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FMoc-Val-Cit-PAB-MMAE

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FMoc-Val-Cit-PAB-MMAE Basic information

Product Name:
FMoc-Val-Cit-PAB-MMAE
Synonyms:
  • FMoc-Val-Cit-PAB-MMAE
  • L-Valinamide, N-[[[4-[[N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-L-ornithyl]amino]phenyl]methoxy]carbonyl]-N-methyl-L-valyl-N-[(1S,2R)-4-[(2S)-2-[(1R,2R)-3-[[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]amino]-1-methoxy-2-methyl-3-oxopropyl]-1-pyrrolidinyl]-2-methoxy-1-[(1S)-1-meth...
  • Fmoc-Val-Cit-PABC-MMAE
  • Fmoc-VC-PAB-MMAE
  • N-[[[4-[[N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-L-ornithyl]amino]phenyl]methoxy]carbonyl]-N-methyl-L-valyl-N-[(1S,2R)-4-[(2S)-2-[(1R,2R)-3-[[(1R,2S)-2-hydroxy-1-methyl-2-phenylethyl]amino]-1-methoxy-2-methyl-3-oxopropyl]-1-pyrrolidinyl]-2-methoxy-1-[(1S)-1-methylpropyl]-4-oxobutyl]-N-methyl-L-valinamide
  • Drug-Linker Conjugates for ADC,inhibit,FmocValCitPABMMAE,Inhibitor,Fmoc Val Cit PAB MMAE
  • {4-[(2S)-5-(carbamoylamino)-2-[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanamido]pentanamido]phenyl}methyl N-[(1S)-1-{[(1S)-1-{[(3R,4S,5S)-1-[(2S)-2-[(1R,2R)-2-{[(1S,2R)-1-hydroxy-1-phenylpropan-2-yl]carbamoyl}-1-methoxy-2-methylethyl]pyrrolidin-1-yl]-3-methoxy-5-methyl-1-oxoheptan-4-yl](methyl)carbamoyl}-2-methylpropyl]carbamoyl}-2-methylpropyl]-N-methylcarbamate
CAS:
1350456-56-2
MF:
C73H104N10O14
MW:
1345.67
Product Categories:
  • ADCs
  • ADC LINKER
Mol File:
1350456-56-2.mol
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FMoc-Val-Cit-PAB-MMAE Chemical Properties

Boiling point:
1353.5±65.0 °C(Predicted)
Density 
1.198±0.06 g/cm3(Predicted)
pka
10.63±0.46(Predicted)
form 
Solid
color 
White to off-white
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FMoc-Val-Cit-PAB-MMAE Usage And Synthesis

Description

Fmoc-Val-Cit-PAB-MMAE is a type of small molecule drug that can selectively target cancer cells while minimizing damage to healthy cells. The Fmoc group is a commonly used protective group in peptide synthesis and is often used to protect N-terminal amino groups. Val and Cit groups are common amino acids in peptides and proteins. The Fmoc group protects the amino group and helps to ensure that the drug is delivered intact to its target, while the Val and Cit amino acids provide a binding site for the drug to target specific cancer cells. The PAB linker (a para-aminobenzoic acid group) ensures that the MMAE cytotoxic drug is delivered specifically to cancer cells, where it can exert its toxic effects and inhibit the growth of cancer cells.

Uses

Fmoc-Val-Cit-PAB-MMAE is a precursor of antibody drug conjugate containing a cleavable Val-Cit peptide, a PABC linker and a MMAE payload. It can be attached to a monoclonal antibody (MAB) which directs it toward cancer cells.

Preparation

Fmoc-Val-Cit-PAB-PNP (388.4 mg,0.507 mmol) was dissolved in DMF (40 ml) at 0 ℃ under nitrogen protection and then HOBt (68.4 mg,0.507 mmol) and MMAE (400.0 mg,0.558 mmol) were added. After 15 min, pyridine (8 ml) and DIPEA (106.2 mL, 0.608 mmol) were added and reached 0 ℃ for 30 min. Then warmed to room temperature and stirred for 3 hours. DIPEA (106.2. mL, 0.608 mmol) was added and the reaction was continued for 24 h. After the reaction was complete, the mixture was concentrated in vacuo. The crude product was purified by column chromatography to give Fmoc-Val-Cit-PAB-MMAE as a white solid.

FMoc-Val-Cit-PAB-MMAESupplier

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