Fmoc-N-(2-azidoethyl)glycine - CAS 1935981-35-3

Fmoc-N-(2-azidoethyl)glycine - CAS 1935981-35-3 Catalog number: BADC-01989

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Category
ADCs Linker
Product Name
Fmoc-N-(2-azidoethyl)glycine
CAS
1935981-35-3
Catalog Number
BADC-01989
Molecular Formula
C19H18N4O4
Molecular Weight
366.40
Purity
≥ 99% (HPLC, TLC)

Ordering Information

Catalog Number Size Price Quantity
BADC-01989 -- $-- Inquiry
Synonyms
Fmoc-Aeg(N3)-OH; 2-[2-Azidoethyl(9H-fluoren-9-ylmethoxycarbonyl)amino]acetic acid
IUPAC Name
2-[2-azidoethyl(9H-fluoren-9-ylmethoxycarbonyl)amino]acetic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N(CCN=[N+]=[N-])CC(=O)O
InChI
InChI=1S/C19H18N4O4/c20-22-21-9-10-23(11-18(24)25)19(26)27-12-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,17H,9-12H2,(H,24,25)
InChIKey
MLMPWBUAQAXGFT-UHFFFAOYSA-N
Melting Point
109-111°C
Appearance
White crystalline powder
Storage
Store at 2-8 °C

Fmoc-N-(2-azidoethyl)glycine, a specialized reagent crucial for peptide synthesis and bioconjugation applications. Here are four key applications of Fmoc-N-(2-azidoethyl)glycine:

Peptide Synthesis: Playing a pivotal role in solid-phase peptide synthesis (SPPS), Fmoc-N-(2-azidoethyl)glycine serves as a fundamental building block. Its azido group enables the implementation of orthogonal protection strategies, elevating the efficiency of peptide chain assembly while minimizing undesirable side reactions. This capability allows for the streamlined synthesis of intricate functional peptides utilized in both research and therapeutic contexts.

Bioconjugation: Acting as a catalyst for peptide attachment to diverse biomolecules via click chemistry, this compound offers a targeted approach. The azido group exhibits a highly specific and efficient reactivity with alkyne-functionalized molecules, fostering the formation of stable triazole linkages. This application is indispensable for crafting peptide conjugates essential in cutting-edge drug delivery systems and diagnostic assays, enhancing precision and efficacy.

Chemical Biology: In the realm of chemical biology, Fmoc-N-(2-azidoethyl)glycine emerges as a valuable tool for investigating protein-protein interactions and protein labeling. Through the integration of this azide-functionalized glycine into peptides or proteins, researchers can leverage bioorthogonal chemistry to tag these molecules with fluorescent probes or affinity labels.

Material Science: Within the domains of nanotechnology and materials science, Fmoc-N-(2-azidoethyl)glycine finds utility in surface functionalization and nanoparticle applications. The azide group’s participation in click chemistry reactions allows for the immobilization of peptides and other biomolecules on diverse substrates, facilitating the design of bioactive surfaces, biosensors, and targeted delivery systems.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: Fmoc-N-(2-azidoethyl)glycine
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