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FMoc-Val-Cit-PAB

Uses
Product Name
FMoc-Val-Cit-PAB
CAS No.
159858-22-7
Chemical Name
FMoc-Val-Cit-PAB
Synonyms
Fmoc-Val-Cit-PAB-OH;(9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate;FMoc-Val-Cit-PAB;Fomc-Val-Cit-PAB;TrastuzumabImpurity2;Fmoc-L-Val-Cit-PAB-OH;Fmoc-val-citrulline-para-aminobenzyl-OH;Trastuzumab Impurity 2 (Fmoc-Val-Cit-PAB-OH);4-(N-((9H-fluoren-9-yl)methoxycarbonyl)-L-valinyl-D-citrullinamido)benzyl alcohol;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
CBNumber
CB02730901
Molecular Formula
C33H39N5O6
Formula Weight
601.69
MOL File
159858-22-7.mol
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FMoc-Val-Cit-PAB Property

Melting point:
204 °C(dec.)
Boiling point:
914.2±65.0 °C(Predicted)
Density 
1.276±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
form 
powder to crystal
pka
10.63±0.46(Predicted)
color 
White to Almost white
InChIKey
BJFFTMRUMPZMSZ-VMPREFPWSA-N
SMILES
C(N)(=O)[C@H](CCCNC(N)=O)N(C(=O)[C@H](C(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C1=CC=C(CO)C=C1
CAS DataBase Reference
159858-22-7
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Safety

HS Code 
2924.29.7790
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
F1223
Product name
Fmoc-Val-Cit-PAB-OH
Packaging
25MG
Price
$16
Updated
2025/07/31
TCI Chemical
Product number
F1223
Product name
Fmoc-Val-Cit-PAB-OH
Packaging
100MG
Price
$35
Updated
2025/07/31
AK Scientific
Product number
2998DP
Product name
Fmoc-Val-Cit-PAB
Packaging
25mg
Price
$259
Updated
2021/12/16
ChemScene
Product number
CS-5170
Product name
Fmoc-Val-Cit-PAB
Purity
97.15%
Packaging
250mg
Price
$300
Updated
2021/12/16
Iris Biotech GmbH
Product number
ADC1030
Product name
Fmoc-Val-Cit-PAB
Packaging
250mg
Price
$303.75
Updated
2021/12/16
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FMoc-Val-Cit-PAB Chemical Properties,Usage,Production

Uses

Fmoc-Val-Cit-PAB is a commonly used bridge for a degradable antibody-conjugated drug (ADC).

Description

Fmoc-Val-Cit-PAB-OH is a cleavable ADC linker. The Val-Cit will specifically be cleaved by Cathepsin B. As this enzyme is only present in the lysosome, the ADC payload will be released only in the cell. Fmoc can be deprotected under basic condition.

Uses

Fmoc-Val-Cit-PAB is a cleavable antibody-conjugated active molecule (ADC) commonly used linker.

Synthesis

159858-21-6

623-04-1

159858-22-7

The general procedure for the synthesis of the target compound (CAS:159858-22-7) from (S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbutanoylamino) and p-aminobenzenemethanol (PABOH) was carried out as follows: 60 ml of dichloromethane (DCM) mixed with methanol (MeOH) in the ratio of 2:1, by volume of the Solvent was added to the reaction flask, followed by 4.2 mmol Fmoc-vc2g and 1.04 g (2 eq.) of PABOH. after stirring until complete dissolution, 2.0 g (2 eq.) of EEDQ was added. the reaction system was protected from light at room temperature, and the reaction was continuously stirred for 2.0 days. After completion of the reaction, the reaction mixture was concentrated under reduced pressure at 40 °C to give a white solid. The white solid was collected, 100 ml of methyl tert-butyl ether (MTBE) was added, stirred and filtered, and the filter cake was washed with methyl tert-butyl ether. The resulting white solid was dried under reduced pressure at 40 °C to give 2.2 g of the target product in about 88% yield.

IC 50

Protease Cleavable Linker; Cleavable Linker

References

[1] International Journal of Molecular Sciences, 2017, vol. 18, # 9,
[2] Patent: CN107789630, 2018, A. Location in patent: Paragraph 0073; 0074; 0075
[3] Patent: WO2017/66668, 2017, A1. Location in patent: Paragraph 000187-000189
[4] Journal of Controlled Release, 2012, vol. 160, # 3, p. 618 - 629
[5] Patent: KR2017/41562, 2017, A. Location in patent: Paragraph 0431-0432

FMoc-Val-Cit-PAB Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from FMoc-Val-Cit-PAB manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
FMoc-Val-Cit-PAB 159858-22-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-24
Henan Aochuang Chemical Co.,Ltd.
Product
FMoc-Val-Cit-PAB 159858-22-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-13
Xian confluore Biological Technology Co., Ltd.
Product
Fmoc-Val-Cit-PAB-OH 159858-22-7
Price
US $0.00/g
Min. Order
10g
Purity
>95.00%
Supply Ability
10g
Release date
2024-03-29

159858-22-7, FMoc-Val-Cit-PABRelated Search:


  • FMoc-Val-Cit-PAB
  • Fmoc-Val-Cit-PAB-OH
  • (9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate
  • L-Ornithinamide, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-
  • (9H-fluoren-9-yl)methyl((S)-1-((())-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate
  • (9H-fluoren-9-yl)methyl N-[(1S)-1-{[(1S)-4-(carbamoylamino)-1-{[4-(hydroxymethyl)phenyl]carbamoyl}butyl]carbamoyl}-2-methylpropyl]carbamate
  • Fmoc-val-citrulline-para-aminobenzyl-OH
  • (9H-fluoren-9-yl)methyl ((2S)-1-((1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate
  • 4-(N-((9H-fluoren-9-yl)methoxycarbonyl)-L-valinyl-D-citrullinamido)benzyl alcohol
  • TrastuzumabImpurity2
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
  • 9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbam
  • 9H-fluoren-9-ylmethyl N-[(2S)-1-[[(2S)-5-(carbamoylamino)-1-[4-(hydroxymethyl)anilino]-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamate
  • Trastuzumab Impurity 2 (Fmoc-Val-Cit-PAB-OH)
  • Fmoc-L-Val-Cit-PAB-OH
  • Fomc-Val-Cit-PAB
  • 159858-22-7
  • 159858-22-8
  • 1959858-22-7
  • ADCs
  • ADC Linker
  • ADC-Linker
  • ADC-Linkers