(R)-2-Azido-3-(Fmoc-amino)propanoic acid - CAS 1807631-13-5

(R)-2-Azido-3-(Fmoc-amino)propanoic acid - CAS 1807631-13-5 Catalog number: BADC-01992

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Category
ADCs Linker
Product Name
(R)-2-Azido-3-(Fmoc-amino)propanoic acid
CAS
1807631-13-5
Catalog Number
BADC-01992
Molecular Formula
C18H16N4O4
Molecular Weight
352.30
Purity
≥ 99% (Assay by titration, HPLC)

Ordering Information

Catalog Number Size Price Quantity
BADC-01992 -- $-- Inquiry
Synonyms
N3-D-Dap(Fmoc)-OH; Azido-D-Dap(Fmoc)-OH; (2R)-2-Azido-3-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
IUPAC Name
(2R)-2-azido-3-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(C(=O)O)N=[N+]=[N-]
InChI
InChI=1S/C18H16N4O4/c19-22-21-16(17(23)24)9-20-18(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H,20,25)(H,23,24)/t16-/m1/s1
InChIKey
QJCYGENXFLOOKP-MRXNPFEDSA-N
Melting Point
148-152°C
Appearance
White crystalline powder
Storage
Store at 2-8 °C

(R)-2-Azido-3-(Fmoc-amino)propanoic acid, a specialized chemical reagent with unique properties, finds value in diverse scientific applications. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: Widely utilized in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), this compound plays a pivotal role in controlled peptide chain elongation. The Fmoc-protected amino group enables precise manipulation of peptide structures, while the azido group sets the stage for bioorthogonal reactions, facilitating the creation of intricate peptide architectures.

Click Chemistry: The azido group in (R)-2-Azido-3-(Fmoc-amino)propanoic acid lends itself to click chemistry applications, known for its rapid and efficient formation of stable covalent bonds. This versatile reagent is instrumental in various fields, including drug discovery, polymer science, and bioconjugation techniques, offering a dynamic platform for molecular assembly and modification.

Protein Labeling: With its site-specific protein labeling capabilities, (R)-2-Azido-3-(Fmoc-amino)propanoic acid enables researchers to attach fluorophores, affinity tags, or functional moieties to target proteins. Through bioorthogonal click reactions mediated by the azido group, researchers can explore protein localization, interactions, and function within the intricate landscape of cellular biology, unlocking insights into molecular dynamics.

Drug Design: In the realm of drug design, (R)-2-Azido-3-(Fmoc-amino)propanoic acid emerges as a versatile building block for crafting novel bioactive compounds. Its functional groups offer a canvas for diverse chemical modifications, paving the way for the design and synthesis of peptide-based therapeutics with heightened specificity and efficacy. This reagent stands at the forefront of innovative drug development, offering a customizable platform for therapeutic innovation.

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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