CAS 71989-18-9

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
• N-(9-Fluorenylmethoxycarbonyl)glutamic acid γ-tert-butyl ester
• N-(9-Fluorenylmethoxycarbonyl)-L-glutamic acid γ-tert-butyl ester
• L-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 5-(1,1-dimethylethyl) ester

5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate

CAS: 71989-18-9

Formula: C₂₄H₂₇NO₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 425.48

Ref: 3B-B3167

N-Fmoc-L-glutamic acid 5-tert-butyl ester, 98%

CAS: 71989-18-9

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

Formula: C₂₄H₂₇NO₆

Purity: 98%

Molecular weight: 425.48

Ref: 02-H59169

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

Formula: C₂₄H₂₇NO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 425.4743

Ref: IN-DA0038GY

Fmoc-L-glutamic acid 5-tert-butyl ester

CAS: 71989-18-9

Fmoc-L-glutamic acid 5-tert-butyl ester

Purity: ≥98%

Molecular weight: 425.47g/mol

Ref: 54-BUP19524

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

Formula: C₂₄H₂₇NO₆

Purity: ≥ 99.0%

Color and Shape: White powder

Molecular weight: 425.48

Ref: 7W-GM7333

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

M03409 - Fmoc-Glu(OtBu)-OH

Formula: C₂₄H₂₇NO₆

Purity: 99%

Color and Shape: Powder or Crystalline Powder or Solid

Molecular weight: 425.481

Ref: 10-M03409

Fmoc-L-glutamic acid 5-tert-butyl ester

CAS: 71989-18-9

Fmoc-L-glutamic acid 5-tert-butyl ester (Fmoc-Glu(OtBu)-OH) is a glutamic acid derivative.

Formula: C₂₄H₂₇NO₆

Purity: 99.68%

Color and Shape: Solid

Molecular weight: 425.47

Ref: TM-T64329

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

Fmoc-Glu(OtBu)-OH

Formula: C₂₄H₂₇NO₆

Purity: 98%

Color and Shape: white powder

Molecular weight: 425.47g/mol

Ref: 54-OR911397

FMOC-L-Glutamic Acid 5-Tert-Butyl Ester (FMOC-Glu(OtBu)-OH) extrapure, 99%

CAS: 71989-18-9

Formula: C₂₄H₂₇NO₆

Purity: min. 99%

Color and Shape: White to off-white, Crystalline powder

Molecular weight: 425.47

Ref: SR-90673

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

Formula: C₂₄H₂₇NO₆

Molecular weight: 425.5

Ref: ST-EA-CP-L28030

Fmoc-Glu(OtBu)-OH

CAS: 71989-18-9

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

Formula: C₂₄H₂₇NO₆

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 425.47 g/mol

Ref: 3D-FF28968