90105-41-2

Basic information

• Product Name: Z-L-Val-chloromethylketone
• Synonyms: Z-L-Val-chloromethylketone
• CAS NO: 90105-41-2
• Molecular Formula: C₁₄H₁₈ClNO₃
• Molecular Weight: 283.75062
• Mol File: 90105-41-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 69-74 °C(Solv: ethanol (64-17-5))
• Boiling Point: 417.6±35.0 °C(Predicted)
• Appearance: /
• Density: 1.168±0.06 g/cm3(Predicted)
• PKA: 10.69±0.46(Predicted)
• CAS DataBase Reference: Z-L-Val-chloromethylketone(CAS DataBase Reference)
• NIST Chemistry Reference: Z-L-Val-chloromethylketone(90105-41-2)
• EPA Substance Registry System: Z-L-Val-chloromethylketone(90105-41-2)

Safety Data

• Hazardous Substances Data: 90105-41-2(Hazardous Substances Data)

Usage

General Description

Z-L-Val-chloromethylketone is a chemical compound that is often used as an inhibitor for proteases, specifically serine proteases. It is a synthetic compound that contains a chloromethylketone functional group and a valine amino acid derivative. Z-L-Val-chloromethylketone is particularly useful in inhibiting proteases involved in blood coagulation, fibrinolysis, and inflammation. It works by irreversibly binding to the active site of the protease, effectively blocking its enzymatic activity. Due to its ability to inhibit specific proteases, Z-L-Val-chloromethylketone is widely used in biochemical and medical research for studying the role of proteases in various physiological and pathological processes.

Upstream product

• 186581-53-3 diazomethane 
• 60286-88-6 C₁₆H₂₁NO₅ 
• 90105-46-7 benzyl (S)-(1-diazo-4-methyl-2-oxopentan-3-yl)carbamate 
• 850796-29-1 dimethylsulfoxonium (3S)-2-oxo-3-(benzyloxycarbonylamino)-4-methylpentylide 
• 24210-19-3 methyl (2S)-3-methyl-[(benzyloxy)carbonylamino]butanoate 
• 1149-26-4 (S)-N-(benzyloxycarbonyl)valine 
• 17498-50-9 L-valine hydrochloride 
• 593-71-5 Chloroiodomethane 
• 4070-48-8 L-Valine methyl ester 
• 72-18-4 L-valine 
• 6306-52-1 L-valine methylester hydrochloride 

Downstream Products

• 90105-47-8 (S)-1-[(S)-2-((S)-2-Amino-propionylamino)-propionyl]-pyrrolidine-2-carboxylic acid ((S)-3-chloro-1-isopropyl-2-oxo-propyl)-amide 
• 65144-33-4 N-3-carboxypropanoyl-alanyl-alanyl-prolyl-valyl-chloromethylketone 
• 86961-35-5 Ac-Ala-Tyr-Leu-Val-CH₂Cl 
• 114658-47-8 DNS-Ala-Phe-Leu-Val-CH₂Cl 
• 86961-32-2 Boc-D-Tyr-D-Leu-Val-CH₂Cl 
• 86961-32-2 Boc-D-Tyr-Leu-Val-CH₂Cl 
• 86961-32-2 Boc-Tyr-D-Leu-Val-CH₂Cl 
• 86961-32-2 Boc-Tyr-Leu-Val-CH₂Cl 
• 90302-92-4 Z-Ala-ValCH₂Cl 
• 1237501-77-7 Z-Val-CH₂N₃ 

Relevant articles and documents

PEPTIDOMIMETIC COMPOUNDS AND ANTIBODY-DRUG CONJUGATES THEREOF

This invention relates to peptidomimetic linkers and anti-body drug conjugates thereof, to pharmaceutical compositions containing them, and to their use in therapy for the prevention or treatment of cancer.

One-Carbon Chain Extension of Esters to α-Chloroketones: A Safer Route without Diazomethane

The reaction of a variety of methyl esters with dimethylsulfoxonium methylide at 0-25 °C affords the chain-extended β-keto dimethylsulfoxonium ylides. Subsequent treatment with hydrogen chloride in THF proceeds with loss of DMSO to afford the corresponding α-chloroketones. This sequence has been utilized to convert the methyl esters of CBZ-protected alanine and valine to the anti N-protected α-amino epoxides, which are important pharmaceutical intermediates. When the same protocol is applied to BOC-protected phenylalanine methyl ester, epimerization occurs so that the use of a more reactive aryl ester is required. This chemistry provides a practical route to α-chloroketones that avoids the use of toxic and explosive diazomethane.

NEW SYNTHESIS OF PEPTIDE SUBSTRATES AND INHIBITORS OF HUMAN GRANULOCYTE ELASTASE

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