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C4127

Sigma-Aldrich

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:
2448-45-5
Molecular Weight:
299.32
Beilstein/REAXYS Number:
4355833
MDL number:
MFCD00063151
UNSPSC Code:
12352202
PubChem Substance ID:
24892665
NACRES:
NA.26

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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