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33173-53-4,MFCD00238100
Catalog No.:AA00C6FO

33173-53-4 | H-P-AZIDO-PHE-OH

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100mg
≥ 99.9% (Chiral HPLC)
in stock  
$140.00   $98.00
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250mg
≥ 99.9% (Chiral HPLC)
in stock  
$226.00   $159.00
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1g
≥ 99.9% (Chiral HPLC)
in stock  
$574.00   $402.00
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5g
≥ 99.9% (Chiral HPLC)
in stock  
$1,939.00   $1,357.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00C6FO
Chemical Name:
H-P-AZIDO-PHE-OH
CAS Number:
33173-53-4
Molecular Formula:
C9H10N4O2
Molecular Weight:
206.2013
MDL Number:
MFCD00238100
SMILES:
N[C@H](C(=O)O)Cc1ccc(cc1)N=[N+]=[N-]
Properties
Computed Properties
 
Complexity:
267  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
-0.2  

Literature

Title: Site-specific modification of proteins by the staudinger-phosphite reaction.

Journal: Methods in molecular biology (Clifton, N.J.) 20120101

Title: Performance analysis of orthogonal pairs designed for an expanded eukaryotic genetic code.

Journal: PloS one 20120101

Title: Small molecule probes for plant cell wall polysaccharide imaging.

Journal: Frontiers in plant science 20120101

Title: Synthetic biology: an emerging research field in China.

Journal: Biotechnology advances 20111101

Title: Artificial extracellular matrix proteins containing phenylalanine analogues biosynthesized in bacteria using T7 expression system and the PEGylation.

Journal: Biomacromolecules 20111010

Title: The initiation factor TFE and the elongation factor Spt4/5 compete for the RNAP clamp during transcription initiation and elongation.

Journal: Molecular cell 20110722

Title: Mapping the ligand-binding site on a G protein-coupled receptor (GPCR) using genetically encoded photocrosslinkers.

Journal: Biochemistry 20110503

Title: G protein-coupled receptor activation: amino acid movements caught infra-red-handed.

Journal: Chembiochem : a European journal of chemical biology 20101102

Title: Nitrene addition to exfoliated graphene: a one-step route to highly functionalized graphene.

Journal: Chemical communications (Cambridge, England) 20100621

Title: Site-specific functionalisation of proteins by a Staudinger-type reaction using unsymmetrical phosphites.

Journal: Chemical communications (Cambridge, England) 20100514

Title: Tracking G-protein-coupled receptor activation using genetically encoded infrared probes.

Journal: Nature 20100429

Title: Genetic encoding of non-natural amino acids in Drosophila melanogaster Schneider 2 cells.

Journal: Protein science : a publication of the Protein Society 20100301

Title: Genetic incorporation of unnatural amino acids into proteins in Mycobacterium tuberculosis.

Journal: PloS one 20100101

Title: Improving orthogonal tRNA-synthetase recognition for efficient unnatural amino acid incorporation and application in mammalian cells.

Journal: Molecular bioSystems 20090901

Title: FTIR analysis of GPCR activation using azido probes.

Journal: Nature chemical biology 20090601

Title: High-level cell-free synthesis yields of proteins containing site-specific non-natural amino acids.

Journal: Biotechnology and bioengineering 20090201

Title: Site-specific incorporation of unnatural amino acids into urate oxidase in Escherichia coli.

Journal: Protein science : a publication of the Protein Society 20081001

Title: An improved system for the generation and analysis of mutant proteins containing unnatural amino acids in Saccharomyces cerevisiae.

Journal: Journal of molecular biology 20070803

Title: Leucyl/phenylalanyl(L/F)-tRNA-protein transferase-mediated aminoacyl transfer of a nonnatural amino acid to the N-terminus of peptides and proteins and subsequent functionalization by bioorthogonal reactions.

Journal: Biopolymers 20070101

Title: Effect of photo-immobilization of epidermal growth factor on the cellular behaviors.

Journal: Biochemical and biophysical research communications 20060623

Title: Synthesis of an agonistic, difluoro-azido photolabel of angiotensin II and labeling of the AT1 receptor: transmembrane domains 3, 6, and 7 form the ligand-binding pocket.

Journal: Journal of receptor and signal transduction research 20060101

Title: Selective Staudinger modification of proteins containing p-azidophenylalanine.

Journal: Chembiochem : a European journal of chemical biology 20051201

Title: Diabetes-associated mutations in human insulin: crystal structure and photo-cross-linking studies of a-chain variant insulin Wakayama.

Journal: Biochemistry 20050405

Title: Enhancing the activity of insulin at the receptor interface: crystal structure and photo-cross-linking of A8 analogues.

Journal: Biochemistry 20041228

Title: A phage display system with unnatural amino acids.

Journal: Journal of the American Chemical Society 20041215

Title: Site-specific PEGylation of proteins containing unnatural amino acids.

Journal: Bioorganic & medicinal chemistry letters 20041206

Title: How insulin binds: the B-chain alpha-helix contacts the L1 beta-helix of the insulin receptor.

Journal: Journal of molecular biology 20040806

Title: Diabetes-associated mutations in insulin: consecutive residues in the B chain contact distinct domains of the insulin receptor.

Journal: Biochemistry 20040706

Title: Diabetes-associated mutations in insulin identify invariant receptor contacts.

Journal: Diabetes 20040601

Title: Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae.

Journal: Journal of the American Chemical Society 20031001

Title: An expanded eukaryotic genetic code.

Journal: Science (New York, N.Y.) 20030815

Title: Identification of a candidate membrane protein for the basolateral peptide transporter of rat small intestine.

Journal: Biochemical and biophysical research communications 20020830

Title: Addition of p-azido-L-phenylalanine to the genetic code of Escherichia coli.

Journal: Journal of the American Chemical Society 20020807

Title: Albayrak C, et al. Cell-free co-production of an orthogonal transfer RNA activates efficient site-specific non-natural amino acid incorporation. Nucleic Acids Res. 2013 Jun;41(11):5949-63.

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