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5-Benzoyl triazole ...
5-Benzoyl triazole as new structural dimension in glycoconjugates
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- Sahoo, Laxminarayan (författare)
- Govt Sci Coll Chatrapur, Dept Chem, Chatrapur 761020, Odisha, India;Indian Inst Technol Madras, Dept Chem, Madras 600036, Tamil Nadu, India
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- Kundu, Soumya (författare)
- Indian Inst Technol Madras, Dept Chem, Madras 600036, Tamil Nadu, India
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- Singhamahapatra, Anadi (författare)
- Indian Inst Technol Madras, Dept Chem, Madras 600036, Tamil Nadu, India;Saraswati Degree Vidya Mandir, Berhampur 760002, Odisha, India
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- Jena, Naresh K. (författare)
- Uppsala universitet,Materialteori,Condensed Matter Theory Group
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- Nayak, Ganesh C. (författare)
- Indian Inst Technol ISM, Dept Appl Chem, Dhanbad 826004, Jharkhand, India
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- Sahoo, Satyanarayan (författare)
- Berhampur Univ, PG Dept Chem, Ganjam 760007, Odisha, India
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(creator_code:org_t)
- ELSEVIER SCI LTD, 2018
- 2018
- Engelska.
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Ingår i: Carbohydrate Research. - : ELSEVIER SCI LTD. - 0008-6215 .- 1873-426X. ; 469, s. 23-30
- Relaterad länk:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Ämnesord
Stäng
- In recent years, 1,4-triazole rings are being widely used for the synthesis of carbohydrate derived biomimetics, due to their easy synthesis and wide range of functional group compatibility. These triazole rings lead to synthetic molecules with improved enzymatic stability, bioavailability, and structural diversity. In this present work, a benzoyl group has been introduced at the C-5 position of the triazole ring present in the synthetic glycoconjugates providing further structural diversity to the molecule. 5-Benzoyl 1,4-triazole ring containing glycoconjugates were synthesized using Cu(I) catalyzed [3 + 2] cycloaddition reaction of per-O-acetylated glycopyranosyl azide and phenyl acetylene followed by in situ electrophilic addition of benzoyl group to the Cu (I) coordinated triazole intermediate. The X-ray crystal structure of one of the 5-benzoyl 1,4-triazole linked glycoconjugate derived from D-xylose {1-N-(2,3,4 tri-O-acetyl-beta-D-xylopyranosyl)-4-phenyl-5-benzoyl-1,2,3-triazole} showed unique pattern of intermolecular C-H center dot center dot center dot O interactions arranging the molecules in an anti-parallel orientation. The structure and morphology of the compounds were further explored using computational calculation and scanning electron microscopic (SEM) study which firmly established the uniqueness of 5-benzoyl 1,4-triazole linked glycoconjugates compared to that of 5-H 1,4-triazole linked derivative.
Ämnesord
- NATURVETENSKAP -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
Nyckelord
- Glycoconjugate
- Click reaction
- 5-Benzoyl triazole
- Structural study
Publikations- och innehållstyp
- ref (ämneskategori)
- art (ämneskategori)
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