33173-53-4 Usage
Description
H-P-AZIDO-PHE-OH, also known as 4-Azido-L-phenylalanine, is an unnatural derivative of L-phenylalanine, an essential amino acid naturally occurring in the human body. It is characterized by its off-white to brown powder appearance and is recognized for its unique reactivity due to the presence of an azido group. This property allows for the functionalization of proteins through in-vivo incorporation, making it a valuable compound in various applications.
Uses
Used in Pharmaceutical Industry:
H-P-AZIDO-PHE-OH is used as a therapeutic agent for treating patients with depression. Its unique properties enable it to be incorporated into the treatment regimen, potentially offering new avenues for managing this condition.
Used in Biochemistry and Molecular Biology:
H-P-AZIDO-PHE-OH is used as a functionalization agent for protein modification. The azide group in the compound allows for the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) or copper-free strained internal alkyne (SPAAC) reactions, enabling the attachment of various molecules to proteins. This technique has been utilized for protein PEGylation, masking with sugars, and the attachment to antibodies, among other applications.
Used in Chemical Synthesis:
H-P-AZIDO-PHE-OH is used as a building block in the synthesis of various chemical compounds, particularly those requiring the unique reactivity of the azido group. Its nonpolar nature and essential amino acid origin make it a versatile component in the development of new molecules with specific functions and properties.
Check Digit Verification of cas no
The CAS Registry Mumber 33173-53-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,1,7 and 3 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 33173-53:
(7*3)+(6*3)+(5*1)+(4*7)+(3*3)+(2*5)+(1*3)=94
94 % 10 = 4
So 33173-53-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H10N4O2/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11/h1-4,8H,5,10H2,(H,14,15)
33173-53-4Relevant articles and documents
Synthesis and Explosion Hazards of 4-Azido- l -phenylalanine
Richardson, Mark B.,Brown, Derek B.,Vasquez, Carlos A.,Ziller, Joseph W.,Johnston, Kevin M.,Weiss, Gregory A.
supporting information, p. 4525 - 4536 (2018/04/26)
A reliable, scalable, cost-effective, and chromatography-free synthesis of 4-azido-l-phenylalanine beginning from l-phenylalanine is described. Investigations into the safety of the synthesis reveal that the Ullman-like Cu(I)-catalyzed azidation step does not represent a significant risk. The isolated 4-azido-l-phenylalanine product, however, exhibits previously undocumented explosive characteristics.
