Strukturna analiza 3-hidroksi-4-hidroksi i minometil-2-metilpiridin sulfat dihidrata

master's thesis

• Title (english): Structural analysis of 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methylpyridine-sulphate-dihydrate
• Author: Martina Barešić
• Mentor: Damir Kovaček (mentor)
• Granter: University of Zagreb; Faculty of Food Technology and Biotechnology; Zagreb
• Defense date and country: 2005-11-04, Croatia
• Scientific / art field, discipline and subdiscipline: BIOTECHNICAL SCIENCES; Biotechnology

Abstract

Neki nukleofili, kao hidroksilamin, hidroksamske kiseline i oksimi izrazito su značajni zbog sposobnosti reaktivacije inhibirane acetilkolinesteraze te su stoga pogodni kao antidoti kod trovanja organofosfornim spojevima. Stoga je pripravljen piridoksal-oksim, derivat piridoksal-fosfata, biokatalitički aktivnog oblika vitamina B6, te je metodom difrakcije rendgenskih zraka na jediničnom kristalu određena njegova molekulska i kristalna struktura. Spoj kristalizira u triklinskom sustavu, prostornoj grupi P 1, s dimenzijama jedinične ćelije a = 9.7378(10) Å, b = 10.5047(11) Å, c = 12.2873(12) Å, α = 69.589(9)o, β = 78.871(9)o, γ = 66.921(10)o. Asimetrična jedinica 3-hidroksi-4-hidroksiiminometil-5-hidroksimetil-2-metilpiridin sulfat dihidrata sadrži dvije neovisne molekule 3-hidroksi-4-hidroksiiminometil-5-hidroksimetil-2-metilpiridina, jednu sulfatnu skupinu i dvije molekule vode. Molekulska geometrija obje neovisne molekule 3-hidroksi-4-hidroksiiminometil-5-hidroksimetil-2-metilpiridina sukladna je onima u sličnim strukturama. U obje neovisne molekule unutarmolekulska vodikova veza stvara šesteročlane prstenove. Obje neovisne molekule povezane su međumolekulskim vodikovim vezama sa sulfatnim skupinama i molekulama vode na taj način stvarajući trodimenzijsku mrežu.

Abstract (english)

Some nucleophiles, like hydroxylamin, hydroxamic acids and oximes are very significant because of their reactivation possibility of inhibited acetylcholinesterase, so they are suitable as antidotes against organophosphate poisoning. Therefore, pyridoxal oxime, a pyridoxal phosphate derivative (biocatalytically active form of B6 vitamin) was synthesized and it's molecular and crystal structure was determined by single crystal X-ray diffraction. Compound crystallizes in triclinic system, space group P 1, with the unit cell dimensions a = 9.7378(10) Å, b = 10.5047(11) Å, c = 12.2873(12) Å, α = 69.589(9)o, β = 78.871(9)o, γ = 66.921(10)o. Asymmetric unit of 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methylpyridine sulphate dihydrate consists of two independent molecules of 3-hydroxy-4-hydroxyiminomethyl-5-hydroxymethyl-2-methylpyridine, one sulphate group and two water molecules. Molecular geometry of both independent molecules is consistent with those in similar structures. In both independent molecules intramolecular hydrogen bond forms six-membered rings. Both independent molecules are linked by intermolecular hydrogen bonds with sulphate groups and water molecules, thus forming three-dimensional network.

• Keywords: Piridoksal-oksim; rendgenska strukturna analiza; vodikove veze
• Keywords (english): Hydrogen bonds; Pyridoxal oxime; X-ray structure analysis
• Language: croatian
• URN:NBN: urn:nbn:hr:159:048173
• Study programme: Title: Biotechnology; specializations in: Biochemical Engineering; Course: Biochemical Engineering; Study programme type: university; Study level: graduate; Academic / professional title: diplomirani inženjer biotehnologije; smjer biokemijsko inženjerstvo (diplomirani inženjer biotehnologije; smjer biokemijsko inženjerstvo)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Access restricted to students and staff of home institution
• Created on: 2017-09-11 10:49:06