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MMAF (hydrochloride)

MMAF (Monomethylauristatin F) hydrochloride is a potent tubulin polymerization inhibitor and is used as a antitumor agent. MMAF hydrochloride is widely used as a cytotoxic component of antibody-drug conjugates (ADCs) such as Vorsetuzumab mafodotin and SGN-CD19A[1][2][3].

Product Specifications

CAS Number

[1415246-68-2]

Product Name Alternative

Monomethylauristatin F (hydrochloride)

UNSPSC

12352203

Target

ADC Payload; Microtubule/Tubulin

Type

ADC Related

Related Pathways

Antibody-drug Conjugate/ADC Related; Cell Cycle/DNA Damage; Cytoskeleton

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/MMAF-Hydrochloride.html

Purity

99.93

Solubility

DMSO : 50 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL

Smiles

CC(C)[C@H](NC)C(N[C@H](C(N([C@@H]([C@@H](C)CC)[C@H](OC)CC(N1CCC[C@@]1([H])[C@H](OC)[C@@H](C)C(N[C@H](C(O)=O)CC2=CC=CC=C2)=O)=O)C)=O)C(C)C)=O.Cl

Molecular Formula

C39H66ClN5O8

Molecular Weight

768.42

References & Citations

[1]Doronina SO, et al. Enhanced activity of monomethylauristatin F through monoclonal antibody delivery: effects of linker technology on efficacy and toxicity. Bioconjug Chem. 2006 Jan-Feb;17 (1) :114-24.|[2]Lee JW, et al. EphA2 targeted chemotherapy using an antibody drug conjugate in endometrial carcinoma. Clin Cancer Res. 2010 May 1;16 (9) :2562-70.|[3]Lee JJ, et al. Enzymatic prenylation and oxime ligation for the synthesis of stable and homogeneous protein-drug conjugates for targeted therapy. Angew Chem Int Ed Engl. 2015 Oct 5;54 (41) :12020-4.|[4]Kim EG, et al. Strategies and Advancement in Antibody-Drug Conjugate Optimization for Targeted CancerTherapeutics.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

ADC Related

Clinical Information

No Development Reported

Isoform

Auristatin

Citation 01

Oncol Rep. 2021 Feb;45 (2) :776-785.|J Control Release. 2018 May 10;277:48-56.|Mol Cancer Ther. 2023 Apr 3;22 (4) :459-470.|Mol Ther Nucleic Acids. 2018 Mar 2;10:227-236.|Patent. US20210393733A1.|Research Square Preprint. 2023 Dec 4.|Research Square Print. 2023 Jan 6th.|Target Oncol. 2019 Oct;14 (5) :577-590.|University of Minnesota. 2022 Sep.

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