C4127
Z-D-Phe-OH
Synonym(s):
N-Cbz-D-phenylalanine, Z-D-phenylalanine
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C17H17NO4
CAS Number:
Molecular Weight:
299.32
Beilstein:
4355833
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.26
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form
solid
application(s)
peptide synthesis
storage temp.
−20°C
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-/m1/s1
InChI key
RRONHWAVOYADJL-OAHLLOKOSA-N
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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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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
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
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)
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
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
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