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MA-PEG4-VC-PAB-DMAE-Doxorubicin

  CAS No.:   Cat No.: BADC-01412   Purity: ≥95% 4.5  

MA-PEG4-VC-PAB-DMAE-Doxorubicin is a thiol-reactive drug-linker conjugate used in the synthesis of antibody-drug conjugates (ADCs).

MA-PEG4-VC-PAB-DMAE-Doxorubicin

Structure of

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Category
ADC Cytotoxin with Linker
Molecular Formula
C69H92N10O25
Molecular Weight
1461.52

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

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Synonyms
MA-PEG4-VC-PAB-DMEA-Doxorubicin
IUPAC Name
2-((2S,4S)-4-(((2R,4S,5S,6S)-4-amino-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl)-2-oxoethyl (4-((2S,5S)-25-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-isopropyl-4,7,23-trioxo-2-(3-ureidopropyl)-10,13,16,19-tetraoxa-3,6,22-triazapentacosanamido)benzyl) ethane-1,2-diylbis(methylcarbamate)
InChI
InChI=1S/C69H92N10O25/c1-38(2)58(76-50(82)19-25-97-27-29-99-31-32-100-30-28-98-26-21-72-49(81)18-22-79-51(83)16-17-52(79)84)65(91)75-45(10-8-20-73-66(71)92)64(90)74-41-14-12-40(13-15-41)36-101-67(93)77(4)23-24-78(5)68(94)102-37-48(80)69(95)34-43-55(47(35-69)104-53-33-44(70)59(85)39(3)103-53)63(89)57-56(61(43)87)60(86)42-9-7-11-46(96-6)54(42)62(57)88/h7,9,11-17,38-39,44-45,47,53,58-59,85,87,89,95H,8,10,18-37,70H2,1-6H3,(H,72,81)(H,74,90)(H,75,91)(H,76,82)(H3,71,73,92)/t39-,44-,45-,47-,53-,58-,59+,69-/m0/s1
InChIKey
MWECFAKCGXHYSF-KZWMZRCHSA-N
Appearance
Solid Powder

MA-PEG4-VC-PAB-DMAE-Doxorubicin is a highly promising compound used in the development of targeted cancer therapies, particularly antibody-drug conjugates (ADCs). The maleimide (MA) group enables efficient conjugation to biomolecules with thiol groups, such as monoclonal antibodies or peptides. The PEG4 (polyethylene glycol) linker improves the solubility and stability of the conjugate, enhancing its pharmacokinetics. The VC (Val-Cit) cleavable linker ensures that the cytotoxic payload, in this case, doxorubicin, is released only after internalization by the target cell. Doxorubicin is a potent chemotherapy drug that intercalates into DNA, preventing replication and causing cell death. The PAB (para-amino benzoic acid) spacer provides optimal flexibility for the drug to be efficiently released inside the target cell. This targeted approach maximizes the therapeutic effect while minimizing off-target toxicity.

One of the key applications of MA-PEG4-VC-PAB-DMAE-Doxorubicin is in the design of ADCs for precise cancer treatment. By attaching doxorubicin to an antibody or targeting peptide via the maleimide-PEG4-VC-PAB linker system, this conjugate allows the selective delivery of the cytotoxic drug to tumor cells. The VC linker is designed to be cleaved in the acidic intracellular environment, which triggers the release of doxorubicin once the ADC is internalized by the target cell. Doxorubicin then intercalates into DNA, blocking transcription and replication, leading to apoptosis. This specific targeting mechanism ensures that the drug is delivered directly to cancer cells, thus reducing systemic side effects and enhancing therapeutic efficacy.

MA-PEG4-VC-PAB-DMAE-Doxorubicin is also valuable in overcoming drug resistance in cancer cells. Many tumors develop resistance to conventional chemotherapy drugs like doxorubicin due to efflux pumps, altered metabolism, or DNA repair mechanisms. By incorporating a targeted delivery system, this conjugate ensures that doxorubicin is delivered directly to the cancer cells, bypassing the resistance mechanisms present in the tumor. Researchers can further optimize this compound by modifying the targeting antibody or peptide to address different tumor types, improving the drug's efficacy in resistant cancers.

Beyond its use in oncology, MA-PEG4-VC-PAB-DMAE-Doxorubicin could have potential applications in other diseases requiring targeted therapy. The maleimide-PEG4-VC-PAB linker system allows for versatile conjugation to various targeting moieties, such as those designed for autoimmune diseases or inflammatory conditions. By attaching the conjugate to specific disease markers, it may enable more effective delivery of doxorubicin to non-cancerous cells, broadening the scope of its therapeutic applications. This flexibility makes the compound a valuable tool for future drug development and precision medicine.

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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Historical Records: DBCO-(PEG2-VC-PAB-MMAE)2 | 3-Azidopropionic Acid Sulfo-NHS ester | 3-Azidopropanol | Duostatin 5 | MC-VC-PABC-SP 141 | Doxorubicin-SMCC | MPr-SMCC | Sulfo-SMCC sodium | MC-VC-PABC-Aur0101 | MC-VC-PABC-MMAE | MA-PEG4-VC-PAB-DMAE-Doxorubicin
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