Fmoc-4-benzoyl-D-phenylalanine

Catalog Number

ACM117666974-1

Product Name

Fmoc-4-benzoyl-D-phenylalanine

Structure

CAS

117666-97-4

Category

Amino Acids

Description

Fmoc-D-Bpa-OH, or N-[(9-fluorenylmethoxycarbonyl)-2-(4'-borono)phenyl]alanine, is a modified amino acid that has a boron atom and a fluorenylmethoxycarbonyl (Fmoc) group attached to the phenylalanine residue. First synthesized by Sheppard et al. in 1993, Fmoc-D-Bpa-OH has been widely used as a non-natural amino acid in peptide chemistry and as a tool in protein engineering and biophysical studies.

IUPAC Name

(2R)-3-(4-benzoylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid

Molecular Weight

491.5

Molecular Formula

C31H25NO5

Canonical SMILES

C1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

InChI

1S/C31H25NO5/c33-29(21-8-2-1-3-9-21)22-16-14-20(15-17-22)18-28(30(34)35)32-31(36)37-19-27-25-12-6-4-10-23(25)24-11-5-7-13-26(24)27/h1-17,27-28H,18-19H2,(H,32,36)(H,34,35)/t28-/m1/s1

InChI Key

SYOBJKCXNRQOGA-MUUNZHRXSA-N

Boiling Point

729.0±60.0 ℃at 760 mmHg

Flash Point

394.7±32.9 ℃

Density

1.3±0.1 g/cm³

Application

Fmoc-D-Bpa-OH has various potential applications in diverse fields, including peptide chemistry, protein engineering, and biophysical studies. In peptide chemistry, Fmoc-D-Bpa-OH can be used as a non-natural amino acid to introduce chemical diversity into peptide sequences, which can then be used for various applications such as drug design and development. In protein engineering, Fmoc-D-Bpa-OH can be used to introduce non-natural amino acids into proteins, which can then be used to modulate protein activity and stability.

Exact Mass

491.173279

Functional Group

Fmoc

LogP

6.37

MDL Number

MFCD00237666

PSA

92.7

Refractive Index

1.644

Storage Temperature

4 ℃

Type

Unusual Amino Acids, Analogs of Phenylalanine and Tyrosine

Vapor Pressure

0.0±2.5 mmHg at 25℃

WGK Germany

3

MSDS

COA

Spec Sheet