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Key Documents

09794

Sigma-Aldrich

Boc-β-Phe-OH

≥96.0% (HPLC)

Synonym(s):

(R)-3-(Boc-amino)-3-phenylpropionic acid, Boc-L-β-phenylalanine

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About This Item

Empirical Formula (Hill Notation):
C14H19NO4
CAS Number:
Molecular Weight:
265.30
Beilstein:
5404389
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥96.0% (HPLC)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@H](CC(O)=O)c1ccccc1

InChI

1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(9-12(16)17)10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1

InChI key

JTNQFJPZRTURSI-LLVKDONJSA-N

Application

Boc-L-β-Phenylalanine is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make peptides containing β-phenylalanine residues.

Biochem/physiol Actions

Boc-L-β-phenylalanine may be useful in the synthesis of anti-microbial β-peptides.

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

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Jagannath Mondal et al.
The journal of physical chemistry. B, 114(42), 13585-13592 (2010-10-05)
Recent experimental studies have revealed interesting sequence dependence in the antimicrobial activity of β-peptides, which suggests the possibility of a rational design of new antimicrobial agents. To obtain insight into the mechanism of membrane activity, we present a computer simulation

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