C4127
Z-D-Phe-OH
Synonym(s):
N-Cbz-D-phenylalanine, Z-D-phenylalanine
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About This Item
Empirical Formula (Hill Notation):
C17H17NO4
CAS Number:
Molecular Weight:
299.32
UNSPSC Code:
12352202
NACRES:
NA.26
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4355833
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-/m1/s1
SMILES string
OC(=O)[C@@H](Cc1ccccc1)NC(=O)OCc2ccccc2
InChI key
RRONHWAVOYADJL-OAHLLOKOSA-N
form
solid
application(s)
peptide synthesis
storage temp.
−20°C
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Application
N-Cbz-D-phenylalanine is used for affinity chromatography of proteinases such as the extracellular fibrinogenolytic enzyme of Aspergillus fumigatus.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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J P Bouchara et al.
FEMS immunology and medical microbiology, 7(1), 81-91 (1993-06-01)
To get a better understanding of the role of the previously reported fibrinogenolytic enzyme of Aspergillus fumigatus, we investigated the in vitro conditions of enzyme synthesis and attempted to characterize it. Modification of the nitrogen source did not influence the
T L Shieh et al.
Journal of medicinal chemistry, 25(4), 403-408 (1982-04-01)
The conformations of enzyme inhibitors in solution and bound to the enzyme thermolysin are investigated as a convenient model for understanding the relationship between the conformation of drugs in solution and at the receptor. The solution conformations of carbobenzoxy-L-phenylalanine (I)
E Bednarski et al.
Neuroreport, 9(9), 2089-2094 (1998-07-23)
Incubation of cultured hippocampal slices with chloroquine, a compound that increases the pH of acidic subcellular organelles, for 10 h reduced the activity of cathepsin L by 83 +/- 0.87% (mean +/- s.e.m.) while only marginally suppressing cathepsin B. This
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
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