(2R,3R)-(Fmoc-amino)-3-azidobutyric acid - CAS 1229394-75-5

(2R,3R)-(Fmoc-amino)-3-azidobutyric acid - CAS 1229394-75-5 Catalog number: BADC-01970

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Category
ADCs Linker
Product Name
(2R,3R)-(Fmoc-amino)-3-azidobutyric acid
CAS
1229394-75-5
Catalog Number
BADC-01970
Molecular Formula
C19H18N4O4
Molecular Weight
366.40

Ordering Information

Catalog Number Size Price Quantity
BADC-01970 -- $--
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Synonyms
Fmoc-D-Abu(3R-N3)-OH; (2R,3R)-3-Azido-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
IUPAC Name
(2R,3R)-3-azido-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
Canonical SMILES
CC(C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)N=[N+]=[N-]
InChI
InChI=1S/C19H18N4O4/c1-11(22-23-20)17(18(24)25)21-19(26)27-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16-17H,10H2,1H3,(H,21,26)(H,24,25)/t11-,17-/m1/s1
InChIKey
LLJMYBCJYQGZOS-PIGZYNQJSA-N
Melting Point
147-154°C
Appearance
White crystalline powder
Purity
≥ 98% (HPLC)
Storage
Store at 2-8 °C

(2R,3R)-(Fmoc-amino)-3-azidobutyric acid, a specialized chemical reagent, finds diverse applications in bioscience research, particularly in peptide and protein synthesis. Here are four key applications, presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Integral to solid-phase peptide synthesis, (2R,3R)-(Fmoc-amino)-3-azidobutyric acid acts as a pivotal building block, introducing an azide functional group into the peptide chain. This functional group serves as a catalyst for click chemistry reactions, paving the way for the creation of peptides adorned with a myriad of modifications and conjugations. Such versatility enhances the utility of peptides in both research and therapeutic realms, offering a broad spectrum of potential applications.

Chemical Biology: Embraced in the realm of chemical biology, this compound facilitates the exploration of protein-protein interactions. The azide group within (2R,3R)-(Fmoc-amino)-3-azidobutyric acid opens doors to bioorthogonal labeling through click chemistry, enabling seamless attachment of diverse probes or tags to proteins of interest. This capability revolutionizes the visualization, tracking, and analysis of proteins within intricate biological systems, shedding light on the complexities of molecular interactions.

Drug Discovery: A cornerstone of drug discovery endeavors, (2R,3R)-(Fmoc-amino)-3-azidobutyric acid emerges as a key player in synthesizing modified peptides for potential drug candidates. The incorporation of an azide group provides a versatile platform for subsequent chemical modifications, including the addition of pharmacophores or targeting moieties. This strategic approach holds the promise of developing peptide-based therapeutics with enhanced pharmacokinetic and pharmacodynamic properties, reshaping the landscape of drug development.

Bioconjugation: Positioned at the forefront of bioconjugation strategies, the azide functionality of (2R,3R)-(Fmoc-amino)-3-azidobutyric acid underscores its indispensability in linking peptides or proteins to a spectrum of biomolecules like nucleic acids, lipids, or carbohydrates through click chemistry. This innovative technique paves the way for the creation of multifunctional bioconjugates with diverse applications in diagnostics, imaging, and targeted delivery systems, propelling forward the frontiers of bioengineering and biomedicine.

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

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