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MC-MMAF

CAS No.: 863971-19-1

Chemical Name:: MC-MMAF

Synonyms: McMMAF;Mc-MMAF;L4-MMAF;SGD 1269;Mafodotin;SGD-1269(MCMMAF);Maleimidocaproyl-MMAF;MaleiMidocaproyl MonoMethylauristatin F;2-Piperidinecarboxylicacid,methylester,(2R)-,hydrochloride(1:3);N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine

CBNumber:: CB32667279

Molecular Formula:: C49H76N6O11

Molecular Weight:: 925.16

MOL File:: 863971-19-1.mol

Modify Date:: 2024/7/2 8:55:06

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MC-MMAF Properties

Boiling point	1052.0±65.0 °C(Predicted)
Density	1.167±0.06 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO : ≥ 100 mg/mL (108.09 mM)
pka	3.56±0.10(Predicted)
form	Solid
color	White to off-white

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS06
Signal word	Danger
Hazard statements	H300-H310-H330
Precautionary statements	P260-P264-P280-P284-P301+P310-P302+P350

MC-MMAF Chemical Properties,Uses,Production

Description

MC-MMAF is an antibody that binds to the epidermal growth factor receptor (EGFR) on tumor cells and inhibits the proliferation of tumor cells by blocking the binding of epidermal growth factor. MC-MMAF has been shown to be an effective treatment for a variety of cancers, including breast cancer, lung cancer, head and neck cancer, and colorectal cancer. It is also being studied as a potential treatment for autoimmune diseases such as rheumatoid arthritis and psoriasis. MC-MMAF has been shown to improve prognosis in patients with glomerular filtration rate (GFR) less than 30 mL/min per 1.73 m2.

Uses

Mafodotin is an anticancer immunoconjugate for the diagnosis and treatment of cancer or B Cell proliferative diseases.

Application

SGD 1269 is a potent tubulin inhibitor and is a toxin payload in antibody drug conjugate. It is a useful agent for make antibody drug conjugate (ADC) for targeted drug delivery.

Definition

Maleimidocaproyl-monomethyl auristatin F, also known as MC-MMAF, is a precursor of antibody drug conjugate. MMAF and monomethyl auristatin E (MMAE) are derivatives of dolastatin 10. Both of which possess an N-terminal secondary amine (rather than the tertiary amine present in dolastatin 10), allowing for straightforward linker attachment. MMAF is less able to cross cell membranes than MMAE due to its C-terminal carboxylic acid group, but MMAF is also more hydrophilic, has a lesser tendency to aggregate and shows lower systemic toxicity than MMAE[1].

Biological Activity

McMMAF is a protective group (maleimidocaproyl)-conjugated MMAF, which is a potent tubulin polymerization inhibitor. McMMAF can be used as a drug-linker for?antibody-drug conjugates (ADC). McMMAF ADCs are uncleavable, and must be internalized and degraded within a cell, releasing cysteine-McMMAF as the active drug.

in vivo

Dose response of anti-tumor activity, characterized in the Bjab-Luc xenograft model, yielded an ED50 of ～1 mg/kg for MC-MMAF. MCC-DM1 was about 2-fold less potent compared to MC-MMAF in this model. Conjugation with DM1 or MMAF appeared to have minimal impact on the PK of anti-CD22 when the PK of naked anti-CD22 was compared with the total antibody PK profile in all three species. Pharmacokinetic parameters of both total antibody and ADCs were generally dose proportional at the dose range studied. Free DM1 in plasma increased with dose, while free MMAF was not detected[2].

References

[1] Baah S, et al. Antibody–Drug Conjugates—A Tutorial Review. Molecules, 2021; 26: 2943.
[2] Xie D, et al. Non-Clinical Pharmacology of Anti-CD22 Antibody Drug Conjugates. Blood, 2007; 110: 2363.

MC-MMAF Preparation Products And Raw materials

Raw materials

Preparation Products

MC-MMAF Suppliers

Global( 109)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
Xilinglab Co., Ltd.	+8618381337976	China	86	58	Inquiry
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	China	32836	60	Inquiry
Jinan Carbotang Biotech Co.,Ltd.	+8615866703830	China	7621	58	Inquiry
BOC Sciences	+1-631-485-4226	United States	19553	58	Inquiry
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	United States	19892	58	Inquiry
Career Henan Chemica Co	+86-0371-86658258 +8613203830695	China	30250	58	Inquiry
AFINE CHEMICALS LIMITED	+86-0571-85134551	China	15392	58	Inquiry
Zhejiang J&C Biological Technology Co.,Limited	+1-2135480471 +1-2135480471	China	10522	58	Inquiry
ChemExpress	+86-021-58950125 +86-021-58950125;	China	598	58	Inquiry
LEAP CHEM CO., LTD.	+86-852-30606658	China	24738	58	Inquiry

Supplier	Advantage
Xilinglab Co., Ltd.	58
ATK CHEMICAL COMPANY LIMITED	60
Jinan Carbotang Biotech Co.,Ltd.	58
BOC Sciences	58
TargetMol Chemicals Inc.	58
Career Henan Chemica Co	58
AFINE CHEMICALS LIMITED	58
Zhejiang J&C Biological Technology Co.,Limited	58
ChemExpress	58
LEAP CHEM CO., LTD.	58

863971-19-1(MC-MMAF)Related Search:

MonoMethylauristatin F McMMAE McMMAD MonoMethyl Dolastatin 10 VcMMAD

Mafodotin MaleiMidocaproyl MonoMethylauristatin F McMMAF Mc-MMAF SGD 1269 (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-methylhexanamido)-3-methylbutanamido)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic aci (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-methylhexanamido)-3-methylbutanamido)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic acid SGD-1269(MCMMAF) L-Phenylalanine, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl- (2S)-2-[[(2R,3R)-3-[(2S)-1-[(3R,4S,5S)-4-[[(2S)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoyl-methylamino]-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl]-3-methoxy-2-methylpropanoyl]amino]-3-phenylpropan N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine 2-Piperidinecarboxylicacid,methylester,(2R)-,hydrochloride(1:3) N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine L4-MMAF Maleimidocaproyl-MMAF 863971-19-1 C49H76N6O11 Amino Acids & Derivatives, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals ADCs