in vivo
ChemicalBook > CAS DataBase List > MonoMethylauristatin F

MonoMethylauristatin F

in vivo
Product Name
MonoMethylauristatin F
CAS No.
745017-94-1
Chemical Name
MonoMethylauristatin F
Synonyms
MMAF;MonoMethylauristatin;F(MMAF);Tacrinum;745017-97-1;Methyloratatin F;MonoMethylauristatin F;Thiazole,2-bromo-6-methyl-;MMAF (MonoMethylauristatin F);MonoMethyl Auristatin F | MMAF
CBNumber
CB62667922
Molecular Formula
C39H65N5O8
Formula Weight
731.96
MOL File
745017-94-1.mol
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MonoMethylauristatin F Property

Boiling point:
896.8±65.0 °C(Predicted)
Density 
1.116±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO
form 
A solid
pka
3.56±0.10(Predicted)
Stability:
Hygroscopic
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
30197
Product name
MMAF
Packaging
25mg
Price
$606
Updated
2024/03/01
Cayman Chemical
Product number
30197
Product name
MMAF
Packaging
50mg
Price
$1062
Updated
2024/03/01
Cayman Chemical
Product number
30197
Product name
MMAF
Packaging
5mg
Price
$153
Updated
2024/03/01
Cayman Chemical
Product number
30197
Product name
MMAF
Packaging
10mg
Price
$275
Updated
2024/03/01
TRC
Product number
M564805
Product name
MonomethylAuristatinF
Packaging
25mg
Price
$745
Updated
2021/12/16
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MonoMethylauristatin F Chemical Properties,Usage,Production

in vivo

The maximum tolerated dose in mice of MMAF (Monomethylauristatin F) (>16 mg/kg) is much higher than MMAF (Monomethylauristatin F) (1 mg/kg). cAC10-L1-MMAF4 has an MTD of 50 mg/kg in mice and 15 mg/kg in rats. The corresponding cAC10-L4-MMAF4 ADC was much less toxic, having MTDs in mice and rats of >150 mg/ kg and 90 mg/kg in rats, respectively.

Description

MMAF (Monomethylauristatin F) is an effective tubulin polymerization inhibitor, used as an anti-tumor drug. MMAF (Monomethylauristatin F) is widely used as the cytotoxic component of antibody-conjugated drugs (ADCs), such as Vorsetuzumab mafodotin and SGN-CD19A.

Uses

Monomethyl Auristatin F is an antimicrotubule agent. A potent mitotic inhibitor.

Biological Activity

MMAF (Monomethylauristatin F) is a potent tubulin polymerization inhibitor and is used as a antitumor agent. MMAF (Monomethylauristatin F) is widely used as a cytotoxic component of antibody-drug conjugates (ADCs) such as vorsetuzumab mafodotin and SGN-CD19A.

Biotechnological Applications

MMAF is a new auristatin derivative with a charged C-terminal phenylalanine that attenuates its cytotoxic activity compared to its uncharged counterpart, Monomethyl auristatin E (MMAE). Because of MMAF is highly toxic, it cannot be used as a drug itself. MMAF induces potent antitumor effects when conjugated via protease cleavable linkers to a monoclonal antibody targeting internalizing, tumor-specific cell surface antigens. The linker to the monoclonal antibody is stable in extracellular fluid, but is cleaved by cathepsin once the conjugate has entered a tumor cell, thus activating the anti-mitotic mechanism.

in vitro

MMAF inhibits anaplastic large cell lymphoma Karpas 299, breast carcinoma H3396, renal cell carcinoma 786-O and Caki-1 cells with IC50s of 119, 105, 257 and 200 nM in vitro cytotoxicity assay.

MonoMethylauristatin F Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from MonoMethylauristatin F manufacturers

Wuhan Topule Biopharmaceutical Co., Ltd
Product
Monomethyl auristatin F 745017-94-1
Price
US $20.00/g
Min. Order
1g
Purity
98%
Supply Ability
5KG
Release date
2023-06-13
Hebei Mojin Biotechnology Co., Ltd
Product
MonoMethylauristatin F 745017-94-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-05-22
Zhuozhou Wenxi import and Export Co., Ltd
Product
MMAF; Monomethylauristatin F 745017-94-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

745017-94-1, MonoMethylauristatin FRelated Search:

Fr 1,1,1-Trichlorotrifluoroethane L-Phenylalanine 2,6-Di-tert-butyl-4-(dimethylaminomethyl)phenol F4 (2R,3R)-N-((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)-3-Methoxy-2-Methyl-3-((S)-pyrrolidin-2-yl)propanaMide (hydrochloride) VcMMAE N-Boc-(2R,3R,4S)-dolaproine (9H-fluoren-9-yl)Methyl ((S)-1-(((S)-1-(((3R,4S,5S)-1-((S)-2-((1R,2R)-3-(((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)aMino)-1-Methoxy-2-Methyl-3-oxopropyl)pyrrolidin-1-yl)-3-Methoxy-5-Methyl-1-oxoheptan-4-yl)(Methyl)aMino)-3-Methyl-1-oxobutan-2-yl)aMino)-3-Met MonoMethyl auristatin E (3R,4S,5S)-tert-butyl 3-Methoxy-5-Methyl-4-(MethylaMino)heptanoate hydroc hloride VcMMAD McMMAE MC-MMAF McMMAD MonoMethyl Dolastatin 10

  • MMAF
  • MonoMethylauristatin F
  • MonoMethyl Auristatin F | MMAF
  • MMAF (MonoMethylauristatin F)
  • Monomethyl auristatin phenylalanine
  • MONOMETHYLAURISTATIN F; MMAF; MONOMETHYL AURISTATIN PHENYLALANINE; 745017-94-1
  • (2S)-2-[[(2R,3R)-3-methoxy-3-[(2S)-1-[(3R,4S,5S)-3-methoxy-5-methyl-4-[methyl-[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(methylamino)butanoyl]amino]butanoyl]amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]amino]-3-phenylpropanoic acid
  • (2S)-2-[[(2R,3R)-3-methoxy-3-[(2S)-1-[(3R,5S)-3-methoxy-5-methyl-4-[methyl-[(2S)-3-methyl-2-[[(2S)-3-methyl-2-(methylamino)butanoyl]amino]butanoyl]amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]amino]-3-phenylpropanoic acid
  • L-Phenylalanine, 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-
  • F(MMAF)
  • MonoMethylauristatin
  • 745017-94-1 MonoMethylauristatin F
  • Tacrinum
  • Methyloratatin F
  • Thiazole,2-bromo-6-methyl-
  • MMAF (Synonyms: Monomethylauristatin F)
  • 745017-97-1
  • (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-N,3-Dimethyl-2-((S)-3-methyl-2-(methylamino)butanamido)butanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic acid[Monomethylauristatin F
  • (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-N,3-Dimethyl-2-((S)-3-methyl-2-(methylamino)butanamido)butanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic acid
  • 745017-94-1
  • 75017-94-1
  • 745017-97-1
  • ADCs