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Merck
CN

860794

Z-L-Phe chloromethyl ketone

98%

Synonym(s):

N-Carbobenzyloxy-L-phenylalanyl chloromethyl ketone, NSC 251810, SL-01, ZPCK

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About This Item

Linear Formula:
C6H5CH2CH(NHCO2CH2C6H5)COCH2Cl
CAS Number:
26049-94-5
Molecular Weight:
331.79
NACRES:
NA.22
PubChem Substance ID:
24888520
UNSPSC Code:
12352204
EC Number:
247-432-8
MDL number:
MFCD00037114

Key Documents

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Product Name

Z-L-Phe chloromethyl ketone, 98%

InChI key

OYHLRJGDELITAF-INIZCTEOSA-N

InChI

1S/C18H18ClNO3/c19-12-17(21)16(11-14-7-3-1-4-8-14)20-18(22)23-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,22)/t16-/m0/s1

SMILES string

ClCC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2

assay

98%

form

powder

optical activity

[α]23/D +30°, c = 1 in chloroform

reaction suitability

reaction type: solution phase peptide synthesis

mp

107-108 °C (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

100

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Related Categories

Application

Enzyme inhibitor.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7354
STBJ8121
STBG8300
STBG2543V
STBF0207V

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Inhibition of carboxypeptidase Y by chloromethyl ketone derivatives of benzyloxycarbonyl-L-phenylalanine.
R Hayashi et al.
Journal of biochemistry, 76(6), 1355-1357 (1974-12-01)
L A Johnson et al.
Biochimica et biophysica acta, 953(3), 269-279 (1988-04-14)
The reaction of chymase, a chymotryptic proteinase from human skin, and bovine pancreatic chymotrypsin with a number of time-dependent inhibitors has been studied. An integrated equation, relating product formation with time, has been derived for the reaction of enzymes with
G Jung et al.
Protein science : a publication of the Protein Society, 4(11), 2433-2435 (1995-11-01)
The essential histidine residue of carboxypeptidase Y (CPY) was modified by a site-specific reagent, a chloromethylketone derivative of benzyloxycarbonyl-L-phenylalanine. The single modified histidine residue was converted to N tau-carboxy-methyl histidine (cmHis) upon performic acid oxidation. A peptide containing cmHis was
T Wileman et al.
Cell regulation, 2(9), 753-765 (1991-09-01)
The endoplasmic reticulum, or an organelle closely associated with it, contains proteases that can be used to remove partially assembled or improperly folded proteins. Very little is known at present about the types of protease that degrade these proteins. The
Biogenesis of vaccina: interrelationship between post-translational cleavage, virus assembly, and maturation.
M Silver et al.
Virology, 117(2), 341-356 (1982-03-01)
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