| Identification | More | [Name]
N-Cbz-L-Phenylalanine | [CAS]
1161-13-3 | [Synonyms]
BENZYLOXYCARBONYL-L-PHENYLALANINE
CBZ-L-PHE
CBZ-L-PHENYLALANINE
CBZ-PHE-OH
L-PHENYLALANINE, N-[(PHENYLMETHOXY)CARBONYL]-
N-ALPHA-BENZYLOXYCARBONYL-L-PHENYLALANINE
N-ALPHA-CARBOBENZOXY-L-PHENYLALANINE
N-ALPHA-CBZ-L-PHENYLALANINE
N-BENZYLOXYCARBONYL-L-PHENYLALANINE
N-CARBOBENZOXY-L-PHENYLALANINE
N-CARBOBENZYLOXY-L-PHENYLALANINE
N-CBZ-L-PHENYLALANINE
N-CBZ-L-PHENYLALANINE-OH
Z-L-PHENYLALANINE
Z-L-PHE-OH
Z-PHENYLALANINE
Z-PHE-OH
(benzyloxycarbonyl)phenylalanine
carbobenzoxy-l-phenylalanine
carbobenzoxyphenylalanine | [EINECS(EC#)]
214-599-3 | [Molecular Formula]
C17H17NO4 | [MDL Number]
MFCD00020418 | [Molecular Weight]
299.32 | [MOL File]
1161-13-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white amorphous powder | [Melting point ]
85-87 °C(lit.) | [alpha ]
5 º (c=5,acetic acid) | [Boiling point ]
440.65°C (rough estimate) | [density ]
1.1441 (rough estimate) | [refractive index ]
5.3 ° (C=4, AcOH) | [storage temp. ]
Store at RT. | [solubility ]
DMF (Sparingly), DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
3.86±0.10(Predicted) | [color ]
White to off-white | [Optical Rotation]
[α]20/D +5°, c = 5 in acetic acid | [BRN ]
2222826 | [Major Application]
peptide synthesis | [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 | [InChIKey]
RRONHWAVOYADJL-HNNXBMFYSA-N | [SMILES]
OC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2 | [CAS DataBase Reference]
1161-13-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R62:Possible risk of impaired fertility.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [RTECS ]
AY4343000
| [HS Code ]
29242990 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white amorphous powder | [Uses]
Inhibitor of thermolysin | [Uses]
N-(Carbobenzyloxy)-L-phenylalanine is used in the synthesis of neurokinin antagonists. Furthermore it is used in the preparation of Co(II), Zn(II), and Cd(II) complexes with N-benzyloxycarbonyl-S-phenylalanine that displays antimicrobial activity against common strains of bacteria. | [Uses]
N-Cbz-L-Phenylalanine is used in the synthesis of neurokinin antagonists. Furthermore it is used in the preparation of Co(II), Zn(II), and Cd(II) complexes with N-benzyloxycarbonyl-S-phen ylalanine that displays antimicrobial activity against common strains of bacteria.
| [reaction suitability]
reaction type: solution phase peptide synthesis | [Biochem/physiol Actions]
Inhibitor of thermolysin |
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