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6anm

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Structure of D-Leu-D-Phe-2-Abz-D-Ala at 0.64 Angstrom

Structural highlights

6anm is a 1 chain structure with sequence from Synthetic construct. Full crystallographic information is available from OCA. For a guided tour on the structure components use FirstGlance.
Method:	X-ray diffraction, Resolution 0.64Å
Ligands:	, , ,
Resources:	FirstGlance, OCA, PDBe, RCSB, PDBsum, ProSAT

Publication Abstract from PubMed

Herein we report the unique conformations adopted by linear and cyclic tetrapeptides (CTPs) containing 2-aminobenzoic acid (2-Abz) in solution and as single crystals. The crystal structure of the linear tetrapeptide H2N-D-Leu-D-Phe-2-Abz-D-Ala-COOH (1) reveals a novel planar peptidomimetic beta-turn stabilized by three hydrogen bonds and is in agreement with its NMR structure in solution. While CTPs are often synthetically inaccessible or cyclize in poor yield, both 1 and its N-Me-D-Phe analogue (2) adopt pseudo-cyclic frameworks enabling near quantitative conversion to the corresponding CTPs 3 and 4. The crystal structure of the N-methylated peptide (4) is the first reported for a 2-Abz containing CTP and reveals a distinctly planar 13-membered ring which is also evident in solution. The N-methylation of D-Phe results in a peptide bond inversion compared to the solution conformation of 3.

Crystal and NMR Structures of a Peptidomimetic beta-turn which provides facile synthesis of 13-membered Cyclic Tetrapeptides.,Cameron AJ, Squire CJ, Edwards PJB, Harjes E, Sarojini V Chem Asian J. 2017 Nov 2. doi: 10.1002/asia.201701422. PMID:29098772^[1]

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

References

↑ Cameron AJ, Squire CJ, Edwards PJB, Harjes E, Sarojini V. Crystal and NMR Structures of a Peptidomimetic beta-turn which provides facile synthesis of 13-membered Cyclic Tetrapeptides. Chem Asian J. 2017 Nov 2. doi: 10.1002/asia.201701422. PMID:29098772 doi:http://dx.doi.org/10.1002/asia.201701422

1 Structural highlights
2 Publication Abstract from PubMed
3 References

Proteopedia Page Contributors and Editors (what is this?)

OCA

Retrieved from "http://52.214.119.220/wiki/index.php/6anm"

Categories: Large Structures | Synthetic construct | Cameron AJ | Sarojini V | Squire CJ

@@ Line 3: / Line 3: @@
 <StructureSection load='6anm' size='340' side='right'caption='[[6anm]], [[Resolution|resolution]] 0.64&Aring;' scene=''>
 == Structural highlights ==
-<table><tr><td colspan='2'>[[6anm]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6ANM OCA]. For a <b>guided tour on the structure components</b> use [http://proteopedia.org/fgij/fg.htm?mol=6ANM FirstGlance]. <br>
+<table><tr><td colspan='2'>[[6anm]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Synthetic_construct Synthetic construct]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6ANM OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=6ANM FirstGlance]. <br>
-</td></tr><tr id='NonStdRes'><td class="sblockLbl"><b>[[Non-Standard_Residue|NonStd Res:]]</b></td><td class="sblockDat"><scene name='pdbligand=BE2:2-AMINOBENZOIC+ACID'>BE2</scene>, <scene name='pdbligand=DAL:D-ALANINE'>DAL</scene>, <scene name='pdbligand=DLE:D-LEUCINE'>DLE</scene>, <scene name='pdbligand=DPN:D-PHENYLALANINE'>DPN</scene></td></tr>
+</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 0.64&#8491;</td></tr>
-<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://proteopedia.org/fgij/fg.htm?mol=6anm FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6anm OCA], [http://pdbe.org/6anm PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=6anm RCSB], [http://www.ebi.ac.uk/pdbsum/6anm PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=6anm ProSAT]</span></td></tr>
+<tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=BE2:2-AMINOBENZOIC+ACID'>BE2</scene>, <scene name='pdbligand=DAL:D-ALANINE'>DAL</scene>, <scene name='pdbligand=DLE:D-LEUCINE'>DLE</scene>, <scene name='pdbligand=DPN:D-PHENYLALANINE'>DPN</scene></td></tr>
+<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=6anm FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6anm OCA], [https://pdbe.org/6anm PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=6anm RCSB], [https://www.ebi.ac.uk/pdbsum/6anm PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=6anm ProSAT]</span></td></tr>
 </table>
 <div style="background-color:#fffaf0;">
@@ Line 21: / Line 22: @@
 </StructureSection>
 [[Category: Large Structures]]
-[[Category: Cameron, A J]]
+[[Category: Synthetic construct]]
-[[Category: Sarojini, V]]
+[[Category: Cameron AJ]]
-[[Category: Squire, C J]]
+[[Category: Sarojini V]]
-[[Category: D-amino acid]]
+[[Category: Squire CJ]]
-[[Category: De novo protein]]
-[[Category: Peptidomimetic beta-turn]]
-[[Category: Tetrapeptide]]
-[[Category: Unnatural amino acid]]

6anm

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Current revision

Structure of D-Leu-D-Phe-2-Abz-D-Ala at 0.64 Angstrom

Structural highlights

Publication Abstract from PubMed

References

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