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Chemical Structure| 139504-50-0 Chemical Structure| 139504-50-0

Structure of DM1
CAS No.: 139504-50-0

Chemical Structure| 139504-50-0

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Mertansine (DM1) is a microtubule inhibitor and antibody-conjugatable maytansinoid developed to overcome the systemic toxicity associated with maytansine and enhance tumor-specific delivery. Mertansine can be attached to a monoclonal antibody with a linker to create an antibody-drug conjugate (ADC).

Synonyms: Maytansinoid DM 1; Mertansine; UNII-DDZ29HGH0E

4.5 *For Research Use Only !

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Product Citations

Product Citations

Zhang, Xiao ; Zhao, Bowen ; Fu, Shiwei ; Liu, Yilin ; Petrisor, Ashley A ; Yang, Zixin , et al.

Abstract: Self-assembled polymeric micelles formed from amphiphilic block copolymers offer a promising strategy for enhanced drug delivery due to their biocompatibility and controlled release. However, challenges such as their poor colloidal stability under diluted conditions and degradation during storage and circulation limit their further applications. To address these issues, we developed a straightforward method for constructing cross-linked polycarbonate micelles that enhance stability while allowing for controlled stimuli-responsive drug delivery. By utilizing disulfide-based cross-linking and covalent conjugation of the anticancer drug, our approach maintains micelle integrity and extremely high drug loading over extended periods as well as the superior control of triggered drug release compared to non-cross-linked versions, demonstrating enhanced stability in complex biological environments and improved anticancer efficacy, presenting a novel platform for stable polymer−drug conjugate nanocarriers, holding significant therapeutic potential for targeted cancer treatment.

Keywords: polycarbonate ; cross-link ; nanomedicine ; drug delivery ; glutathione response

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Product Details of DM1

CAS No. :139504-50-0
Formula : C35H48ClN3O10S
M.W : 738.29
SMILES Code : C[C@@H]1[C@@H]2C[C@](O)([C@@H](/C=C/C=C(CC3=CC(N(C(C[C@@H]([C@]4([C@H]1O4)C)OC([C@H](C)N(C)C(CCS)=O)=O)=O)C)=C(Cl)C(OC)=C3)\C)OC)NC(O2)=O
Synonyms :
Maytansinoid DM 1; Mertansine; UNII-DDZ29HGH0E
MDL No. :MFCD28398157

Safety of DM1

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H311-H314-H340-H350
Precautionary Statements:P201-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P308+P313
Class:8(6.1)
UN#:2923
Packing Group:

Related Pathways of DM1

cytoskeleton

Isoform Comparison

Biological Activity

Description
Mertansine (DM1) serves as a microtubulin inhibitor and is a maytansinoid designed for conjugation to antibodies to form antibody-drug conjugates (ADCs), aimed at reducing systemic toxicity associated with maytansine and improving tumor-specific delivery[1].[2].

In Vitro:

Cell Line
Concentration Treated Time Description References
Human hepatocytes 1.25–2500 nM 48 hours To evaluate the inhibitory effects of mertansine on mRNA expression of CYP1A2, CYP2B6, CYP3A4, CYP2C8, CYP2C9, CYP2C19, UGT1A1, UGT1A4, and UGT1A9. Results showed that mertansine dose-dependently suppressed the mRNA levels of these enzymes. PMC7150891
Human liver microsomes 0.01–50 μM 60 minutes To evaluate the inhibitory effects of mertansine on UGT1A1, UGT1A3, UGT1A4, UGT1A6, UGT1A9, and UGT2B7 enzyme activities. Results showed that mertansine inhibited UGT1A1, UGT1A3, and UGT1A4 activities but had no effect on UGT1A6, UGT1A9, and UGT2B7. PMC7150891
EL-4 WT cells 1.71 nM to 416 nM 72 hours To evaluate the cytotoxic effect of VHH A1-DM1 on WT cells, results showed no obvious cytotoxicity on WT cells. PMC10973119
EL-4 MICA+ cells 1.71 nM to 416 nM 72 hours To evaluate the cytotoxic effect of VHH A1-DM1 on MICA+ cells, results showed that VHH A1-DM1 had a strong cytotoxic effect on MICA+ cells at low doses, with an IC50 comparable to free DM4. PMC10973119

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice B16-F10 melanoma model Intraperitoneal injection 20 nmol/kg Every 3 days for a total of 5 times To evaluate the therapeutic effects of M-DM1 in a Mice model of melanoma. Results showed that M-DM1 significantly suppressed tumor growth, prolonged survival, and enhanced the infiltration of CD8+ cytotoxic T cells and NK cells in the tumor microenvironment. PMC10140360
Nude mice A549 tumor xenograft model Intravenous injection 0.8 mg/kg Recorded every 2 days for 15 days To evaluate the in vivo antitumor efficacy of DM1-loaded ZNPs, results showed a tumor inhibition rate of 97.3%, superior to free DM1's 92.7%. PMC6968508

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.35mL

0.27mL

0.14mL

6.77mL

1.35mL

0.68mL

13.54mL

2.71mL

1.35mL

References

 

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