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Merck
CN

15480

Boc-Phe-OH

≥99.0% (T)

Synonym(s):

N-(tert-Butoxycarbonyl)-L-phenylalanine, Boc-L-phenylalanine

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About This Item

Linear Formula:
C6H5CH2CH(COOH)NHCOOC(CH3)3
CAS Number:
13734-34-4
Molecular Weight:
265.30
NACRES:
NA.22
PubChem Substance ID:
24849476
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
237-305-5
MDL number:
MFCD00002663
Beilstein/REAXYS Number:
2219729

Key Documents

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Product Name

Boc-Phe-OH, ≥99.0% (T)

InChI

1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m0/s1

InChI key

ZYJPUMXJBDHSIF-NSHDSACASA-N

SMILES string

CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(O)=O

assay

≥99.0% (T)

form

solid

optical activity

[α]20/D +25±1°, c = 1% in ethanol

reaction suitability

reaction type: Boc solid-phase peptide synthesis
reaction type: C-H Activation
reagent type: ligand
reaction type: Peptide Synthesis

mp

85-87 °C (lit.)

application(s)

peptide synthesis

functional group

amine
carboxylic acid

Quality Level

100

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Related Categories

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8642
BCCF7169
BCBZ6198
BCBW9996
BCBW8949

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Jie Chen et al.
Archives of pharmacal research, 37(1), 142-148 (2013-11-23)
Novel thermo- and pH-dual responsive amphiphilic copolymers were synthesized based on hyperbranched polyethylenimine (PEI) by grafting L-phenylalanine. The phenylalanine-modified PEI exhibited lower cytotoxicity than commercial PEI. These copolymers showed the phenomena of phase transitions in response to pH and temperature.
Yasuhiro Tsume et al.
Molecular pharmaceutics, 5(5), 717-727 (2008-07-26)
Dipeptide monoester prodrugs of floxuridine were synthesized, and their chemical stability in buffers, resistance to glycosidic bond metabolism, affinity for PEPT1, enzymatic activation and permeability in cancer cells were determined and compared to those of mono amino acid monoester floxuridine
Xiaoxiong Han et al.
Journal of biomaterials science. Polymer edition, 27(7), 626-642 (2016-02-26)
Cabazitaxel (CTX) is a second-generation semisynthetic taxane that demonstrates antitumor activity superior to docetaxel. However, the low aqueous solubility of CTX has hampered its use as a therapeutic agent. In this work, CTX-loaded N-t-butoxycarbonyl-L-phenylalanine end-capped monomethyl poly (ethylene glycol)-block-poly (D,L-lactide)
Matthew J Crawford et al.
Journal of nucleic acids, 2011, 652702-652702 (2011-07-22)
Conformationally preorganized peptide nucleic acids (PNAs) have been synthesized through backbone modifications at the γ-position, where R = alanine, valine, isoleucine, and phenylalanine side chains. The effects of these side-chains on the conformations and hybridization properties of PNAs were determined
Yong Chen et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 99, 103-113 (2015-12-22)
The objective was to investigate the topical iontophoretic delivery of a series of amino acid ester prodrugs of aciclovir (ACV-X, where ACV=aciclovir and X=Arg, Gly, Ile, Phe, Trp and Val) as a means to enhance cutaneous delivery of ACV. The
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