ChemicalBook > CAS DataBase List > Z-PHE-DL-ALA-FLUOROMETHYLKETONE

Z-PHE-DL-ALA-FLUOROMETHYLKETONE

Product Name
Z-PHE-DL-ALA-FLUOROMETHYLKETONE
CAS No.
197855-65-5
Chemical Name
Z-PHE-DL-ALA-FLUOROMETHYLKETONE
Synonyms
CS-1504;Z-Phe-DL-Ala-FMK;Z-FA-FMK, 10 mM in DMSO;Inhibitor of cysteine proteases;Z-PHE-DL-ALA-FLUOROMETHYLKETONE;Nalpha-[(Benzyloxy)Carbonyl]-N-(4-Fluoro-3-Oxo-2-Butanyl)Phenylalaninamide;Benzyl ((2S)-1-((4-fluoro-3-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate;Nalpha-[(Benzyloxy)Carbonyl]-N-(4-Fluoro-3-Oxo-2-Butanyl)Phenylalaninamide z-fa-fmk;Carbamic acid,N-[(1S)-2-[(3-fluoro-1-methyl-2-oxopropyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-,phenylmethyl ester;SARS coronavirus,SARS-CoV,RRMs,DNA fragmentation,DEVDase,Caspase,Cathepsin,Inhibitor,externalization of phosphatidylserine,Apoptosis,inhibit,Z FA FMK,reovirus replication,ZFAFMK
CBNumber
CB9710726
Molecular Formula
C21H23FN2O4
Formula Weight
386.42
MOL File
197855-65-5.mol
More
Less

Z-PHE-DL-ALA-FLUOROMETHYLKETONE Property

Boiling point:
630.5±55.0 °C(Predicted)
Density 
1?+-.0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
DMF: 5 mg/ml; DMSO: 5 mg/ml
form 
White solid
pka
11.07±0.46(Predicted)
color 
White to off-white
InChIKey
ASXVEBPEZMSPHB-PKHIMPSTSA-N
SMILES
C(OCC1=CC=CC=C1)(=O)N[C@@H](CC1=CC=CC=C1)C(NC(C)C(=O)CF)=O
More
Less

Safety

HS Code 
29145090
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
14462
Product name
Z-FA-FMK
Purity
≥98%
Packaging
1mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
14462
Product name
Z-FA-FMK
Purity
≥98%
Packaging
5mg
Price
$253
Updated
2024/03/01
TRC
Product number
Z350000
Product name
Z-FA-FMK
Packaging
25mg
Price
$790
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
49262
Product name
Z-FA-FMK
Packaging
5mg
Price
$830
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PEP0009036
Product name
Z-PHE-DL-ALA-FLUOROMETHYLKETONE
Purity
98.00%
Packaging
10MG
Price
$1478.4
Updated
2021/12/16
More
Less

Z-PHE-DL-ALA-FLUOROMETHYLKETONE Chemical Properties,Usage,Production

Description

Z-FA-FMK is an irreversible inhibitor of cysteine proteases, including cathepsins B, L, and S, cruzain, and papain. It also inhibits effector caspases-2, -3, -6, and -7 (IC50 = 6-32 μM) without affecting the initiator caspases-8 and -10. Z-FA-FMK also modulates infection by certain bacteria, parasites, and viruses. It can be used both in cells and in vivo.

Uses

Z-FA-FMK is an irreversible cysteine protease inhibitor. It also inhibits papain and cruzain.

in vivo

Z-FA-FMK (1 mg/kg; intratumor injection; every 2 d, for 27 d; SCID mice with HT1080 xenograft) blocks reovirus infection in vivo[2].
Z-FA-FMK (8 mg/kg; i.v.; every 2 d, once; male BALB/c mice) markedly lessens the degree of impairment seen in D-GalN/TNF-α-induced kidney injury[3].

Animal Model:SCID mice with HT1080 xenograft (6-8 weeks)[2]
Dosage:1 mg/kg
Administration:Intratumor injection; every 2 days, for 27 days
Result:Blocked reovirus replication activity in both tumor and heart tissues.
Animal Model:Male BALB/c mice[3]
Dosage:8 mg/kg
Administration:Intravenous injection; once, 1 hour later, intraperitoneal injection D-GalN (700 mg/kg) and TNF-α (15 μg/kg).
Result:Decreased in the D-GalN/TNF-α-induced degenerative changes.
Decreased in the number of activated caspase-3-positive tubular epithelial cell.
Increased in kidney GSH levels, CAT, SOD and GPx activities and decreased in kidney LPO levels, LDH activity, serum AST and ALT activities, uric acid, and urea levels were determined.

IC 50

Cathepsin B; cathepsin L; Caspase-2; Caspase-3; Caspase-6; Caspase-7

References

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] FRANCISCO J LOPEZ-HERNANDEZ. Z-FA-fmk inhibits effector caspases but not initiator caspases 8 and 10, and demonstrates that novel anticancer retinoid-related molecules induce apoptosis via the intrinsic pathway.[J]. Molecular Cancer Therapeutics, 2003, 2 3: 255-263.
[3] GUENTER HARTH . Peptide-fluoromethyl ketones arrest intracellular replication and intercellular transmission of Trypanosoma cruzi[J]. Molecular and biochemical parasitology, 1993, 58 1: Pages 17-24. DOI: 10.1016/0166-6851(93)90086-d
[4] CLARE P LAWRENCE. The cathepsin B inhibitor, z-FA-FMK, inhibits human T cell proliferation in vitro and modulates host response to pneumococcal infection in vivo.[J]. Journal of immunology, 2006, 177 6: 3827-3836. DOI: 10.4049/jimmunol.177.6.3827
[5] MANBOK KIM. Z-FA-FMK as a novel potent inhibitor of reovirus pathogenesis and oncolysis in vivo.[J]. Antiviral Therapy, 2010, 15 6: 897-905. DOI: 10.3851/imp1646

Z-PHE-DL-ALA-FLUOROMETHYLKETONE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Z-PHE-DL-ALA-FLUOROMETHYLKETONE Suppliers

China 81 India 2 United States 13 Global 96
Shanghai Zhengyi Pharmaceutical Co., Ltd
Tel
17740884366
Email
derek1229@163.com
Country
China
ProdList
61
Advantage
58
JIANGSU CURTIUS BIOTECH CO., LTD
Tel
0513-89078808 13764678260
Fax
0513-81001007
Email
1582941412@qq.com
Country
China
ProdList
18
Advantage
58
Hangzhou Beiputai Biopharmaceutical Co., Ltd
Tel
0571-85350119 15888826472
Email
bptsales@163.com
Country
China
ProdList
3834
Advantage
58
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
GL Biochem (Shanghai) Ltd
Tel
21-61263452 13641803416
Fax
86-21-61263399
Email
ymbetter@glbiochem.com
Country
China
ProdList
9981
Advantage
64
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
Shanghai Balmxy Pharmaceutical Co., Ltd
Tel
021-24206007 13764915196
Fax
86-021-23027023
Email
sales@balmxy.com
Country
China
ProdList
6874
Advantage
55

197855-65-5, Z-PHE-DL-ALA-FLUOROMETHYLKETONERelated Search:

AC-VDVAD-PNA Z-Phe-Lys(Boc)-COCH2Cl AC-DEVD-AFC PAC1 AC-DEVD-CHO Z-Vad-fmk, non-methylated Z-VAD-FMK WZ3146 PELITINIB Z-DEVD-FMK E-64C (L-3-TRANS-CARBOXYOXIRANE-2-CARBONYL)-L-LEUCYLAGMATINE HEMIHYDRATE N-CBZ-PHE-ARG 7-AMIDO-4-METHYLCOUMARIN HYDROCHLORIDE Z-PHE-LEU-OH Z-PHE-PHE-PHE-OH Z-PHE-GLY-OH N-CARBOBENZOXY-L-PHENYLALANYL-L-PHENYLALANINE Z-PHE-ALA-OH

  • Z-PHE-DL-ALA-FLUOROMETHYLKETONE
  • Carbamic acid,N-[(1S)-2-[(3-fluoro-1-methyl-2-oxopropyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-,phenylmethyl ester
  • Nalpha-[(Benzyloxy)Carbonyl]-N-(4-Fluoro-3-Oxo-2-Butanyl)Phenylalaninamide z-fa-fmk
  • Nalpha-[(Benzyloxy)Carbonyl]-N-(4-Fluoro-3-Oxo-2-Butanyl)Phenylalaninamide
  • CS-1504
  • Z-Phe-DL-Ala-FMK
  • Benzyl ((2S)-1-((4-fluoro-3-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
  • SARS coronavirus,SARS-CoV,RRMs,DNA fragmentation,DEVDase,Caspase,Cathepsin,Inhibitor,externalization of phosphatidylserine,Apoptosis,inhibit,Z FA FMK,reovirus replication,ZFAFMK
  • Z-FA-FMK, 10 mM in DMSO
  • Inhibitor of cysteine proteases
  • 197855-65-5
  • C21H23FN2O4
  • Inhibitors
  • API