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860794

Sigma-Aldrich

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
EC Number:
247-432-8
MDL number:
MFCD00037114
UNSPSC Code:
12352204
PubChem Substance ID:
24888520
NACRES:
NA.22

Quality Level

100

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

SMILES string

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

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

InChI key

OYHLRJGDELITAF-INIZCTEOSA-N

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Related Categories

Application

Enzyme inhibitor.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7354
STBJ8121
STBG8300
STBG2543V
STBF0207V

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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
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)
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
J Brtko et al.
Endocrine regulations, 26(3), 127-131 (1992-09-01)
The effect of protease inhibitors N-tosyl-L-phenylalanine chloromethyl ketone (TPCK) and N-carbobenzoxy-L-phenylalanine chloromethyl ketone (ZPCK) at concentrations ranging from 1.5 x 10(-6) mol/l to 1.5 x 10(-4) mol/l on the specific binding of 3,5,3'-triiodothyronine (T3) to rat liver nuclear receptors was
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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