MC-Gly-Gly-D-Phe

MC-Gly-Gly-D-Phe Catalog number: BADC-01893

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MC-Gly-Gly-D-Phe is a cleavable linker used for sythesis of antibody-drug conjugates (ADC).

Category
ADCs Linker
Product Name
MC-Gly-Gly-D-Phe
Catalog Number
BADC-01893
Molecular Formula
C23H28N4O7
Molecular Weight
472.49

Ordering Information

Catalog Number Size Price Quantity
BADC-01893 -- $-- Inquiry
Description
MC-Gly-Gly-D-Phe is a cleavable linker used for sythesis of antibody-drug conjugates (ADC).
IUPAC Name
(2R)-2-[[2-[[2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]acetyl]amino]acetyl]amino]-3-phenylpropanoic acid
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)O)NC(=O)CNC(=O)CNC(=O)CCCCCN2C(=O)C=CC2=O
InChI
InChI=1S/C23H28N4O7/c28-18(9-5-2-6-12-27-21(31)10-11-22(27)32)24-14-19(29)25-15-20(30)26-17(23(33)34)13-16-7-3-1-4-8-16/h1,3-4,7-8,10-11,17H,2,5-6,9,12-15H2,(H,24,28)(H,25,29)(H,26,30)(H,33,34)/t17-/m1/s1
InChIKey
NFVPAFLSJIPUCL-QGZVFWFLSA-N

MC-Gly-Gly-D-Phe, a synthetic peptide derivative, is widely used in the design and synthesis of targeted drug delivery systems, particularly in the development of antibody-drug conjugates (ADCs). The molecule’s structure incorporates a maleimide (MC) functional group, enabling selective conjugation with thiol groups on antibodies, forming stable thioether linkages. This feature ensures precise attachment of cytotoxic payloads to antibodies, enhancing the therapeutic index and reducing systemic toxicity in cancer treatments.

The Gly-Gly-D-Phe sequence in MC-Gly-Gly-D-Phe serves as a cleavable linker in drug delivery applications. This peptide sequence is highly sensitive to enzymatic cleavage in the tumor microenvironment, where proteases such as cathepsins are overexpressed. Upon cleavage, the cytotoxic payload is released specifically at the target site, minimizing off-target effects and maximizing therapeutic efficacy. This selective activation mechanism makes MC-Gly-Gly-D-Phe a critical component in targeted therapies for oncology.

MC-Gly-Gly-D-Phe is also employed in the development of peptide-based prodrugs. The compound's cleavable linker properties allow for the design of prodrugs that remain inactive during systemic circulation and are activated only in the presence of specific enzymes. This controlled activation reduces side effects and enhances the pharmacokinetic profile of the therapeutic agents, making it a valuable tool in precision medicine.

In addition to drug delivery, MC-Gly-Gly-D-Phe is utilized in biochemical research to study enzymatic activity and protease specificity. By incorporating this peptide sequence into fluorogenic or chromogenic substrates, researchers can monitor protease activity in real-time. This application is vital in understanding disease mechanisms and developing diagnostic assays for conditions characterized by aberrant protease activity, such as cancer and inflammatory diseases.

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: MC-Gly-Gly-D-Phe
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