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(2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH

  CAS No.: 2451202-17-6   Cat No.: BADC-01778 4.5  

(2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH is a proline-based amino acid linker intermediate featuring orthogonal protecting groups, facilitating selective payload conjugation in ADCs with improved linker stability and release profiles. Keywords: ADC linker, proline linker, Fmoc protection, controlled release.

(2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH

Structure of 2451202-17-6

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ADC Linker
Molecular Formula
C24H22N2O6
Molecular Weight
434.44

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Synonyms
(2S,4S)-Fmoc-Pro(4-NH-Poc)
IUPAC Name
(2S,4S)-1-(9H-fluoren-9-ylmethoxycarbonyl)-4-(prop-2-ynoxycarbonylamino)pyrrolidine-2-carboxylic acid
Canonical SMILES
C#CCOC(=O)NC1CC(N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
InChI
InChI=1S/C24H22N2O6/c1-2-11-31-23(29)25-15-12-21(22(27)28)26(13-15)24(30)32-14-20-18-9-5-3-7-16(18)17-8-4-6-10-19(17)20/h1,3-10,15,20-21H,11-14H2,(H,25,29)(H,27,28)/t15-,21-/m0/s1
InChIKey
MMFBNECUQRITMN-BTYIYWSLSA-N

(2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH, a protected amino acid derivative, finds extensive utility in peptide synthesis and diverse biochemical applications. Explore its key applications, presented with a high degree of perplexity and burstiness, below:

Peptide Synthesis: Delving into the realm of peptide synthesis, (2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH emerges as a pivotal component for integrating the proline amino acid unit. This protected variant of proline plays a crucial role in minimizing side reactions during peptide assembly processes, particularly in solid-phase peptide synthesis (SPPS). The intricate nature of this compound allows for the intricate construction of complex peptides and proteins, unveiling a world of possibilities in peptide design and engineering.

Drug Development: In the dynamic landscape of pharmaceutical endeavors, (2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH takes center stage in the synthesis of peptide-based drug candidates. Its application enables researchers to delve into the therapeutic implications and stability aspects of proline within peptide drugs, paving the way for novel treatments across a spectrum of ailments ranging from cancer to infectious diseases. This innovative approach reshapes the landscape of drug discovery, ushering in a new era of precision medicine.

Protein Engineering: Embarking on a journey through protein engineering, (2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH emerges as a valuable tool for probing the impacts of specific proline residues on protein structure and function. By harnessing the capabilities of this compound, scientists can craft modified proteins with enhanced stability or altered activity, thereby contributing to the advancement of biotechnologically relevant proteins. This intricate interplay between compound and protein opens doors to a multitude of possibilities in protein design and optimization.

Bioconjugation Techniques: Unleashing the power of bioconjugation strategies, (2S,4S)-Fmoc-L-Pro(4-NHPoc)-OH plays a pivotal role in facilitating the attachment of peptides or proteins to diverse molecules such as drugs, dyes, or nanoparticles. This strategic application forms the bedrock for the development of targeted delivery systems and diagnostic tools, revolutionizing the landscape of drug delivery and diagnostic technologies. With the Fmoc protecting group at its helm, the compound enables selective conjugation of proline-containing peptides while mitigating unwanted side reactions, heralding a new era of precision bioconjugation methodologies.

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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