Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

15480

Sigma-Aldrich

Boc-Phe-OH

≥99.0% (T)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCF7169
BCBZ6198
BCBW9996
BCBW8949
BCBW2132

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Articles

Natural Amino Acid Building Blocks for Peptide Synthesis

With a growing peptide drug market the fast, reliable and uncomplicated synthesis of peptides is of paramount importance.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service