File:Histidine and the aromaticity of its side chain.jpg
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English: The side chain of histidine is aromatic, because the ring atoms have a total of 3 pairs of p-orbital electrons in addition to being planar (also every atom of the ring is sp2-hybridized); the third pair (in addition to 2 pairs, which are half of the two double bonds' electrons) comes from the RED-depicted sp2-hybridized nitrogen that has its free electron pair in its p-orbital. The BLUE-depicted nitrogen, on the other hand, has its electron pair on its sp2-orbital because its p-orbital is already used for double-bonding, which cannot hybridize with the adjacent p-orbitals to form the ring-encompassing pi-elctron cloud reguired for a compound to be aromatic. Finnish texts: "the electron pair of nitrogen on a sp2-orbital" above and "the electron pair of nitrogen on a p-orbital" below. Red color corresponds to aromaticity-contributing bonds/atoms/electron pair on nitrogen.
Suomi: Histidiinin sivurenkaan aromaattisuus; punaisella kuvatut osallistuvat delokalisaatioon
Histidiinin sivuketjun renkaan kummankin typen hybridisaatio on sp2, mutta sinisen typen vapaa elektronipari on sp2-orbitaalilla eikä siten voi osallistua delokalisaatioon (liian etäällä viereisten atomien p-orbitaaleista). Punaisella kuvatun typen elektronipari taas on p-orbitaalilla, joten elektronit delokalisoituvat. Yhteensä renkaalla on siis kolme elektroniparia p-orbitaaleilla, eli pariton määrä pareja, joten se on aromaattinen; kummankin kaksoissidoksen elektoneista puolet eli 1 pari delokalisoituu koko renkaan alueelle, samoin punaisen typen elektronipari. Sivurengas täyttää aromaattisuuden ehdot. |
| Date | |
| Source | Own work |
| Author | Kwantton |
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| current | 13:41, 29 October 2017 | | 769 × 716 (35 KB) | Kwantton (talk | contribs) | User created page with UploadWizard |
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