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DM1-SPP

  CAS No.: 452072-20-7   Cat No.: BADC-00010   Purity: ≥98% 4.5  

DM1 with a reactive linker SPP, which can react with antibody to make antibody drug conjugate, as a potent EGFR inhibitor and it overcomes resistant to EGFR.

DM1-SPP

Structure of 452072-20-7

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Category
ADC Cytotoxin
Molecular Formula
C44H59ClN4O14S2
Molecular Weight
967.54
Shipping
Room temperature

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

Size Price Stock Quantity
5 mg $1363 In stock

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Synonyms
N2'-​deacetyl-​N2'-​[3-​[[4-​[(2,​5-​dioxo-​1-​pyrrolidinyl)​oxy]​-​1-​methyl-​4-​oxobutyl]​dithio]​-​1-​oxopropyl]​-Maytansine; DM1 SPP
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) 4-[[3-[[(2S)-1-[[(1S,2R,3S,5S,6S,16Z,18Z,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl]oxy]-1-oxopropan-2-yl]-methylamino]-3-oxopropyl]disulfanyl]pentanoate
Canonical SMILES
CC1C2CC(C(C=CC=C(CC3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)CCSSC(C)CCC(=O)ON5C(=O)CCC5=O)C)C)OC)(NC(=O)O2)O
InChI
InChI=1S/C44H59ClN4O14S2/c1-24-11-10-12-32(59-9)44(57)23-31(60-42(56)46-44)26(3)40-43(5,62-40)33(22-37(53)48(7)29-20-28(19-24)21-30(58-8)39(29)45)61-41(55)27(4)47(6)34(50)17-18-64-65-25(2)13-16-38(54)63-49-35(51)14-15-36(49)52/h10-12,20-21,25-27,31-33,40,57H,13-19,22-23H2,1-9H3,(H,46,56)/b12-10-,24-11-/t25?,26-,27+,31+,32-,33+,40+,43+,44+/m1/s1
Appearance
Soild powder
Shipping
Room temperature

DM1-SPP is a sophisticated chemical compound, engineered to enhance the efficacy of targeted cancer therapies through the mechanism of antibody-drug conjugates (ADCs). DM1, also known as maytansine, is a potent cytotoxic agent that disrupts microtubule assembly, thereby inhibiting cell division and inducing apoptosis in rapidly proliferating cancer cells. By linking DM1 to a monoclonal antibody via a specially designed linker called succinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate (SPP), researchers have developed an innovative approach to deliver this cytotoxic agent directly to cancer cells. The SPP linker plays a crucial role as it is reactive and stable enough to form a covalent bond with the antibody, yet cleavable in the intracellular environment of the target cells. This targeted delivery ensures that DM1 exerts its therapeutic effects on tumor cells while minimizing its toxicity to healthy tissues.

The key application of DM1-SPP in drug discovery lies in its ability to overcome resistance mechanisms that often impede the efficacy of epidermal growth factor receptor (EGFR) inhibitors. EGFR is a transmembrane protein that, when mutated or overexpressed, can drive the growth and proliferation of various cancers, including non-small cell lung cancer and colorectal cancer. Traditional EGFR inhibitors target the receptor’s tyrosine kinase domain to block its signaling pathway. However, resistance to these inhibitors frequently develops due to secondary mutations within the EGFR gene or alternative signaling pathway activation. DM1-SPP conjugated with an antibody that specifically targets EGFR epitopes provides a novel strategy to circumvent these resistance mechanisms. By internalizing into the cancer cell upon binding to the EGFR and releasing the cytotoxic DM1 payload, this ADC can effectively kill cancer cells that have become unresponsive to EGFR kinase inhibitors.

In the realm of pharmacology and medicinal chemistry, DM1-SPP has revolutionized the design and development of targeted cancer therapies. The precise engineering required to optimize the conjugation of DM1 with EGFR-targeted antibodies underscores the importance of interdisciplinary collaboration in creating effective ADCs. Pharmaceutical developers must consider various factors, such as the stability of the linker, the specificity and affinity of the antibody for its target, and the cytotoxic potency of the drug payload. Successful ADCs like DM1-SPP illustrate the potential of these compounds to provide more personalized treatment options for patients with resistant forms of cancer, thereby embodying a shift towards more precise and effective oncology treatments.

Furthermore, the platform technology of DM1-SPP extends beyond EGFR inhibitors, offering a versatile framework for the development of ADCs against a broad spectrum of cancer targets. This adaptability underscores the role of DM1-SPP in facilitating the discovery of novel therapeutic candidates in the field of oncology. Researchers can leverage the DM1-SPP framework to explore new combinations of antibodies and cytotoxic agents, paving the way for the discovery of ADCs tailored to specific tumor antigens, thus improving response rates and expanding treatment options for various malignancies. As ongoing clinical trials continue to demonstrate the safety and efficacy of DM1-SPP-based therapies, the future of cancer treatment appears increasingly promising.

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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