Fmoc-D-Glu-OH

Name: Fmoc-D-Glu-OH
Brand: ChemScene
Availability: InStock
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CAS No. 104091-09-0
Cat. No. CS-0040978
Purity≥98%
MDL No.MFCD09037362

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 104091-09-0

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General Information

CAS No. 104091-09-0
Cat. No. CS-0040978
Purity ≥98%
MDL No. MFCD09037362
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉NO₆
Molecular Weight 369.37
Synonym(s) D-Fmoc-glutamic acid
SMILES O=C(O)CC[C@H](C(O)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-D-Glu-OH is a chiral building block for peptide synthesis, featuring a D-configured glutamic acid residue protected with a fluorenylmethoxycarbonyl (Fmoc) group. This configuration enables incorporation of D-glutamate into sequences requiring stereochemical control, while the Fmoc moiety ensures compatibility with standard solid-phase protocols. The side-chain carboxylate remains free for selective derivatization or conjugation.

Application

Fmoc-D-Glu-OH serves as a key building block in peptide synthesis, enabling the incorporation of D-glutamic acid residues with orthogonal side-chain protection. The Fmoc group provides efficient, base-labile deprotection compatible with standard solid-phase protocols, while the free carboxylic acid facilitates coupling reactions under common activation conditions. Its stability under routine handling and compatibility with diverse coupling reagents make it well-suited for the synthesis of bioactive peptides and cyclic scaffolds requiring stereochemically defined glutamate units.

Synthesis

Route1
- In-stock
  
  71989-18-9
- ~87%
- In-stock
  
  104091-09-0
References
- Mehta, Anita; Jaouhari, Rabih; Benson, Timothy J.; Douglas, Kenneth T. Tetrahedron Letters, 1992 , vol. 33, # 37 p. 5441 - 5444
Route2
- In-stock
  
  56-86-0
- 1131148-55-4
- ~80%
- In-stock
  
  104091-09-0
References
- Ibrahim, Tarek S.; Tala, Srinivasa R.; El-Feky, Said A.; Abdel-Samii, Zakaria K.; Katritzky, Alan R. Synlett, 2011 , # 14 art. no. S03511ST, p. 2013 - 2016
Route3
- In-stock
  
  56-86-0
- 28920-43-6
- ~%
- In-stock
  
  104091-09-0
References
- Journal of the Chinese Chemical Society, , vol. 58, # 4 p. 509 - 515

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 112.93
LogP 2.8431
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 7

Other Classifications

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Life Science Amino Acids and their Derivatives N-protected amino acid

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-D-Glu-OH

CAS No. 104091-09-0

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