991-01-5Relevant academic research and scientific papers
An efficient and scalable synthesis of Isodesmosine
Ashish,Chaudhari, Vinod D.,Gupta, Aikan,Nihalani, Deepak,Pawar, Ganesh P.,Sharma, Yogesh
, (2022/02/09)
Isodesmosine is 1,2,3,5-tetrasubstituted pyridinium-based amino acid substituted with four lysine derivatives found in elastin which is the main component of elastic fiber. Elastin plays a vital role in providing stretchy properties to tissues and body organs. Isodesmsoine is a proven to be useful biomarker for elastin degradation during the progressing stage of chronic obstructive pulmonary disease (COPD) and related diseases. The present work reported an efficient and gram-scale approach for the synthesis of Isodesmosine, starting from readily available Boc-Asp-OtBu using mild reaction conditions.
METHOD FOR PRODUCING DESMOSINE, ISODESMOSINE AND DERIVATIVES THEREOF
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Paragraph 0139-0141, (2015/12/19)
A process for preparing a compound represented by the following general formula (I) or a salt thereof, which comprises reacting lysine or a protective product thereof or a salt thereof with allysine or a protective product thereof in the presence of a spe
Total Synthesis of Isodesmosine by Stepwise, Regioselective Negishi and Sonogashira Cross-Coupling Reactions
Koseki, Yohei,Sugimura, Takanori,Ogawa, Keita,Suzuki, Rina,Yamada, Haruka,Suzuki, Noriyuki,Masuyama, Yoshiro,Lin, Yong Y.,Usuki, Toyonobu
, p. 4024 - 4032 (2015/06/30)
Isodesmosine is a crosslinking pyridinium amino acid of elastin and is an attractive biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD). In this paper, we describe the total synthesis of isodesmosine. The key features of this synt
Pr(OTf)3-promoted Chichibabin pyridine synthesis of isodesmosine in H2O/MeOH
Sugimura, Takanori,Komatsu, Akira,Koseki, Yohei,Usuki, Toyonobu
supporting information, p. 6343 - 6346 (2015/02/19)
1,2,3,5-Tetrasubstituted pyridinium amino acid isodesmosine is a crosslinking amino acid of elastin and is an attractive biomarker for the diagnosis of chronic obstructive pulmonary disease (COPD). Herein, we report an application of the Chichibabin pyrid
Biomimetic chichibabin pyridine synthesis of the COPD biomarkers and elastin cross-linkers isodesmosine and desmosine
Usuki, Toyonobu,Sugimura, Takanori,Komatsu, Akira,Koseki, Yohei
supporting information, p. 1672 - 1675 (2014/04/17)
The tetrasubstituted pyridinium amino acids isodesmosine and desmosine are cross-linkers of elastin and are attractive biomarkers for the diagnosis of chronic obstructive pulmonary disease (COPD). In this study, the biomimetic total synthesis of isodesmosine and desmosine via a lanthanide-promoted Chichibabin pyridine synthesis using the corresponding aldehyde and amine hydrochloride is reported.
