Boc-glycine methyl ester - CAS 31954-27-5

Category
BOC-Amino Acids
Catalog number
BAT-002742
CAS number
31954-27-5
Molecular Formula
C8H15NO4
Molecular Weight
189.21
Boc-glycine methyl ester
Synonyms
Boc-Gly-Ome; Methyl 2-[(tert-butoxycarbonyl)amino]acetate
Appearance
Colorless to yellow clear liquid
Purity
≥ 98% (GC)
Density
1.079 g/mL at 25 °C
Boiling Point
190 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C8H15NO4/c1-8(2,3)13-7(11)9-5-6(10)12-4/h5H2,1-4H3,(H,9,11)
InChI Key
PHUZOEOLWIHIKH-UHFFFAOYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NCC(=O)OC
1.Conjugates of amino acids and peptides with 5-o-mycaminosyltylonolide and their interaction with the ribosomal exit tunnel.
Shishkina A1, Makarov G, Tereshchenkov A, Korshunova G, Sumbatyan N, Golovin A, Svetlov M, Bogdanov A. Bioconjug Chem. 2013 Nov 20;24(11):1861-9. doi: 10.1021/bc400236n. Epub 2013 Oct 25.
During protein synthesis the nascent polypeptide chain (NC) extends through the ribosomal exit tunnel (NPET). Also, the large group of macrolide antibiotics binds in the nascent peptide exit tunnel. In some cases interaction of NC with NPET leads to the ribosome stalling, a significant event in regulation of translation. In other cases NC-ribosome interactions lead to pauses in translation that play an important role in cotranslational folding of polypeptides emerging from the ribosome. The precise mechanism of NC recognition in NPET as well as factors that determine NC conformation in the ribosomal tunnel are unknown. A number of derivatives of the macrolide antibiotic 5-O-mycaminosyltylonolide (OMT) containing N-acylated amino acid or peptide residues were synthesized in order to study potential sites of NC-NPET interactions. The target compounds were prepared by conjugation of protected amino acids and peptides with the C23 hydroxyl group of the macrolide.
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