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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 Code

13 - Non Combustible Solids

WGK

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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