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VcMMAE

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VcMMAE Basic information

Product Name:
VcMMAE
Synonyms:
  • VcMMAE
  • MC-Val-Cit-PAB-MMAE
  • Maleimidocaproyl-valine-citrulline-p-aminobenzoyloxycarbonyl-monomethyl auristatin E
  • 4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanamido)benzyl((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-y
  • MC-VC-PAB-MMAE
  • MC-VC-PAB-MMAE,MC-Val-Cit-PAB-MMAE
  • maleimido-caproyl-val-Cit-PAB-MMAE
  • VeMMAE
CAS:
646502-53-6
MF:
C68H105N11O15
MW:
1316.63
Product Categories:
  • ADCs
  • ADC
  • ADC LINKER
  • 646502-53-6
Mol File:
646502-53-6.mol
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VcMMAE Chemical Properties

Boiling point:
1347.6±65.0 °C(Predicted)
Density 
1.196±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in DMSO, DCM, DMF
form 
A solid
pka
13.29±0.70(Predicted)
color 
White to off-white
InChI
InChI=1/C68H105N11O15/c1-15-43(8)59(51(92-13)38-55(83)78-37-23-27-50(78)61(93-14)44(9)62(85)71-45(10)60(84)47-24-18-16-19-25-47)76(11)66(89)57(41(4)5)75-65(88)58(42(6)7)77(12)68(91)94-39-46-29-31-48(32-30-46)72-63(86)49(26-22-35-70-67(69)90)73-64(87)56(40(2)3)74-52(80)28-20-17-21-36-79-53(81)33-34-54(79)82/h16,18-19,24-25,29-34,40-45,49-51,56-61,84H,15,17,20-23,26-28,35-39H2,1-14H3,(H,71,85)(H,72,86)(H,73,87)(H,74,80)(H,75,88)(H3,69,70,90)/t43-,44+,45+,49-,50-,51+,56-,57-,58-,59-,60+,61+/s3
InChIKey
NLMBVBUNULOTNS-NNNQBTKHNA-N
SMILES
[C@@H](C(=O)N[C@H](C(=O)N(C)[C@@H]([C@@H](C)CC)[C@@H](CC(N1CCC[C@H]1[C@H](OC)[C@@H](C)C(=O)N[C@H](C)[C@@H](O)C1C=CC=CC=1)=O)OC)C(C)C)(C(C)C)N(C)C(=O)OCC1C=CC(NC(=O)[C@@H](NC(=O)[C@H](C(C)C)NC(CCCCCN2C(=O)C=CC2=O)=O)CCCNC(=O)N)=CC=1 |&1:0,4,9,10,14,21,22,25,30,32,62,66,r|
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VcMMAE Usage And Synthesis

Description

MC-Val-Cit-PAB-MMAE is a precursor of antibody drug conjugate. It contains a thio reactive maleimidocaproyl (MC) group, a protease-sensitive Val-Cit dipeptide, a PABC linker and a MMAE payload. The MMAE is a synthetic antineoplastic agent. It can be attached to a monoclonal antibody (MAB) which directs it toward cancer cells.

Uses

Vedotin is an ultra-high-affinity small organic ligand of fibroblast activation protein used for tumor-targeting applications

Application

VcMMAE is a MMAE derivative with valine-citrulline (Vc) linker. VcMMAE can be used to make antibody drug conjugate. VcMMAE is a anti-mitotic agent, monomethyl auristatin E (MMAE), linked via the lysosomally cleavable dipeptide, valine-citrulline (vc). Monomethyl auristatin E (MMAE) is a synthetic antineoplastic agent. Because of its toxicity, it cannot be used as a drug itself; instead, it is linked to a monoclonal antibody (MAB) which directs it to the cancer cells. In International Nonproprietary Names for MMAE-MAB-conjugates, the name vedotin refers to MMAE plus its linking structure to the antibody. It is a potent antimitotic drug derived from peptides occurring in marine shell-less mollusc Dolabella auricularia called dolastatins which show potent activity in preclinical studies, both in vitro and in vivo, against a range of lymphomas, leukemia and solid tumors. These drugs show potency of up to 200 times that of vinblastine, another antimitotic drug used for Hodgkin lymphoma as well as other types of cancer?

Biological Activity

VcMMAE is an antibody-drug conjugate (ADC) with potent antitumor activity by using the anti-mitotic agent, monomethyl auristatin E (MMAE), linked via the lysosomally cleavable dipeptide, valine-citrulline (vc). As a monoclonal antibody, it acts by binding to the extracellular domain of epidermal growth factor receptor (EGFR) and blocking its interaction with the ligands, thereby inhibiting cellular proliferation.

VcMMAESupplier

Levena (Suzhou) Biopharma Co., Ltd. Gold
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0512-81877925 051281877925
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info@levena.cn
Shanghai ruichang pharmaceutical technology co., LTD Gold
Tel
18621054990
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maychemicals@sina.com
Shanghai Haoyuan Chemexpress Co., Ltd. Gold
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021-58950125
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info@chemexpress.com
Shanghai Send Pharmaceutical Technology Co., Ltd. Gold
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+86-021-50266790 Q2816483246
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sale@shsendpharm.com
Jinan Chengquan Chemical Co., Ltd Gold
Tel
13616405505 13616405505
Email
zhulinsun1@126.com