4-benzoyl- L- phenylalanine

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Structural formula
4-benzoyl-L-phenylalanine
General
Surname 4-benzoyl- L- phenylalanine
other names
  • p -Benzoyl-phenylalanine
  • ( S ) -4-Benzoyl-phenylalanine
  • L -Bpa-OH
  • H- L -Phe (4-Bz) -OH
  • p -BzF
Molecular formula C 16 H 15 NO 3
Brief description

colorless powder

External identifiers / databases
CAS number 104504-45-2
PubChem 7020128
ChemSpider 5383084
DrugBank DB08371
Wikidata Q27097586
properties
Molar mass 269.3 g mol −1
Physical state

firmly

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

4-Benzoyl- L- phenylalanine is a chemical compound from the group of non-proteinogenic amino acids .

properties

4-Benzoyl- L- phenylalanine is used in biochemistry for cross-linking and for the photoaffinity labeling of proteins . In the course of a peptide synthesis , it is incorporated into proteins instead of tyrosine . Subsequent exposure to UV light triggers the radical crosslinking reaction.

Individual evidence

  1. ↑ J&K Scientific: 4-Benzoyl-L-phenylalanine, 95% , accessed October 1, 2018.
  2. ↑ a b c Data sheet 4-Benzoyl-L-phenylalanine, 95% from AlfaAesar, accessed on February 20, 2018 ( PDF )(JavaScript required) .
  3. ↑ JR Starkey, S. Uthayakumar, DL Berglund: Cell surface and substrate distribution of the 67-kDa laminin-binding protein determined by using a ligand photoaffinity probe. In: Cytometry. Volume 35, Number 1, January 1999, pp. 37-47, PMID 10554179 .
  4. ^ LK Henry, S. Khare, C. Son, VV Babu, F. Naider, JM Becker: Identification of a contact region between the tridecapeptide alpha-factor mating pheromone of Saccharomyces cerevisiae and its G protein-coupled receptor by photoaffinity labeling. In: Biochemistry. Volume 41, Number 19, May 2002, pp. 6128-6139, PMID 11994008 .
  5. ↑ FL Yeh, L. Tung, TH Chang: Detection of Protein-Protein Interaction Within an RNA-Protein Complex Via Unnatural-Amino-Acid-Mediated Photochemical Crosslinking. In: Methods in molecular biology. Volume 1421, 2016, pp. 175-189, doi : 10.1007 / 978-1-4939-3591-8_15 , PMID 26965266 .
  6. ^ D. Volke, A. Krizsan, N. Berthold, D. Knappe, R. Hoffmann: Identification of Api88 Binding Partners in Escherichia coli Using a Photoaffinity-Cross-Link Strategy and Label-Free Quantification. In: Journal of proteome research. Volume 14, Number 8, August 2015, pp. 3274-3283, doi : 10.1021 / acs.jproteome.5b00283 , PMID 26196380 .