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MC-Gly-Gly-Phe

  CAS No.: 1599440-15-9   Cat No.: BADC-00970   Purity: >96.0% 4.5  

MC-Gly-Gly-Phe is a protease-sensitive ADC linker facilitating controlled drug release within tumor environments, enhancing the efficacy and safety profiles of antibody-drug conjugates.

MC-Gly-Gly-Phe

Structure of 1599440-15-9

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Category
ADC Linker
Molecular Formula
C23H28N4O7
Molecular Weight
472.49
Shipping
Room temperature, or blue ice upon request.
Shipping
Store at -20 °C, keep in dry and avoid sunlight.

* For research and manufacturing use only. We do not sell to patients.

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Synonyms
(2S)-2-[[2-[[2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]acetyl]amino]acetyl]amino]-3-phenylpropanoic acid
IUPAC Name
(2S)-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-/m0/s1
InChIKey
NFVPAFLSJIPUCL-KRWDZBQOSA-N
Solubility
DMSO: 50 mg/ml (10582 mm, need ultrasonic)
Appearance
Solid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature, or blue ice upon request.
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Form
Solid
Biological Activity
MC-Gly-Gly-Phe is a cleavable linker used for antibody-drug conjugates (ADC).

MC-Gly-Gly-Phe is a key compound in the design and development of targeted drug delivery systems, particularly antibody-drug conjugates (ADCs). Its maleimide (MC) functional group facilitates selective conjugation with thiol-containing biomolecules, forming stable thioether bonds. This property ensures efficient and precise linkage of payloads to antibodies, resulting in enhanced therapeutic efficacy and reduced systemic toxicity in oncology and other therapeutic areas.

The Gly-Gly-Phe peptide sequence in MC-Gly-Gly-Phe functions as a cleavable linker, enabling controlled drug release in specific environments. This sequence is sensitive to proteolytic enzymes overexpressed in diseased tissues, such as tumors. Upon cleavage by enzymes like cathepsins, the active drug is released at the target site, minimizing off-target effects and improving the therapeutic index of the conjugate.

MC-Gly-Gly-Phe is also widely used in the creation of prodrugs, where its cleavable linker properties allow for controlled activation. These prodrugs remain inactive during systemic circulation and are activated in the presence of specific enzymes at the disease site. This targeted activation enhances drug stability and bioavailability while reducing adverse side effects.

Beyond drug delivery, MC-Gly-Gly-Phe finds applications in biochemical research, particularly in the study of protease activity and specificity. By integrating this peptide sequence into substrates, researchers can evaluate the activity of enzymes like cathepsins in various biological systems. These studies are essential for understanding disease pathogenesis, developing diagnostic assays, and identifying potential therapeutic targets.

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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