TY - JOUR
T1 - Complete Structure Assignment of Azathioprine as a Proton-Deficient Nucleic Acid Analogue Using 1H-13C Long-Range Heteronuclear Single Quantum Multiple Bond Correlation
AU - Unabara, Daisuke
AU - Nishijima, Masaki
N1 - Funding Information:
This work was supported by JSPS KAKENHI (Grant-in-Aid for Encouragement of Scientists) Grants 21H04124 and 22H04249 (to D.U.). The authors thank the NMR facility of Tagen CAF (Central Analytical Facility).
Publisher Copyright:
© 2022 American Chemical Society.
PY - 2023/1/6
Y1 - 2023/1/6
N2 - In this Note, the successful structural assignment of a proton-deficient nucleic acid analogue using the 1H-13C long-range heteronuclear single quantum multiple bond correlation (LR-HSQMBC) technique is described. LR-HSQMBC is a 2D NMR technique for the sensitive detection of weak C-H spin couplings. The immunosuppressant drug, azathioprine, served as the target compound. The LR-HSQMBC measurements revealed the existence of covalent bonds between the purine and imidazole rings based on observations of 5JCH and 6JCH with good sensitivity.
AB - In this Note, the successful structural assignment of a proton-deficient nucleic acid analogue using the 1H-13C long-range heteronuclear single quantum multiple bond correlation (LR-HSQMBC) technique is described. LR-HSQMBC is a 2D NMR technique for the sensitive detection of weak C-H spin couplings. The immunosuppressant drug, azathioprine, served as the target compound. The LR-HSQMBC measurements revealed the existence of covalent bonds between the purine and imidazole rings based on observations of 5JCH and 6JCH with good sensitivity.
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U2 - 10.1021/acs.joc.2c01785
DO - 10.1021/acs.joc.2c01785
M3 - Article
AN - SCOPUS:85144742919
SN - 0022-3263
VL - 88
SP - 653
EP - 657
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 1
ER -