Skip to Content
MilliporeSigma
All Photos(2)

Documents

359807

Sigma-Aldrich

Z-Phe-OH

99%

Synonym(s):

N-(Carbobenzyloxy)-L-phenylalanine, Z-L-Phenylalanine

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
C6H5CH2CH(NHCOOCH2C6H5)COOH
CAS Number:
1161-13-3
Molecular Weight:
299.32
Beilstein/REAXYS Number:
2222826
EC Number:
214-599-3
MDL number:
MFCD00020418
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24862110
NACRES:
NA.22

Quality Level

200

assay

99%

optical activity

[α]20/D +5°, c = 5 in acetic acid

reaction suitability

reaction type: solution phase peptide synthesis

mp

85-87 °C (lit.)

application(s)

peptide synthesis

SMILES string

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

InChI

1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m0/s1

InChI key

RRONHWAVOYADJL-HNNXBMFYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Biochem/physiol Actions

Inhibitor of thermolysin

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Dhruvkumar Soni et al.
Biomaterials, 222, 119441-119441 (2019-09-01)
While antiretroviral therapy (ART) has revolutionized treatment and prevention of human immunodeficiency virus type one (HIV-1) infection, regimen adherence, viral mutations, drug toxicities and access stigma and fatigue are treatment limitations. These have led to new opportunities for the development
B Harris et al.
Biochimica et biophysica acta, 889(1), 1-5 (1986-10-31)
The possible role of metalloendoproteinase in stimulus-secretion coupling in adrenal chromaffin cells was examined using the metalloendoproteinase inhibitors 1,10-phenanthroline and carbobenzoxy-Gly-Phe-NH2. Catecholamine release elicited by nicotine or by depolarisation with 55 mM K+ was almost completely abolished by 0.5 mM
S Stoeva
International journal of peptide and protein research, 37(4), 325-330 (1991-04-01)
Diethylpyrocarbonate (DEPC) inactivated the neutral zinc proteinase from Bacillus mesentericus strain 76/Bacillus subtilis (MCP 76) by ethoxycarbonylation completely. Exposure of the enzyme to DEPC together with the competitive inhibitor Z-L-phenylalanine prevented the loss of activity toward both peptide and protein
J Wiese et al.
Biomedica biochimica acta, 50(10-11), S90-S93 (1991-01-01)
The alpha-glyceryl esters of Z-Gly, Z-Phe and Z-Tyr were synthesized and their use for protease catalyzed peptide synthesis was studied. Three enzymes isolated from crude papain were compared in their catalytic potency. Syntheses with alpha-chymotrypsin were performed in a biphasic
Mariangela Ceruso et al.
Biochimica et biophysica acta, 1824(2), 303-310 (2011-11-01)
The chemical shift of the carboxylate carbon of Z-tryptophan is increased from 179.85 to 182.82 ppm and 182.87 ppm on binding to thermolysin and stromelysin-1 respectively. The chemical shift of Z-phenylalanine is also increased from 179.5 ppm to 182.9 ppm
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service