In:
European Journal of Inorganic Chemistry, Wiley, Vol. 2017, No. 17 ( 2017-05-03), p. 2347-2354
Abstract:
Synthesis and characterization of 15 N‐labeled and partially 13 C‐labeled oxaliplatin in a racemic mixture with its S , S enantiomer, (SP‐4‐2)‐[( trans ‐1 R ,2 R /1 S ,2S‐ 15 N 2 )‐cyclohexane‐1,2‐diamine][( 13 C 2 )oxalato]platinum(II), is presented. 15 N labeling of trans ‐cyclohexane‐1,2‐diamine (DACH) was conducted by reacting cyclohexane‐1,2‐dione with the 15 N source ( 15 N)hydroxylamine hydrochloride. After reduction, trans ‐( 15 N 2 )DACH was isolated as a tartrate salt and reacted with K 2 [PtCl 4 ]. Subsequent reaction with ( 13 C 2 )oxalate afforded the final 15 N‐ and 13 C‐labeled oxaliplatin together with its S , S analog. Detailed characterization was performed by one‐ and two‐dimensional 1 H, 13 C, 15 N, and 195 Pt NMR spectroscopy; high‐resolution mass spectrometry; and elemental analysis. The reaction behavior towards chloride ions, 5′‐guanosine monophosphate, and l ‐methionine was studied by 1D 1 H, 13 C, and 195 Pt NMR spectroscopy and 2D [ 1 H, 15 N] and [ 1 H, 195 Pt] NMR spectroscopy.
Type of Medium:
Online Resource
ISSN:
1434-1948
,
1099-0682
DOI:
10.1002/ejic.v2017.17
DOI:
10.1002/ejic.201601503
Language:
English
Publisher:
Wiley
Publication Date:
2017
detail.hit.zdb_id:
1475009-0
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