32926-43-5 Usage
Description
N-Boc-N'-trityl-L-histidine, also known as Boc-His(Trt)-OH, is a synthetic derivative of the naturally occurring amino acid L-histidine. It is characterized by the presence of a bulky trityl group attached to the nitrogen atom and a Boc (tert-butyloxycarbonyl) protecting group on the alpha-amino group. N-Boc-N'-trityl-L-histidine is a valuable intermediate in the synthesis of various histidine-containing peptides and pharmaceuticals.
Uses
Used in Pharmaceutical Industry:
N-Boc-N'-trityl-L-histidine is used as a synthetic intermediate for the preparation of histidine-containing peptides and pharmaceuticals. Its unique structure allows for the selective protection and deprotection of the amino and carboxylic acid groups during peptide synthesis, facilitating the assembly of complex peptide sequences.
Used in Enzyme Inhibition Research:
N-Boc-N'-trityl-L-histidine is used as a selective inhibitor for dipeptidyl peptidases in the study of structure-activity relationships of amino acid amides. Dipeptidyl peptidases are a class of enzymes that play crucial roles in various biological processes, including antigen processing and blood pressure regulation. By using Boc-His(Trt)-OH as an inhibitor, researchers can gain insights into the enzyme's mechanism of action and develop more potent and selective inhibitors for therapeutic applications.
Check Digit Verification of cas no
The CAS Registry Mumber 32926-43-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,9,2 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 32926-43:
(7*3)+(6*2)+(5*9)+(4*2)+(3*6)+(2*4)+(1*3)=115
115 % 10 = 5
So 32926-43-5 is a valid CAS Registry Number.
InChI:InChI=1/C30H31N3O4/c1-29(2,3)37-28(36)32-26(27(34)35)19-25-20-33(21-31-25)30(22-13-7-4-8-14-22,23-15-9-5-10-16-23)24-17-11-6-12-18-24/h4-18,20-21,26H,19H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1
32926-43-5Relevant articles and documents
Synthesis and evaluation of deglycobleomycin A2 analogues containing a tertiary N-methyl amide and simple ester replacement for the L-histidine secondary amide: Direct functional characterization of the requirement for secondary amide metal complexation
Boger, Dale L.,Teramoto, Shuji,Cai, Hui
, p. 179 - 193 (2007/10/03)
The synthesis and comparative examination of 3-5, analogues of deglycobleomycin A2 (2) which address the inferred importance of the L-histidine secondary amide directly, are detailed. The agent 3 lacks only the L-histidine β-hydroxy group of deglycobleomycin A2 and the corresponding agents 4 and 5 incorporate a tertiary N-methyl amide and simple ester in place of the L-histidine secondary amide. The DNA cleavage properties of 3 proved essentially indistinguishable from those of deglycobleomycin A2 (2) confirming that the distinctions between bleomycin A2 (1) and deglycobleomycin (2) are due to the removal of the disaccharide and not the introduction of the L-histidine free β-hydroxy group. The agents 4 and 5 containing a tertiary N-methyl amide and ester in place of the L-histidine secondary amide were found to cleave duplex DNA but to do so in a nonsequence selective fashion with a substantially reduced efficiency and a diminished double to single strand cleavage ratio that are only slightly greater than that of free iron itself. These latter observations establish the functional requirement for the L-histidine secondary amide and are consistent with the proposals that the L-histidine deprotonated secondary amide is required for functional metal chelation and activity.
