Study of the mechanism of isomerization of 2-bromopropyl benzoate using an18O isotopic label

Author(s):  
E. D. Gopius ◽  
M. L. Karpyuk ◽  
T. A. Smolina ◽  
O. A. Reutov
Keyword(s):  
Molecules ◽  
2019 ◽  
Vol 24 (13) ◽  
pp. 2481 ◽  
Author(s):  
Nadezhda N. Sheveleva ◽  
Denis A. Markelov ◽  
Mikhail A. Vovk ◽  
Irina I. Tarasenko ◽  
Mariya E. Mikhailova ◽  
...  

Peptide dendrimers, due to their biocompatibility and low toxicity, are highly promising candidates as nanocarriers for drugs and genes. The development of this kind of delivery system requires reliable monitoring of their metabolic and biological pathways. In this respect, hydrogen isotope labeling has tremendous importance, being a safe tool for detection of the labeled nanocarriers. In this work, we have synthesized new histidine-rich lysine-based dendrimers (Lys-2His dendrimer) with two linear histidine (His) residues in every inner segment. The presence of His residues has enabled us to perform controlled deuteration of Lys-2His dendrimers. The high deuteration degree (around 70%) does not practically change after redissolving the samples in H2O and heating them at 40 °C, which indicates the isotopic label stability.


1979 ◽  
Vol 57 (11) ◽  
pp. 1384-1387 ◽  
Author(s):  
Choi Chuck Lee ◽  
Ursula Weber ◽  
Craig A. Obafemi

Acetolyses of trianisyl[2-14C]vinyl bromide (1-Br-2-14C) were carried out in the presence of various amounts of added NaOAc or NaOAc and LiBr. Scramblings of the isotopic label from C-2 to C-1 arising from 1,2-anisyl shifts in the trianisylvinyl cation were observed in both the reaction product and the recovered, unconsumed reactant. The results indicate that the relative contribution of the 1,2-shift process is decreased with an increase in the amount of NaOAc or LiBr, in support of a mechanism involving formation of the dissociated trianisylvinyl cation which will competitively undergo 1,2-anisyl shift to give scrambling, be captured by Br− ion and return to scrambled starting material, and be captured by OAc− ion to give scrambled product. The results are also compared with previous data from solvolyses of triphenyl[2-14C]vinyl bromide and the differences are discussed.


1985 ◽  
Vol 107 (3) ◽  
pp. 711-712 ◽  
Author(s):  
R. H. Griffey ◽  
M. A. Jarema ◽  
S. Kunz ◽  
P. R. Rosevear ◽  
A. G. Redfield

Molecules ◽  
2014 ◽  
Vol 19 (10) ◽  
pp. 16291-16311 ◽  
Author(s):  
Xibin Pang ◽  
Chuncheng Chen ◽  
Hongwei Ji ◽  
Yanke Che ◽  
Wanhong Ma ◽  
...  

2020 ◽  
Vol 389 ◽  
pp. 218-228 ◽  
Author(s):  
Lingling Li ◽  
Tianhua Zhang ◽  
Jihui Cai ◽  
Hongfang Cai ◽  
Jun Ni ◽  
...  

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