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15480

Sigma-Aldrich

Boc-Phe-OH

≥99.0% (T)

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Synonym(s):
N-(tert-Butoxycarbonyl)-L-phenylalanine, Boc-L-phenylalanine
Linear Formula:
C6H5CH2CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
265.30
Beilstein/REAXYS Number:
2219729
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:

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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This Item
42170715380
vibrant-m

15480

Boc-Phe-OH

vibrant-m

421707

Boc-Phe-OMe

vibrant-m

15380

Boc-Ala-OH

functional group

amine, carboxylic acid

functional group

-

functional group

amine, carboxylic acid

form

solid

form

-

form

-

Quality Level

100

Quality Level

-

Quality Level

100

optical activity

[α]20/D +25±1°, c = 1% in ethanol

optical activity

[α]22/D −4.0°, c = 2 in methanol

optical activity

[α]20/D −25±1°, c = 2% in acetic acid

mp

85-87 °C (lit.)

mp

36-40 °C (lit.)

mp

79-83 °C (lit.)

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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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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Yasuhiro Tsume et al.
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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)

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