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Fmoc-Gly-Gly-allyl propionate

  CAS No.: 2766214-15-5   Cat No.: BADC-01815 4.5  

Fmoc-Gly-Gly-allyl propionate is a peptide-based ADC linker intermediate with orthogonal allyl protection, facilitating selective payload conjugation and enzyme-triggered release in antibody-drug conjugates. Keywords: ADC linker, peptide linker, allyl protection, enzyme-cleavable, bioconjugation.

Fmoc-Gly-Gly-allyl propionate

Structure of 2766214-15-5

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ADC Linker
Molecular Formula
C25H26N2O7
Molecular Weight
466.48

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IUPAC Name
(2R)-2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-5-oxo-5-prop-2-enoxypentanoic acid
Canonical SMILES
C=CCOC(=O)CCC(C(=O)O)NC(=O)CNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
InChI=1S/C25H26N2O7/c1-2-13-33-23(29)12-11-21(24(30)31)27-22(28)14-26-25(32)34-15-20-18-9-5-3-7-16(18)17-8-4-6-10-19(17)20/h2-10,20-21H,1,11-15H2,(H,26,32)(H,27,28)(H,30,31)/t21-/m1/s1
InChIKey
CCNNYDKFKPLPIC-OAQYLSRUSA-N

Fmoc-Gly-Gly-allyl propionate, a versatile chemical compound, is utilized in peptide synthesis and various biochemical applications. Here are four key applications of Fmoc-Gly-Gly-allyl propionate:

Solid-Phase Peptide Synthesis (SPPS): A cornerstone in peptide synthesis, Fmoc-Gly-Gly-allyl propionate plays a pivotal role in solid-phase peptide synthesis by introducing specific dipeptides into developing peptide chains. Its Fmoc protecting group enables precise deprotection under gentle conditions, ensuring the meticulous assembly of peptides with targeted sequences and unique properties.

Proteomics Research: In the dynamic realm of proteomics, Fmoc-Gly-Gly-allyl propionate serves as a catalyst for creating modified peptides tailored for investigating protein interactions and functions. These altered peptides act as potent probes or inhibitors, unraveling intricate protein signaling pathways essential for deciphering disease mechanisms and pinpointing potential therapeutic targets.

Drug Development: At the forefront of pharmaceutical innovation, Fmoc-Gly-Gly-allyl propionate plays a pivotal role in the development and synthesis of peptide-based drugs. By integrating this compound, researchers can optimize the stability, solubility, and bioactivity of therapeutic peptides, enhancing their efficacy and specificity.

Bioconjugation: In bioconjugation, Fmoc-Gly-Gly-allyl propionate emerges as a key player in linking peptides to diverse biomolecules such as antibodies or nucleic acids. This harmonious fusion generates multifunctional compounds with a myriad of biological activities, crucial for diagnostic assays, targeted drug delivery, and cutting-edge therapeutic interventions.

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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