synthesis, where it facilitates the stepwise assembly of peptides while preventing unwanted side reactions. The compound is generally stable under standard laboratory conditions but may require specific conditions for deprotection. Its structure contributes to its utility in biochemistry and medicinal chemistry, particularly in the synthesis of peptides with specific functional properties.
Formula:C24H27NO6
InChI:InChI=1S/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m0/s1
InChI key:InChIKey=OTKXCALUHMPIGM-FQEVSTJZSA-N
SMILES:C(OC(N[C@@H](CCC(OC(C)(C)C)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid
  • (2S)-5-(tert-Butoxy)-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)-5-oxopentanoic acid
  • (2S)-5-tert-Butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-pentanoic acid
  • (2S)-5-tert-butoxy-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid (non-preferred name)
  • (4S)-5-tert-butoxy-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid (non-preferred name)
  • 5-tert-butoxy-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxopentanoic acid (non-preferred name)
  • <span class="text-smallcaps">L</span>-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 5-(1,1-dimethylethyl) ester
  • FMOC-Glu(OtBu)-OH
  • Fmoc-L-glutamic acid 5-tert-butyl ester
  • N-(9-Fluorenylmethoxycarbonyl)-<span class="text-smallcaps">L</span>-glutamic acid γ-tert-butyl ester
  • See more synonyms
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Found 11 products.
  • N-Fmoc-L-glutamic acid 5-tert-butyl ester, 98%

    CAS:
    <p>This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci</p>
    Formula:C24H27NO6
    Purity:98%
    Molecular weight:425.48

    Ref: 02-H59169

    5g
    To inquire
    25g
    To inquire
  • Fmoc-Glu(OtBu)-OH

    CAS:
    Formula:C24H27NO6
    Purity:98%
    Color and Shape:Solid
    Molecular weight:425.4743

    Ref: IN-DA0038GY

    1g
    28.00€
    5g
    28.00€
    10g
    25.00€
    1kg
    603.00€
    25g
    49.00€
    50g
    60.00€
    100g
    105.00€
    250g
    196.00€
    500g
    268.00€
  • Fmoc-Glu(OtBu)-OH

    CAS:
    Formula:C24H27NO6
    Purity:≥ 99.0%
    Color and Shape:White powder
    Molecular weight:425.48

    Ref: 7W-GM7333

    10g
    48.00€
    25g
    81.00€
  • Fmoc-L-glutamic acid 5-tert-butyl ester

    CAS:
    <p>Fmoc-L-glutamic acid 5-tert-butyl ester</p>
    Purity:≥98%
    Molecular weight:425.47g/mol

    Ref: 54-BUP19524

    1g
    53.00€
  • 5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate

    CAS:
    Formula:C24H27NO6
    Purity:>98.0%(T)(HPLC)
    Color and Shape:White to Almost white powder to crystal
    Molecular weight:425.48

    Ref: 3B-B3167

    5g
    22.00€
    25g
    55.00€
  • Fmoc-Glu(OtBu)-OH

    CAS:
    <p>M03409 - Fmoc-Glu(OtBu)-OH</p>
    Formula:C24H27NO6
    Purity:99%
    Color and Shape:Powder or Crystalline Powder or Solid
    Molecular weight:425.481

    Ref: 10-M03409

    10g
    20.00€
    1kg
    725.00€
    25g
    28.00€
    100g
    98.00€
    500g
    394.00€
  • Fmoc-L-glutamic acid 5-tert-butyl ester

    CAS:
    <p>Fmoc-L-glutamic acid 5-tert-butyl ester (Fmoc-Glu(OtBu)-OH) is a glutamic acid derivative.</p>
    Formula:C24H27NO6
    Purity:99.68%
    Color and Shape:Solid
    Molecular weight:425.47
  • Fmoc-Glu(OtBu)-OH

    CAS:
    <p>Fmoc-Glu(OtBu)-OH</p>
    Formula:C24H27NO6
    Purity:98%
    Color and Shape: white powder
    Molecular weight:425.47g/mol

    Ref: 54-OR911397

    100g
    97.00€
    500g
    410.00€
  • Fmoc-Glu(OtBu)-OH

    CAS:
    <p>Fmoc-Glu(OtBu)-OH is an amino acid that is used in the synthesis of peptides and proteins. It is a hydrophilic, non-polar amino acid with a hydroxyl group at its carboxy terminus. This substance has been shown to inhibit the growth of cancer cells in vitro and has been used for the development of monoclonal antibodies. Fmoc-Glu(OtBu)-OH has also been shown to have pharmacokinetic properties that are different from other amino acids such as L-lysine, which may be due to its hydrophilic interactions with plasma proteins. This compound is also toxic, as shown by studies on rats where it was found to cause liver damage at high doses. Fmoc-Glu(OtBu)-OH binds to receptors on cells known as polysialic acid receptors, which are involved in cell adhesion and migration. Fmoc-Glu</p>
    Formula:C24H27NO6
    Purity:Min. 98 Area-%
    Color and Shape:Powder
    Molecular weight:425.47 g/mol

    Ref: 3D-FF28968

    1kg
    863.00€
    2kg
    1,193.00€
    5kg
    2,112.00€
    250g
    372.00€
    500g
    637.00€
  • FMOC-L-Glutamic Acid 5-Tert-Butyl Ester (FMOC-Glu(OtBu)-OH) extrapure, 99%

    CAS:
    Formula:C24H27NO6
    Purity:min. 99%
    Color and Shape:White to off-white, Crystalline powder
    Molecular weight:425.47

    Ref: SR-90673

    10g
    58.00€
    25g
    144.00€
    100g
    260.00€
  • Fmoc-Glu(OtBu)-OH

    CAS:
    Formula:C24H27NO6
    Molecular weight:425.5

    Ref: ST-EA-CP-L28030

    10mg
    To inquire
    25mg
    To inquire
    50mg
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    100mg
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