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06857

Sigma-Aldrich

Nα-Benzoyl-Asn-Gly-Thr amide trifluoroacetate salt

≥90% (HPLC)

Synonym(s):

Nα-Benzoyl-L-asparaginylglycyl-L-threoninamide trifluoroacetate salt, Bz-Asn-Gly-Thr-NH2 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C17H23N5O6 · xC2HF3O2
CAS Number:
153919-60-9
Molecular Weight:
393.39 (free base basis)
MDL number:
MFCD17215954
UNSPSC Code:
12352202
PubChem Substance ID:
329748290
NACRES:
NA.32

assay

≥90% (HPLC)

storage temp.

−20°C

SMILES string

OC(=O)C(F)(F)F.C[C@@H](O)[C@H](NC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)c1ccccc1)C(N)=O

InChI

1S/C17H23N5O6.C2HF3O2/c1-9(23)14(15(19)26)22-13(25)8-20-17(28)11(7-12(18)24)21-16(27)10-5-3-2-4-6-10;3-2(4,5)1(6)7/h2-6,9,11,14,23H,7-8H2,1H3,(H2,18,24)(H2,19,26)(H,20,28)(H,21,27)(H,22,25);(H,6,7)/t9-,11+,14+;/m1./s1

InChI key

FAAYXOTZFOVHSZ-YPMBYOOKSA-N

Application

Enzyme substrate for testing N-glycosylation.
Nα-Benzoyl-Asn-Gly-Thr amides can function as acceptor peptides for oligosaccharyltransferases and have been used to study their activity.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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A Dieckmann-Schuppert et al.
Biochimica et biophysica acta, 1199(1), 37-44 (1994-01-05)
Synthetic peptides were used to probe O- and N-glycosylation reactions in cell-free systems of the parasitic protozoa Plasmodium falciparum, Toxoplasma gondii, and Trypanosoma brucei brucei. O-Glycosylation of the peptide Pro-Tyr-Thr-Val-Val was observed with lysates from all organisms. However, the spectrum
E Bause et al.
The Biochemical journal, 312 ( Pt 3), 979-985 (1995-12-15)
Oligosaccharyltransferase (OST), an integral component of the endoplasmic-reticulum membrane, catalyses the transfer of dolichyl diphosphate-linked oligosaccharides to specific asparagine residues forming part of the Asn-Xaa-Thr/Ser sequence. We have studied the binding and catalytic properties of the enzyme from pig liver

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