NDLI: N-(tert-Butoxycarbonyl)-O-allyl-L-seryl--aminoisobutyryl-L-valine methyl ester: a protected tripeptide with an allylated serine residue

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N-(tert-Butoxycarbonyl)-O-allyl-L-seryl--aminoisobutyryl-L-valine methyl ester: a protected tripeptide with an allylated serine residue

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N-(tert-Butoxycarbonyl)-O-allyl-L-seryl--aminoisobutyryl-L-valine methyl ester: a protected tripeptide with an allylated serine residue

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Gebreslasie, Hadgu Girmay Jacobsen, Øyvind Görbitz, Carl Henrik
Description	Country affiliation: Norway Author Affiliation: Gebreslasie HG ( Department of Chemistry, University of Oslo, PO Box 1033 Blindern, N-0315 Oslo, Norway.)
Abstract	The title compound [systematic name (6 S,12 S)-methyl 6-(allyloxymethyl)-12-isopropyl-2,2,9,9-tetramethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oate], C $_{21}H$ $_{37}N$ $_{3}O$ $_{7},$ containing the little studied O-allyl- L-serine residue [Ser(All)], crystallizes in the monoclinic space group C2 with one molecule in the asymmetric unit. The compound is an analogue of the Ser140-Val142 segment of the water channel aquaporin-4 (AQP4). It forms a distorted type-II -turn with a P $_{II}-3$ $_{10L}-$ P $_{II}$ backbone conformation ( P $_{II}$ is polyproline II). The overall backbone conformation is markedly different from that of the CO(Pro139)-Val142 stretch of rat AQP4, but is quite similar to the corresponding segment of human AQP4, despite significant differences at the level of the individual residues. The side chain of the Ser(All) residue adopts a gauche conformation relative to the backbone CO-C $^{}$ and C $^{}-N$ bonds. The H atoms of the two CH $_{2}$ groups in the Ser(All) side chain are almost eclipsed. The crystal packing of the title compound is divided into one-molecule-thick layers, each layer having a hydrophilic core and distinct hydrophobic interfaces on either side.
File Format	HTM / HTML
e-ISSN	20532296
Journal	Acta Crystallographica Section C Crystal Structure Communications
Issue Number	Pt 9
Volume Number	67
Language	English
Publisher	IUCr/Wiley
Publisher Date	2011-09-01
Publisher Place	United States
Access Restriction	Open
Subject Keyword	Discipline Analytical Chemistry Discipline Crystallography Oligopeptides Chemistry Serine Valine Animals Crystallography, X-ray Esters Molecular Conformation Molecular Structure
Content Type	Text
Resource Type	Article

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