Fmoc-L-glutamic acid γ-[β-(5-naphthyl sulfonic acid)-ethylenediamine] ester
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Fmoc-L-glutamic acid γ-[β-(5-naphthyl sulfonic acid)-ethylenediamine] ester

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Category
Fmoc-Amino Acids
Catalog number
BAT-003754
CAS number
193475-66-0
Molecular Formula
C32H31N3O8S
Molecular Weight
617.68
Fmoc-L-glutamic acid γ-[β-(5-naphthyl sulfonic acid)-ethylenediamine] ester
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-[2-[(5-sulfonaphthalen-1-yl)amino]ethylamino]pentanoic acid
Synonyms
Fmoc-L-Glu(Edans)-OH; N-Fmoc-L-glu(edans)-OH; Fmoc-g-[alpha-(5-naphthyl Sulfonic Acid)-ethylenediamine]-L-glutamic Acid; N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-{2-[(5-sulfo-1-naphthyl)amino]ethyl}-L-glutamine; (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-[2-[(5-sulfonaphthalen-1-yl)amino]ethylamino]pentanoic acid
Appearance
Amorphous white powder
Purity
≥ 97% (HPLC)
Density
1.418±0.06 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C32H31N3O8S/c36-30(34-18-17-33-27-13-5-12-25-24(27)11-6-14-29(25)44(40,41)42)16-15-28(31(37)38)35-32(39)43-19-26-22-9-3-1-7-20(22)21-8-2-4-10-23(21)26/h1-14,26,28,33H,15-19H2,(H,34,36)(H,35,39)(H,37,38)(H,40,41,42)/t28-/m0/s1
InChI Key
HPYLYODKLGEPPX-NDEPHWFRSA-N
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CCC(=O)NCCNC4=CC=CC5=C4C=CC=C5S(=O)(=O)O)C(=O)O

Fmoc-L-glutamic acid γ-[β-(5-naphthyl sulfonic acid)-ethylenediamine] ester is a synthetic amino acid derivative used in various research and biotechnological applications.

Peptide Synthesis: This compound is widely used in the chemical synthesis of peptides, functioning as a building block with a protective group for the glutamic acid residue. It helps in ensuring proper folding and stability of peptides during synthesis, particularly in solid-phase peptide synthesis techniques. The use of Fmoc protection minimizes side reactions, facilitating the production of high-purity peptides for research and pharmaceutical uses.

Fluorescent Labeling: The naphthyl sulfonic acid moiety in this compound provides a fluorescent labeling capability, useful in biochemical assays and imaging studies. This property allows researchers to track the presence and distribution of peptides or proteins within cells or tissues. It plays a significant role in applications such as protein-protein interaction studies, cellular imaging, and localization of biomolecules.

Bioconjugation: Fmoc-L-glutamic acid γ-[β-(5-naphthyl sulfonic acid)-ethylenediamine] ester can be used in bioconjugation to link biomolecules for diagnostic or therapeutic purposes. This involves the formation of stable covalent bonds between the ester and biomolecules like antibodies or enzymes, enabling targeted delivery in drug design or diagnostic assays.

Molecular Research: This amino acid derivative is utilized in studies exploring enzyme function and protein interaction in molecular biology. By incorporating it into peptides, scientists can study how modifications affect enzyme-substrate interactions or protein binding dynamics. This information is critical for understanding biochemical pathways and can aid in the design of enzyme inhibitors or modifiers.

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