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15480

Sigma-Aldrich

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
Beilstein:
2219729
EC Number:
237-305-5
MDL number:
MFCD00002663
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24849476
NACRES:
NA.22

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

SMILES string

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

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

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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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)
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
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
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
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